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TitreDateDurée
Too Much 401k Money? The $3M Roth Conversion Problem - 57928 Apr 202600:46:22

Saving into Roth instead of traditional accounts to bring down required minimum distributions in retirement, and whether retiring early is in the cards: that's today on Your Money, Your Wealth® podcast 579 with Joe Anderson, CFP®, and Big Al Clopine, CPA. Brian in New York and "Todd and Margo" in Utah each have over $3 million in their pre-tax accounts. What should their Roth conversion strategies look like, and can Todd retire this year? But first up, should "Captain Morgan" go Roth to avoid RMDs and can he retire in a couple of years? Should "Klo Jopine" contribute to Roth instead of traditional if his income will always remain the same? Finally, Kyle and Katie have high incomes and need a spitball on how they can avoid future RMDs. Ya think Roth conversions might be in their future? We'll find out.

Free Financial Resources in This Episode:

https://bit.ly/ymyw-579 (full show notes & episode transcript)

LIMITED TIME SPECIAL OFFER: THE DIY RETIREMENT GUIDE - download before the Special Offer changes on Friday, May 1, 2026!

https://purefinancial.com/ymyw/?utm_source=libsyn&utm_medium=podcast&utm_campaign=whitepaper-diy-retirement-guide&utm_content=ymyw-pod-ep579-description-whitepaper#specialoffer 

Financial Advisors Expose Internet's Worst Retirement Strategies! - YMYW TV:

https://purefinancial.com/ymyw/episodes/financial-advisors-expose-internets-worst-retirement-strategies/?utm_source=libsyn&utm_medium=podcast&utm_campaign=ymyw-tv&utm_content=ymyw-pod-ep579-description-tv-s11e11

Financial Blueprint (self-guided):

https://bit.ly/PureFinancialBlueprint 

Financial Assessment (Meet with an experienced professional):

https://bit.ly/PureFreeAssessment 

REQUEST your Retirement Spitball Analysis:

https://bit.ly/AskJoeAndAl 

DOWNLOAD more free guides:

https://bit.ly/PureGuides 

READ financial blogs:

https://bit.ly/PureFinBlog 

WATCH educational videos:

https://bit.ly/PureEdVideos 

SUBSCRIBE to the YMYW Newsletter:

https://bit.ly/YMYWNewsletter 

 

Connect With Us:

Subscribe on YouTube and join the conversation in the comments:

https://bit.ly/YMYW-YT 

Subscribe or follow YMYW in your favorite podcast app:

https://lnk.to/ymyw 

Leave your honest reviews and ratings in Apple Podcasts:

https://podcasts.apple.com/us/podcast/your-money-your-wealth/id312900254 

Chapters:

00:00 - Intro: This Week on the YMYW Podcast
00:58 - Should I Go Roth to Avoid RMDs and Retire at 51? (Captain Morgan, CA)
11:33 - Roth vs Traditional for Flat Income Earners? (Klo Jopine, TN)
22:53 - Big Roth Conversions to Tame a $3.5M 403(b)? (Brian, NY)
27:36 - Can I Retire in 2026 and Spend $200K/yr? (Todd 54 & Margo, UT)
34:53 - How High Income Earners Can Reduce Future RMDs (Kyle & Katie, Midwest)
44:37 - Outro: Next Week on the YMYW Podcast

The Retirement Question Every Couple Asks: Can We Afford It? - 57821 Apr 202600:43:34

"Chase and Ryder" are 56 and 55 with $5 million saved and huge pensions the day they retire. So why are they so nervous about pulling the trigger? That's today on Your Money, Your Wealth® podcast number 578 with Joe Anderson, CFP® and Big Al Clopine, CPA. "Andy and April" are 46 with $2.4 million saved and 10 years until they want to retire. Can they get there, and do they need a trust? "Burt and Sally" are in their late forties with solid pensions and a retirement dream, but is the math close enough to make it work? Finally, does "Dolly" have any options for squeezing more out of Social Security when she and her spouse have identical benefits? She's inheriting a brokerage account too, and wonders about the asset mix.

Free Financial Resources in This Episode:

https://bit.ly/ymyw-578 (full show notes & episode transcript)

Withdrawal Strategy Guide - free download:

https://purefinancial.com/white-papers/withdrawal-strategy-guide/?utm_source=libsyn&utm_medium=podcast&utm_campaign=whitepaper-withdrawal-strategy-guide&utm_content=ymyw-pod-ep578-description-whitepaper 

Retirement Spending: How Much is Too Much? - YMYW TV:

https://purefinancial.com/ymyw/episodes/retirement-spending-how-much-is-too-much/?utm_source=libsyn&utm_medium=podcast&utm_campaign=ymyw-tv&utm_content=ymyw-pod-ep578-description-tv-s12e02 

Financial Blueprint (self-guided):

https://bit.ly/PureFinancialBlueprint 

Financial Assessment (Meet with an experienced professional):

https://bit.ly/PureFreeAssessment 

REQUEST your Retirement Spitball Analysis:

https://bit.ly/AskJoeAndAl 

DOWNLOAD more free guides:

https://bit.ly/PureGuides 

READ financial blogs:

https://bit.ly/PureFinBlog 

WATCH educational videos:

https://bit.ly/PureEdVideos 

SUBSCRIBE to the YMYW Newsletter:

https://bit.ly/YMYWNewsletter 

Connect With Us:

Subscribe on YouTube and join the conversation in the comments:

https://bit.ly/YMYW-YT 

Subscribe or follow YMYW in your favorite podcast app:

https://lnk.to/ymyw 

Leave your honest reviews and ratings in Apple Podcasts:

https://podcasts.apple.com/us/podcast/your-money-your-wealth/id312900254 

 

Chapters:

00:00 - Intro: This Week on the YMYW Podcast

00:58 - $5.5M, Big Pensions: Safe to Retire at 57? (Chase & Ryder, San Diego)

10:39 - We're 46. Can We Retire in 10 Years? Do We Need a Trust? (Andy & April, CA)

21:28 - Can We Retire in 2027 With a Pension + $655K? (Burt & Sally, Nonesuch, KY)

34:19 - How to Max Social Security with No Spousal Benefit? (Dolly, TN)

41:41 - Outro: Next Week on the YMYW Podcast

This Early Retirement Strategy Could Be a Huge Mistake14 Apr 202600:45:15

Joe Anderson, CFP® and Big Al Clopine, CPA spitball on whether a popular early retirement strategy could actually blow up your financial plan, today on Your Money, Your Wealth® podcast number 577. Red and Kitty from Wisconsin are burned out at 40 and wonder if retiring at 45 using the 72(t) tax election to take substantially equal periodic payments, or SEPP, is a smart bridge strategy. Jiminy Billy Bob in North Carolina is also considering a 72(t). How should he structure his withdrawal order, and does he need to shift into bonds before downshifting his career? Plus, Steve and Sharon in Minnesota have 8 million bucks. Steve is getting laid off at age 56. What should they do with their 401(k), stock options, incentives, and benefits before and after the layoff?

Free Financial Resources in This Episode: 

https://bit.ly/ymyw-577 (full show notes & episode transcript)

Recession Protection Guide - free download

Retirement Readiness Guide - free download

6 Ways Americans Accidentally Sabotage Their Retirement - YMYW TV

Financial Blueprint (self-guided):

https://bit.ly/PureFinancialBlueprint 

Financial Assessment (Meet with an experienced professional):

https://bit.ly/PureFreeAssessment 

REQUEST your Retirement Spitball Analysis:

https://bit.ly/AskJoeAndAl 

DOWNLOAD more free guides:

https://bit.ly/PureGuides 

READ financial blogs:

https://bit.ly/PureFinBlog 

WATCH educational videos:

https://bit.ly/PureEdVideos 

SUBSCRIBE to the YMYW Newsletter:

https://bit.ly/YMYWNewsletter 

Connect With Us:

Subscribe on YouTube and join the conversation in the comments:

https://bit.ly/YMYW-YT 

Subscribe or follow YMYW in your favorite podcast app:

https://lnk.to/ymyw 

Leave your honest reviews and ratings in Apple Podcasts:

https://podcasts.apple.com/us/podcast/your-money-your-wealth/id312900254 

 

Chapters:

00:00 - Intro: This week on the YMYW Podcast

01:06 - Why Retiring at 45 Using 72(t) SEPP Withdrawals is Risky (Red & Kitty, WI)

13:28 - Early Retirement Strategy: Withdrawal Order, Bonds, and 72(t) (Jiminy Billy Bob, NC)

22:49 - Laid Off at 56 With $7.9M: How to Handle Your Exit Strategy (Steve & Sharon, St. Paul, MN)

43:51 - Outro: Next Week on the YMYW Podcast

When Roth Conversions Don't Make Sense (And When They're a No-Brainer) - 57607 Apr 202600:43:06

Are Roth conversions worth it? We'll find out, today on Your Money, Your Wealth® podcast number 576.  TJ in PA is gonna have huge capital gains. Joe and Big Al spitball on whether it's worth it for him to convert. Rebels Without a Gauze in New England are over 70. Is it too late for them to convert? How much should Biking Barnsey convert from his tax-deferred accounts to Roth each year, and are there any single ladies in the YMYW audience that would like to help him spend his retirement money? Finally, the fellas spitball on whether Zisi and his wife are being too aggressive with their conversion strategy.

Free Financial Resources in This Episode:

https://bit.ly/ymyw-576 (full show notes & episode transcript)

Complete Roth Papers Package - free download:

https://purefinancial.com/white-papers/the-complete-roth-papers-package/?utm_source=libsyn&utm_medium=podcast&utm_campaign=whitepaper-the-complete-roth-papers-package&utm_content=ymyw-pod-ep576-description-whitepaper 

Financial Assessment (Meet with an experienced professional):

https://bit.ly/PureFreeAssessment 

Financial Blueprint (self-guided):

https://bit.ly/PureFinancialBlueprint 

REQUEST your Retirement Spitball Analysis:

https://bit.ly/AskJoeAndAl 

DOWNLOAD more free guides:

https://bit.ly/PureGuides 

READ financial blogs:

https://bit.ly/PureFinBlog 

WATCH educational videos:

https://bit.ly/PureEdVideos 

SUBSCRIBE to the YMYW Newsletter:

https://bit.ly/YMYWNewsletter 

 

Connect With Us:

Subscribe on YouTube and join the conversation in the comments:

https://bit.ly/YMYW-YT 

Subscribe or follow YMYW in your favorite podcast app:

https://lnk.to/ymyw 

Leave your honest reviews and ratings in Apple Podcasts:

https://podcasts.apple.com/us/podcast/your-money-your-wealth/id312900254 

 

 

Chapters:

00:00 - Intro: This Week on the YMYW Podcast
00:55 - We Have Over $7M. Capital Gains are Huge. Are Roth Conversions Worth It? (TJ in PA)
12:37 - Too Late for Roth Conversions at Age 70+? (Rebels Without a Gauze, CT)
23:19 - Am I Spending Too Much or Not Enough in Retirement? How Much Should I Convert? (Biking Barnsey, Arkansas)
33:37 - We have $18M. Are We Doing Too Many Roth Conversions Before Age 75? (Zisi)
41:14 - Outro: Next Week on the YMYW Podcast
42:16 - The Derails: Big Al's New Jacket

Die With Zero: Are You Giving Your Kids Too Much? - 57531 Mar 202600:44:10

Joe Anderson, CFP® and Big Al Clopine, CPA spitball on how to build your own retirement AND support your kids financially, today on Your Money, Your Wealth® podcast number 575. "Lloyd and Diane" in Montgomery County are 50 with $8.4 million. Can they retire early and still be generous with their kids? E and T in Missouri are 34 and 31 with $255K, and hopefully some big inheritances in the future. Can they fund the kids' college, and help them buy their first homes, AND retire early? Kent in Kansas City is 73 with 12 million bucks and $2 million in life insurance. Do Joe and Big Al back up his plan to buy an annuity, gift money to his kids now, and still spend freely in retirement, Die With Zero style? Finally, should John in the San Francisco Bay Area sell the family home and move to Nevada, or hold the house for his autistic daughters to inherit later?

Free Financial Resources in This Episode:

https://bit.ly/ymyw-575 (full show notes & episode transcript)

Estate Plan Organizer - free download:

https://purefinancial.com/white-papers/estate-plan-organizer/?utm_source=LibsynDestinations&utm_medium=podcast&utm_campaign=YMYW-575 

Retirement Readiness Guide - free download:

https://purefinancial.com/white-papers/retirement-readiness-guide/?utm_source=LibsynDestinations&utm_medium=podcast&utm_campaign=YMYW-575 

Four Hard Truths About Retirement You Need to Face - YMYW TV:

https://purefinancial.com/ymyw/episodes/4-hard-retirement-truths-about-retirement-you-need-to-face/?utm_source=LibsynDestinations&utm_medium=podcast&utm_campaign=YMYW-575 

Financial Blueprint (self-guided):

https://bit.ly/PureFinancialBlueprint 

Financial Assessment (Meet with an experienced professional):

https://bit.ly/PureFreeAssessment 

REQUEST your Retirement Spitball Analysis:

https://bit.ly/AskJoeAndAl 

DOWNLOAD more free guides:

https://bit.ly/PureGuides 

READ financial blogs:

https://bit.ly/PureFinBlog 

WATCH educational videos:

https://bit.ly/PureEdVideos 

SUBSCRIBE to the YMYW Newsletter:

https://bit.ly/YMYWNewsletter 

 

Connect With Us:

Subscribe on YouTube and join the conversation in the comments:

https://bit.ly/YMYW-YT 

Subscribe or follow YMYW in your favorite podcast app:

https://lnk.to/ymyw 

Leave your honest reviews and ratings in Apple Podcasts:

https://podcasts.apple.com/us/podcast/your-money-your-wealth/id312900254 

 

Chapters:

00:00 - Intro: This Week on the YMYW Podcast

01:10 - 50 with $8.4M. Can We Retire Early and Still Give to Our Kids? (Lloyd Dobler and Diane, Montgomery County, MD)

11:41 - Die With Zero: Spend My $12M or Buy an Annuity? (Kent, 73 & 70, Kansas City)

25:08 - Can We Afford Kids' College AND Houses AND Our Own Early Retirement? (E & T, 34 & 31, Missouri)

34:17 - Should We Move to Save Money or Keep the House for Our Autistic Kids? (John, 68 & 66, San Francisco Bay Area)

42:29 - Outro: Next Week on the YMYW Podcast

When Should You Take Social Security? (Don't Screw This Up) - 57424 Mar 202600:45:05

Joe Anderson, CFP® and Big Al Clopine, CPA focus on Social Security claiming strategies as part of the retirement spitballs, today on Your Money, Your Wealth® podcast number 574. Bijou Plutus and her husband in Massachusetts are 62 and 64 with about a million dollars. Can she retire at 65, and should he claim Social Security early? Dr. Jekyll and Mrs. Hyde in the Twin Cities have about the same at 51 and 49, plus big pensions and high spending. Can they afford to retire early, and when should they claim Social Security? Diggler and Roller Girl in Tennessee are 57 and 58 with about $600K, and Diggler estimates his Social Security break-even is at age 77. Can he collect Social Security early and simply work recreationally?

Free Financial Resources in This Episode:

https://bit.ly/ymyw-574 (full show notes & episode transcript)

Social Security Handbook - free download:

https://purefinancial.com/white-papers/social-security-handbook/?utm_source=LibsynDestinations&utm_medium=podcast&utm_campaign=YMYW-574 

Tax-Free Retirement Guide - free download:

https://purefinancial.com/white-papers/tax-free-retirement-guide/?utm_source=LibsynDestinations&utm_medium=podcast&utm_campaign=YMYW-574 

How To Retire Tax-Free With A Smart Income Plan - YMYW TV:

https://purefinancial.com/ymyw/episodes/how-to-retire-tax-free-smart-income-plan/?utm_source=LibsynDestinations&utm_medium=podcast&utm_campaign=YMYW-574 

Financial Blueprint (self-guided):

https://bit.ly/PureFinancialBlueprint 

Financial Assessment (Meet with an experienced professional):

https://bit.ly/PureFreeAssessment 

REQUEST your Retirement Spitball Analysis:

https://bit.ly/AskJoeAndAl 

DOWNLOAD more free guides:

https://bit.ly/PureGuides 

READ financial blogs:

https://bit.ly/PureFinBlog 

WATCH educational videos:

https://bit.ly/PureEdVideos 

SUBSCRIBE to the YMYW Newsletter:

https://bit.ly/YMYWNewsletter 

Connect With Us:

Subscribe on YouTube and join the conversation in the comments:

https://bit.ly/YMYW-YT 

Subscribe or follow YMYW in your favorite podcast app:

https://lnk.to/ymyw 

Leave your honest reviews and ratings in Apple Podcasts:

https://podcasts.apple.com/us/podcast/your-money-your-wealth/id312900254 

Chapters:

00:00 - Intro: This week on the YMYW Podcast

01:07 - 62 and 64 with About $1M. Can I Retire at 65? Should Hubby Claim Social Security Early? (Bijou Plutus, MA)

11:52 - Can We Retire in Our 50s With Pensions and High Spending? (Dr. Jekyll & Mrs. Hyde, Twin Cities, MN)

29:53 - Social Security Break-Even at 77. Claim Early and Work Recreationally? (Diggler & Rollergirl, 57 & 58, Tennessee)

42:52 - Outro: Next Week on the YMYY Podcast

Could You Retire Tomorrow If You Had To? - 57317 Mar 202600:40:06

Juan and Mary in Brooklyn are 49 and 48 with $2.2 million saved. Can Juan afford to retire early, or just walk away if he gets fired? And if they get divorced, yikes - but does the math still work? That's today on Your Money, Your Wealth® podcast number 573. But first, "Reuben Sailing Shoes" is 68, single, retired, and has $1.6 million saved, but he's never had a budget in his life. How much can he actually spend? "Leslie and Ben" are federal retirees in their seventies with great pensions and a mix of pre-tax and Roth savings, and "Mork and Mindy" in Delaware are retired with an annuity, a pension, Social Security, and $1.3 million in an IRA. Joe Anderson, CFP® and Big Al Clopine, CPA spitball on how Roth conversions and RMD timing can help both couples minimize taxes and make the most of what they've got.

Free Financial Resources in This Episode:

https://bit.ly/ymyw-573 (full show notes & episode transcript)

Complete Roth Papers Package - free download:

https://purefinancial.com/white-papers/the-complete-roth-papers-package/?utm_source=LibsynDestinations&utm_medium=podcast&utm_campaign=YMYW-573 

Retirement Course: Can You Hit a Hole in One? With PGA Pro Chris Riley - YMYW TV:

https://purefinancial.com/ymyw/episodes/retirement-course-hole-in-one-pga-pro-chris-riley/?utm_source=LibsynDestinations&utm_medium=podcast&utm_campaign=YMYW-573 

Financial Blueprint (self-guided):

https://bit.ly/PureFinancialBlueprint 

Financial Assessment (Meet with an experienced professional):

https://bit.ly/PureFreeAssessment 

REQUEST your Retirement Spitball Analysis:

https://bit.ly/AskJoeAndAl 

DOWNLOAD more free guides:

https://bit.ly/PureGuides 

READ financial blogs:

https://bit.ly/PureFinBlog 

WATCH educational videos:

https://bit.ly/PureEdVideos 

SUBSCRIBE to the YMYW Newsletter:

https://bit.ly/YMYWNewsletter 

 

Connect With Us:

Subscribe on YouTube and join the conversation in the comments:

https://bit.ly/YMYW-YT 

Subscribe or follow YMYW in your favorite podcast app:

https://lnk.to/ymyw 

Leave your honest reviews and ratings in Apple Podcasts:

https://podcasts.apple.com/us/podcast/your-money-your-wealth/id312900254 

Chapters:

00:00 - Intro: This week on the YMYW Podcast

01:04 - How Much Can a Single 68-Year-Old Retiree With $1.6M(?) Spend Without Running Out of Money? (Reuben Sailing Shoes, Wyoming)

08:38 - 72 and 76 With $1.4M. Should We Keep Doing Roth Conversions After RMDs Start? (Leslie and Ben, Ohio)

17:12 - 71 and 73 With $1.73M. How to Balance Roth Conversions, RMDs, Widow Taxes, and Inheritance Goals? (Mork and Mindy, Delaware)

28:28 - 49 and 48 with $2.2M. If I Get Fired, Quit, or Get Divorced Tomorrow, Will We Be Fine? (Juan & Mary, Brooklyn, NY)

39:20 - Outro: Next Week on YMYW Podcast

Could You Lose Half Your Retirement Income to Taxes? - 57210 Mar 202600:51:01

"Carl and Jane" have eight million bucks, and their advisor is suggesting a 130/30 long-short investing strategy. Joe Anderson, CFP® and Big Al Clopine, CPA spitball on whether this is a smart tax move or unnecessary complexity - and whether they would do it themselves, today on Your Money, Your Wealth® podcast number 572. Plus, Tyrone and Tova think they may never even need their retirement accounts, so do they really need to bother with Roth conversions if the kids are going to inherit the money anyway, or could skipping the conversions mean losing half their retirement income to taxes? Mark in San Diego is juggling Roth conversions and Social Security timing without blowing up his tax bill, or the income-related monthly adjustment amount for Medicare, or net investment income tax. And "Boat Drinks" has a big non-qualified deferred compensation plan. How can he structure payouts before it turns into a tax nightmare - and before he potentially gets laid off?

Free Financial Resources in This Episode:

https://bit.ly/ymyw-572 (full show notes & episode transcript)

The Emotionless Investing Guide - free download

https://purefinancial.com/white-papers/emotionless-investing-guide/?utm_source=LibsynDestinations&utm_medium=podcast&utm_campaign=YMYW-572 

The Ultimate Guide to Roth IRAs - free download

https://purefinancial.com/white-papers/roth-ira-white-paper/?utm_source=LibsynDestinations&utm_medium=podcast&utm_campaign=YMYW-572 

The Truth About Your Love/Hate Relationship with Money - YMYW TV

https://purefinancial.com/ymyw/episodes/truth-about-love-hate-relationship-with-money/?utm_source=LibsynDestinations&utm_medium=podcast&utm_campaign=YMYW-572 

 

Financial Blueprint (self-guided):

https://bit.ly/PureFinancialBlueprint 

Financial Assessment (Meet with an experienced professional):

https://bit.ly/PureFreeAssessment 

REQUEST your Retirement Spitball Analysis:

https://bit.ly/AskJoeAndAl 

DOWNLOAD more free guides:

https://bit.ly/PureGuides 

READ financial blogs:

https://bit.ly/PureFinBlog 

WATCH educational videos:

https://bit.ly/PureEdVideos 

SUBSCRIBE to the YMYW Newsletter:

https://bit.ly/YMYWNewsletter 

 

Connect With Us:

Subscribe on YouTube and join the conversation in the comments:

https://bit.ly/YMYW-YT 

Subscribe or follow YMYW in your favorite podcast app:

https://lnk.to/ymyw 

Leave your honest reviews and ratings in Apple Podcasts:

https://podcasts.apple.com/us/podcast/your-money-your-wealth/id312900254 

 

Chapters:

00:00 - Intro: This Week on the YMYW Podcast

01:12 - Should Investors with $8M Use a 130/30 Long-Short Investing Strategy? (Carl Sandburg and Jane Addams, California)

12:42 - We'll Never Need Our Retirement Accounts. Should We Still Do Roth Conversions? (Tyrone and Tova)

27:18 - Roth Conversions vs. Social Security: Which Comes First? What About IRMAA and NIIT? (Mark, California)

38:16 - How to Structure Non-Qualified Deferred Compensation Payouts When a Layoff Might Be Coming? (Boat Drinks)

50:10 - Outro: Next Week on the YMYW Podcast

Retire Early in Your 40s or 50s: Green Light or Reality Check? - 57103 Mar 202600:45:26

If you plan to punch the clock for the final time decades before "standard" retirement age, you need a financial strategy that goes beyond just saving. Joe Anderson, CFP® and Big Al Clopine, CPA spitball five different early retirement plans to see whose numbers are tight and who is ready to go for it, today on Your Money, Your Wealth® podcast 571. George in South Carolina wants to retire in 8 years at 53. Does he have enough in his brokerage account to bridge the gap to Social Security? Joe in Massachusetts is saving a staggering $200,000 a year, but will his high-spending lifestyle make a multi-million dollar nest egg look small? The fellas help 26-year-old Jonathan in Florida map out a path to retire in his 40s using his 457 plan, and they spitball on whether early exit strategies for both Kris and Rojo in California are a "green light" or a reality check. Plus, Joe explains why the "Rule of 55" and Roth conversions might be some of the most important tools in your early retirement toolbox.

Free Financial Resources in This Episode:

https://bit.ly/ymyw-571 (full show notes & episode transcript)

Withdrawal Strategy Guide - free download:

https://purefinancial.com/white-papers/withdrawal-strategy-guide/?utm_source=LibsynDestinations&utm_medium=podcast&utm_campaign=YMYW-571

Long-Term Care Planning Guide - free download:

https://purefinancial.com/white-papers/long-term-care-planning-options/?utm_source=LibsynDestinations&utm_medium=podcast&utm_campaign=YMYW-571

The #1 Spending Mistake Ruining Retirements - YMYW TV:

https://purefinancial.com/ymyw/episodes/number-one-spending-mistake-ruining-retirements/?utm_source=LibsynDestinations&utm_medium=podcast&utm_campaign=YMYW-571

Financial Blueprint (self-guided):

https://bit.ly/PureFinancialBlueprint

Financial Assessment (Meet with an experienced professional):

https://bit.ly/PureFreeAssessment

REQUEST your Retirement Spitball Analysis:

https://bit.ly/AskJoeAndAl

DOWNLOAD more free guides:

https://bit.ly/PureGuides

READ financial blogs:

https://bit.ly/PureFinBlog

WATCH educational videos:

https://bit.ly/PureEdVideos

SUBSCRIBE to the YMYW Newsletter:

https://bit.ly/YMYWNewsletter

Connect With Us:

Subscribe on YouTube and join the conversation in the comments:

https://bit.ly/YMYW-YT

Subscribe or follow YMYW in your favorite podcast app:

https://lnk.to/ymyw

Leave your honest reviews and ratings in Apple Podcasts:

https://podcasts.apple.com/us/podcast/your-money-your-wealth/id312900254

Chapters: 

00:00 - Intro: This Week on the YMYW Podcast

01:06 - Is Retiring at 53 With No Pension a Smart Move or a Risky Bet? (George, South Carolina)

11:59 - High Income, High Spend, Early Retirement: Does the Math Still Work? (Joe, MA)

18:39 - At 26, Should I Go All In on a 457 to Retire Way Early? (Jonathan, Florida)

26:41 - Can I Retire Early and Still Cover Health Care and Long Term Care Costs? (Kris, California)

33:33 - I'm a Widowed Parent. Can I Retire at 57 and Still Fund College and Legacy Goals? (Rojo, California)

43:08 - Outro: Next Week on the YMYW Podcast

Retirement Planning for Aging Parents - and Can You Retire Early? - 57024 Feb 202600:45:53

Joe and Big Al spitball two sides of the retirement equation, today on Your Money, Your Wealth® podcast number 570. Daniel in Texas is 40 and worrying about how to support Mom and Dad if their money runs out. Can he build some kind of financial safety net for them without ruining his own retirement? Jemma's 82-year-old mom is drawing down her portfolio. Is locking in guaranteed income with an annuity a smart move, or could that create new problems down the road? Plus, "Cookie and Gerry" want to walk away from work before 50 with a big brokerage account and a pension. Are they positioned correctly? How can they avoid pulling the wrong levers at the wrong time? And "Fred and Wilma" are staring at a potential multi-million-dollar ESOP payout. What levers do they need to pull so they can retire at 46 and shout "Yabba Dabba Doo"?

Free Financial Resources in This Episode:

https://bit.ly/ymyw-570 (full show notes & episode transcript)

10 Steps to Improve Investing Success - free download

What to Do When the Stock Market Gets Crazy - YMYW TV

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Financial Assessment (Meet with an experienced professional)

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Chapters:

00:00 - Intro: This Week on the YMYW Podcast

00:57 - Can I Afford to Be My Parents' Retirement Plan? (Daniel, Texas)

07:07 - Will an Annuity Really Save Mom From Running Out of Money? (Jemma)

15:07 - Can We Retire in Our Early 50s With a Pension and a $190K Spend? (Cookie and Gerry)

30:39 - Can We Retire Early at 46 With a $4M ESOP and a $210K Spend? (Fred and Wilma, CA)

44:23 - Outro: Next Week on the YMYW Podcast

Retirement Changes at These 5 Major Financial Crossroads - 56917 Feb 202600:44:13

When you're standing at a major financial crossroads, the timing of your decisions can mean the difference between success and failure. Joe Anderson, CFP® and Big Al Clopine, CPA spitball on the "when" of five retirement decisions, today on Your Money, Your Wealth podcast number 569. We'll kick things off with a whale of an email: "Fine and Dandy" is 42 years old with a multimillion dollar private equity offer on the table. Should he sell his business now or hold out for a second bite of the apple later? He also wonders if it's crazy to spend more on his vacation home than on his primary residence. David calls himself an "elderly orphan," flying solo at 66 and in need of a plan to protect his million-dollar portfolio as he ages. BB and Shell are trying to time their final year of retirement contributions to save as much as possible before moving to a lower-tax state. Should they go Roth IRA or traditional? Joel wonders when to take required minimum distributions from retirement accounts for the maximum tax benefit, and Brian in New York needs a spitball on when it makes sense to have an emergency fund as a retiree, and for how much.

Free Financial Resources in This Episode:

https://bit.ly/ymyw-569 (full show notes & episode transcript)

Growing Your Wealth Guide - free download

Retirement Readiness Guide - free download

Retire at 62: Great Idea or Huge Mistake? - YMYW TV

Financial Blueprint (self-guided)

Financial Assessment (Meet with an experienced professional)

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Chapters: 

00:00 - Intro: This Week on the YMYW Podcast

01:09 - Should I Sell My Business or Wait? Is It Crazy to Spend More on My Vacation Home Than My Primary Residence? (Fine and Dandy, IL)

20:48 - Saving to Roth IRA vs Traditional IRA in the Final Year Before Retirement (BB and Shell)

23:50 - When to Take Your First RMD for the Maximum Tax Benefit (Joel, CA)

27:33 - Aging Alone in Retirement: How to Protect Assets Before Cognitive Decline (David, 68, Logan, NM)

35:37 - Why Some CPAs Cap Roth Conversions at $500K AGI (Shweta, CA)

37:05 - When Does It Make Sense for Retirees to Have an Emergency Fund - and How Much? (Brian, Albany, NY)

42:03 - Outro - Next Week on the YMYW Podcast

Tax-Smart Investing at Every Age: Starting Young or Catching Up - 56810 Feb 202600:44:12

John Q. Taxpayer is in the home stretch of his career, looking for the best way to catch-up and build his tax-free bucket. Meanwhile, a pair of young financial nerds in Omaha are already strong savers, but they're wondering whether a simple "VOO for life" strategy is enough to help them reach multimillionaire status in retirement. Also, Janine retired unexpectedly. Can her remaining savings support a European retirement lifestyle? From Jonas Grumby's "glitch in the matrix" tax strategy to the potential tax nightmare of Dolly's literal sack of inherited gold coins, today on Your Money, Your Wealth® podcast 568, Joe Anderson, CFP® and Big Al Clopine, CPA. spitball on how folks from different generations with different situations can reach the same ultimate goal: positioning assets today to ensure the most tax-free wealth tomorrow. Plus, the fellas spitball on the "double taxation" trap of retirement plan loans for Pete in North Carolina, and the affordability of 50-year mortgages for Semper Fi in Michigan.

Free Financial Resources in This Episode:

https://bit.ly/ymyw-568 (full show notes & episode transcript)

Why Asset Location Matters - free guide

All About Asset Location - more free resources

15 Maneuvers to Duck an Unplanned Early Retirement Knockout - YMYW TV

Financial Blueprint (self-guided)

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Chapters:

00:00 - Intro: This Week on the YMYW Podcast

01:05 - After-Tax 401(k) Catch-Ups vs Taxable Investing (John Q Taxpayer)

06:16 - Forced Early Retirement: Social Security and Roth Conversion Timing? (Janine, Bothell, WA)

11:30 - Are 50-Year Mortgages Actually Affordable? (Semper Fi, Stevensville, MI)

17:59 - 401(k) Loan vs Mortgage Payoff (Pete, NC)

21:27 - Can You Manufacture a Step-Up in Basis? (Jonas Grumby, The Colony, TX)

25:03 - Inherited Gold Coins and Capital Gains Taxes (Dolly, 63, TN)

29:35 - Spitball for Young Investors Who Don't Have Millions (Young Financial Nerds, Omaha, NE)

42:13 - Outro: Next Week on the YMYW Podcast

Rising Costs and Retirement Unknowns? Here's What to Do - 56703 Feb 202600:50:14

Should Al and Peggy in Illinois keep hammering pre-tax retirement savings or should they pivot to post-tax Roth for better tax diversification? Which pension option is best for their early retirement plans? Long-term care insurance premiums are going up endlessly for Eloise in Connecticut. Is she walking into an insurance industry trap? How do Eric and Tami in Baton Rouge help their kids with college without blowing up their own retirement, and when do student loans make sense? Finally, should Lana and Sterling harvest capital gains or prioritize Roth conversions before moving to a much higher-tax state? The basic question in all of these is the same: how do you protect your future from rising costs and unknowns that are out of your control? We'll find out what it takes, today on Your Money, Your Wealth podcast number 567.

Free Financial Resources in This Episode:

https://bit.ly/ymyw-567 (full show notes & episode transcript)

Key Financial Data Guide - free download

Retirement Panic Button: 7 Ways to Avoid Hitting It - YMYW TV

Financial Blueprint (self-guided)

Financial Assessment (Meet with an experienced professional)

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Chapters:

00:00 - Intro: This Week on the YMYW Podcast

00:55 - Pre-Tax vs. Late Roth Savings? Pension Lump Sum vs. Lifetime Income in Early Retirement? (Al & Peggy, Illinois)

14:14 - Should I Drop Long-Term Care Insurance Now at Age 70? (Eloise, Connecticut)

20:41 - College Costs vs Retirement Security for Parents (Tami & Eric, Baton Rouge, LA)

35:59 - Roth Conversions or Capital Gains Before Moving to a High Tax State? (Lana & Sterling, Nebraska)

48:14 - Next Week on the YMYW Podcast

High Net Worth Pre-Retirees Share Their Biggest Fear (Here's How to Calm It) - 56627 Jan 202600:53:19

"Mr and Mrs Smith" have nearly $850,000 saved at age 43, but they're very concerned about retirement. "Lucy and Desi" are 58 and 64 with nearly $7 million saved, but they still lie awake wondering if it's enough for their high-expense life. "Tony and Carmela" are in a similar boat with millions saved at 61 and 59, but they're worried their asset allocation won't get them through their retirement. No matter the numbers, the fears sound exactly the same: will you run out of money in retirement? Turns out overcoming that fear is not about hitting a magic number. We'll find out what it's all about today on Your Money, Your Wealth podcast number 566 with Joe Anderson, CFP®, and Big Al Clopine, CPA. The fellas also spitball Roth conversions, long/short direct indexing capital gains tax strategies for "Juicy Squeeze", working after retirement for Wendi, and how one confusing word can completely change a retirement timing decision for "Jacques and Johana."

Free Financial Resources in This Episode:

https://bit.ly/ymyw-566 (full show notes & episode transcript)

Withdrawal Strategy Guide - free download

Financial Blueprint (self-guided)

Financial Assessment (Meet with an experienced professional)

WATCH 6 Signs You Truly Have "Enough" For Retirement on YMYW TV

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Chapters:

00:00 - Intro: This Week on the YMYW Podcast

01:01 - 43 With $850K. Am I Too Late to Build Enough Roth Money? (Mr & Mrs Smith, Dallas, TX)

11:29 - Nearly $7M Saved at 58 and 64. Do We Have Enough for a High-Spend Retirement? (Lucy & Desi, Jersey Shore, NJ)

23:38 - 61 and 59 With $4.5M Saved. Can I Retire Now With a 50/50 Portfolio? (Tony & Carmela, San Ramon, CA)

32:09 - Mid-50s with $685K Saved. Can One Spouse Retire While the Other Works? (Jacques & Johana, Florida)

38:53 - Are Long-Short Direct Indexing Tax Strategies Worth the Fees? (Juicy Squeeze)

47:04 - Should I Work as an Employee or Contractor After 70 on Social Security? (Wendi)

52:04 - Outro: Next Week on the YMYW Podcast

48 and Worried About Early Retirement? This Changes the Math - 56520 Jan 202600:43:24

Lucky Lou is 48, burned out and wants to punch at 50. How should he bridge the gap before pensions and Social Security? Joe Anderson, CFP®, and Big Al Clopine, CPA walk through the Rule of 55, 72(t)s, and the psychological reality of spending down a taxable account, today on Your Money, Your Wealth® podcast number 565. Alexei and Anna are high earners in their mid-20s who want to save aggressively and keep taxes low. Which retirement accounts should they prioritize, and can they afford a downpayment on a house? Jay and Gloria are wrestling with the classic question of whether to save to Roth or traditional 401(k), especially since their state doesn't tax retirement income. Is taking the deduction now and backdooring Roths the smarter move? Plus, Sleepless in Seattle wants to know, can her 28-year-old daughter afford to buy a condo in a high-cost housing market? Finally,  Jennifer in Texas wonders how to invest and withdraw an inherited IRA over the 10-year rule with the least tax damage.

Free Financial Resources in This Episode:

https://bit.ly/ymyw-565 (full show notes & episode transcript)

The Last 5 Years Before Retirement Will Decide Your Lifestyle - Here's How - YMYW TV

Guides: 

Blogs: 

Financial Blueprint (self-guided)

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Chapters:

00:00 - Intro: This Week on the YMYW Podcast

01:04 - Can I Retire at 50 with $5M and Bridge the Gap to Pensions and Social Security? (Lucky Lou)

10:51 - Which Retirement Accounts Should Young High Earners Max First? Can We Afford a House Downpayment? (Alexei & Anna, Cincinnati)

17:57 - Save to Roth 401(k) or Traditional If Our State Doesn't Tax Retirement Income? (Jay & Gloria, People's Republic of IL)

28:21 - Should a 28-Year-Old Buy a Home in an Expensive Market? (Sleepless in Seattle)

37:15 - How to Invest for Most Growth and Least Tax on an Inherited IRA? (Jennifer, TX)

41:04 - Outro: Next Week on the YMYW Podcast

Social Security Timing and When Family Wrecks Retirement - 56413 Jan 202600:42:45

Hana's mom is 92. Mom's husband is 74, and after years of trying to help a family member, nearly a million dollars is gone. How do they stop the bleeding before it's too late, and how much can they spend each year from what's left? That's today on Your Money, Your Wealth® podcast number 564 with Joe Anderson, CFP® and Big Al Clopine, CPA. Plus, "Peter and Gwen" from Virginia have a pension, Roths, and a shrinking IRA. With the new tax law, IRMAA, and Social Security decisions all colliding, should they keep converting to Roth, and when should they actually collect Social Security? Also, does it make sense for "Mr. and Mrs. Scarecrow" to claim Social Security early and invest it? Finally, "Rosie and Astro" from Pennsylvania ask if they can retire in just three years with $1.3 million, and whether it's time to hire an advisor to help them get there.

Free Financial Resources in This Episode:

https://bit.ly/ymyw-564 (full show notes & episode transcript)

Social Security Handbook

Retirement Readiness Guide

6 Biggest Financial Pitfalls in America (Avoid These Traps!) - YMYW TV

Financial Blueprint (self-guided)

Financial Assessment (Meet with an experienced professional)

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Chapters:

00:00 - Intro: This Week on the YMYW Podcast

02:21 - Family Wrecking Retirement: How Much Can Benevolent Retirees Afford to Spend? (Hana)

10:30 - We Have a Pension. Should We Do Roth Conversions After the OBBBA? When to Claim Social Security? (Peter Parker & Gwen Stacy)

23:29 - Should We Claim Social Security Early and Invest It? (Mr & Mrs Scarecrow)

29:56 - We're 60 and 57 with $1.3M. Can We Retire in 3 Years? Should We Hire an Advisor? (Rosie & Astro, PA)

41:04 - Outro: Next Week on the YMYW Podcast

How to Beat the "Fire Hydrant" of Future Taxes: YMYW Best of 2025 - 56306 Jan 202601:02:56

YMYW friends, welcome to 2026. What actually mattered most to you in 2025? It turns out to be tax-free gains on investments, retirement timing, and claiming Social Security. Today on Your Money, Your Wealth® podcast number 563, Joe Anderson, CFP® and Big Al Clopine, CPA break down the smartest tax moves, the biggest Roth mistakes to avoid, and how real people solve real retirement problems - with the help of special guests Susan Brandeis CFP® and the IRA guru, Ed Slott, CPA. Find out when Roth conversions help or hurt, how to lower lifetime taxes for you and your heirs, what it really takes to retire confidently, even without a massive portfolio, and more. Watch or listen and steal the financial strategies that made YMYW's most popular episodes of the year. 

Free Financial Tools & Resources in This Episode:

https://bit.ly/ymyw-563 (full show notes & episode transcript)

The Complete Roth Papers Package - 3 free downloads in one!

Don't Let These 10 Risks Break Your Retirement - YMYW TV

Financial Blueprint (self-guided)

EASIRetirement (self-guided)

Financial Assessment (Meet with an experienced professional)

LISTEN to the Best of the YMYW Podcast 2021,  2022,  2023, 2024

LISTEN to the Top Funniest Moments from the YMYW Podcast Vol. 1, Vol. 2

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Chapters:

  • 00:00 - Intro: This Week on the YMYW Podcast
  • 00:54 - Roth IRA is "The Greatest Account Ever" Per Ed Slott. But Why?
  • 20:46 - Is There a Point Where Roth Conversions No Longer Make Sense? (Jerry, Phoenix, AZ)
  • 32:13 - Roth Conversions vs. Taking Advantage of Zero Percent Cap Gains (Skipper, CA)
  • 43:06 - We're in Our Early 40s with $795K Saved. Can We Retire at 55? (Mr Buckeye, OH)
  • 55:12 - Is My Husband Eligible for Spousal Social Security Benefits Now that WEP and GPO Are Gone? (Cherilyn, El Cajon, CA)
    • from ep. 536: YMYW most plays, most listeners, and most viewers in 2025 on Spotify
  • 59:53 - Outro: 2025 Stats and Next Week on the YMYW Podcast
I'm 42 and Burned Out with $2.25M. Can I Retire Early from My Toxic Job? - 56230 Dec 202500:38:15

Today on Your Money, Your Wealth podcast 562 (an encore of episode 513), Joe Anderson, CFP® and Big Al Clopine, CPA spitball for YMYW listeners in their 40s who are ready to call it quits at work, become financially independent, and retire early. Can they afford to do it? Peter and Joanna want to retire in the next two years. Burned Out and Ready to Retire wants out of his toxic office. If Maryland Chicken Man never earns another dollar, how much can he afford to withdraw from his retirement accounts each year? And Suzanne in Massachusetts is 69 and needs $60K a year for the next 30 years. Is she all right?

(While Joe and Big Al enjoy a little seasonal downtime and Andi recovers from surgery, enjoy this encore presentation of these questions from an early 2025 episode.)

Free Financial Resources in This Episode:

https://bit.ly/ymyw-562 (full show notes & episode transcript)

2025 Key Financial Data Guide - free download

10 Big Retirement Regrets to Avoid (Before It's Too Late)  - YMYW TV

Financial Blueprint (self-guided)

Financial Assessment (Meet with an experienced professional)

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Chapters:

00:00 - Intro: This Week on the YMYW Podcast
01:30 - We're 45 and 44. Can We Retire in the Next 2 Years? (Peter & Joanna, NJ)
10:45 - Watch 10 Big Retirement Regrets to Avoid (Before It's Too Late) on YMYW TV, Calculate your Free Financial Blueprint
11:44 - I'm 42 and I Work in a Toxic Office. Can I Afford to Retire? (Burned Out and Ready to Retire, NJ)
21:53 - Download the 2025 Key Financial Data Guide for free
22:53 - I'm 69 and Need $60k/Year for the Next 30 Years. Am I All Right? (Suzanne, MA)
25:40 - I'm 45. If I Never Earn Another Dollar How Much Can I Withdraw Every Year? (Maryland Chicken Man)
35:15 - Outro: Next Week on the YMYW Podcast

Retirement Finances Whether You're Married, Separated, or Single - 56123 Dec 202500:53:39

Financially speaking, should Old Bear in Northern Kentucky marry his Honey? How should Sebastian in Virginia navigate the financial aspects of his separation? Plus, Famous Missourians want to know, how much is enough for retirement and when can you take your foot off the gas? Can Paul with the Big Wallet Bridge the long gap between retiring and claiming Social Security benefits? And can Aspiring Adventurer in Oregon retire single at age 58?

(While Joe and Big Al enjoy a little seasonal downtime and Andi recovers from surgery, enjoy this encore presentation of these questions from an early 2025 episode.)

Free Financial Resources in This Episode:

 https://bit.ly/ymyw-561 (full show notes & episode transcript)

DOWNLOAD The Going Solo Guide for free

WATCH: Going Solo: Navigating Your Financial Future Single on YMYW TV

Financial Blueprint (self-guided)

Financial Assessment (Meet with an experienced professional)

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Chapters:

00:00 - Intro: This Week on the YMYW Podcast

01:01 - Financially Speaking, Should Old Bear Marry His Honey? (Northern Kentucky, near Cincinnati, OH)

08:41 - Navigating Finances When Separating from Your Spouse (Sebastian, VA)

15:13 - Watch Going Solo: Navigating Your Financial Future Single on YMYW TV, Download the Going Solo Guide for free

15:42 - How Much is Enough for Retirement? When Can We Take Our Foot Off the Gas? (JC Penney & Laura Ingalls Wilder, Kansas City, MO)

28:31 - How to Bridge the Long Gap Between Retirement and Social Security (Paul with the Big Wallet)

38:50 - Calculate your free Financial Blueprint

39:20 - Can I Retire at Age 58? Where to Save? Should I Do a Roth Conversion Ladder in Retirement? (Aspiring Adventurer, OR)

51:00 - YMYW Podcast Outro

The Truth About High Income Investments and Retirement Safety - 56016 Dec 202500:37:06

Today on Your Money, Your Wealth® podcast 560, Joe Anderson, CFP® and Big Al Clopine, CPA spitball business development company (BDC) funds for Edward in Illinois before diving into buckets of cash, T-bills, decumulation, and Roth conversion timing for Pebbles and Bam Bam. Plus, the fellas help 34 year old Keith in Connecticut figure out if he's actually on track, whether he's taking too much risk, or just worrying too much. They also spitball on the six-figure annuity gain that Gus in Philly's 95 year old dad has amassed. Finally, why yelling "never pay an advisor" on the internet doesn't necessarily magically turn MYGAs into the perfect investment for everyone.

(While Joe and Big Al enjoy a little seasonal downtime and Andi recovers from surgery, enjoy this encore presentation of these questions from a January 2025 episode.)

Free Financial Resources in This Episode:

https://bit.ly/ymyw-560 (full show notes & episode transcript)

10 Steps to Improve Investing Success - free download

Tax-Smart Charitable Giving Guide

6 Secrets to Bigger Tax Deductions from Your Non-Profit Donations - YMYW TV

Financial Blueprint (self-guided)

Financial Assessment (Meet with an experienced professional)

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Chapters:

00:00 - Intro: This week on the YMYW Podcast

01:03 - What's the Risk With Business Company Development (BDC) Funds? (Edward, IL)

03:58 - T-Bills, Decumulation, IRAs, and Investing Strategies (Pebbles & Bam Bam, Kentuckystone)

12:02 - I'm 34. Are My Investments Appropriate for My Time Horizon? (Keith, CT)

17:59 - MYGA Retirement Withdrawal Strategy for Dad (Gus in Philly)

23:00 - Just Buy Multi-Year Guaranteed Annuities (MYGAs) and Bonds (comment from Ken, YouTube)

28:04 - YouTube comments: State Taxes, Pro-Rated Sale of Primary Residence, Bonds vs. Pension, and PERMA

35:27 - YMYW Podcast Outro

Will Buying Your Dream Home Ruin Early Retirement? - 55909 Dec 202500:48:06

Today on Your Money, Your Wealth® podcast 559 with Joe Anderson, CFP®, and Big Al Clopine, CPA, David wants to know if he and his wife (ages 47 and 53) are actually on track for retirement - without realizing they're creeping toward that .01% crowd that David swears he is not part of. Mia and Jessie from Seattle want to retire and still pick up a dream lake house with a combined ten million dollars saved. Can they pull it off? Yosemite Sam from Allen, Texas, wonders if he should wipe out the lake house mortgage or keep that low-rate loan to hang on to more flexibility as he approaches retirement. Joe and Big Al also spitball on whether Todd and Margo should shift more into pre-tax accounts to leave their corporate jobs at age 50, and whether early retirement at 55 plus a $500,000 beach home is in the cards for Birdie and Bogey from Williamsburg.

Free Financial Resources in This Episode:

https://bit.ly/ymyw-559 (full show notes & episode transcript)

Financial Blueprint (self-guided)

Financial Assessment (Meet with an experienced professional)

REQUEST your Retirement Spitball Analysis

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Chapters:

00:00 - Intro: This Week on the YMYW Podcast

00:53 - Middle Class Retirement Spitball For Those Not in the .01%: Are We On Track at Age 47? (David)

06:37 - $5 Million Roth, $5 Million Brokerage: Can We Retire and Buy a Dream Lake House? (Mia & Jessie, Seattle)

17:26 - Pay Off the Lake House or Keep the Low Rate Mortgage? (Yosemite Sam, Allen, TX)

25:23 - Should We Shift More Funds into Pre-Tax Retirement to Retire Early at 50? (Todd & Margo, TX)

38:45 - Can We Afford Early Retirement at 55 and a $500K Beach Home? (Birdie & Bogie, Williamsburg, VA)

46:27 - Outro: Next Week on the YMYW Podcast

Roth IRA vs. Traditional IRA: Which is Better for Retirement Savings? - 55802 Dec 202500:51:52

McDreamy Dempsey wants to know if converting to Roth in the 37% tax bracket ever makes sense, and Gary in La Crosse warns Joe Anderson, CFP® and Big Al Clopine, CPA about Roth conversion "lag" and when it DOESN'T make sense to convert, today on Your Money, Your Wealth® podcast 558. Plus, Wine Guy and Gal in Northern California want a spitball on whether they should protect their ACA subsidies or keep converting to Roth before Medicare kicks in. Then it's the classic question for Robert in Napa, Luke and Lorelai in Indiana, and Phil and Claire in California: should they save for retirement in their traditional, pre-tax, tax-deferred accounts, or their post-tax, tax-free Roth accounts? Different needs and situations, same big question: which strategy gives you the smarter tax outcome?

Free Financial Resources in This Episode:

https://bit.ly/ymyw-558 (full show notes & episode transcript)

Top 10 Tax Tips Guide - limited time special offer, download yours before Friday, Dec 5, 2025!

Ultimate Guide to Roth IRAs - free download

2025 Key Financial Data Guide - free download

10 Tax-Cutting Moves to Make Now - YMYW TV

Financial Blueprint (self-guided)

Financial Assessment (Meet with an experienced professional)

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Chapters:

00:00 - Intro: This week on the YMYW Podcast

00:57 - Should High Earners Do Roth Conversions in the 37 Percent Bracket? (McDreamy Dempsey)

06:50 - The Hidden Roth Conversion Lag: When Conversions Don't Actually Pay Off (Gary, LaCrosse, WI)

18:03 - Should You Prioritize the ACA Subsidy Cliff or Roth Conversions Before Medicare? (Wine Guy & Gal, No CA)

26:27 - Traditional vs Roth Contributions: What's Better When You Make $400K? (Robert, Napa)

33:09 - Roth or Traditional Contributions? Save More or Coast After Debt Payoff? (Luke & Lorelai, Indiana)

42:13 - Roth or Traditional at Age 48: Which Strategy Makes More Sense? (Phil & Claire, CA)

49:19 - Outro: Next Week on the YMYW Podcast

UGMA, 529, HSA, RMD, and Inherited IRA Tax Bombs Defused - 55725 Nov 202500:41:20

Joe Anderson, CFP® and Big Al Clopine, CPA are defusing some confusing tax time bombs today on Your Money, Your Wealth® podcast number 557. George in Torrance wants to know the smartest way to deal with the giant UGMA account set up by his kids' grandparents. Suzanne in Detroit has a twist on the new 529 plan to Roth rollover rule. Homer and Marge need a spitball on whether they can build huge 529 plans for college savings and still retire early.  Plus, Bill in Chicago just inherited a $950K IRA and needs a withdrawal plan before he triggers a tax explosion. Aaron in Cincinnati wonders whether maxing out his health savings account every year as part of his overall pre-tax contributions is a good idea. Carl in Western Maryland has questions about the required minimum distribution age and HSA rules, and wonders whether those who make the tax code are on drugs. And finally, Marc wants to know how to avoid the tax kaboom from $the 4M sitting in his traditional IRAs at age 73.

Free Financial Resources in This Episode:

https://bit.ly/ymyw-557 (full show notes & episode transcript)

DIY Retirement Guide - limited time Special Offer, download yours by Friday November 28, 2025!

Financial Advisors Expose the Internet's Worst Retirement Strategies! - YMYW TV

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Chapters:

00:00 - Intro: This week on the YMYW Podcast

01:07 - Best Tax Moves When Your Kid Has a Huge UGMA Account (George, Torrance, CA)

06:23 - 529 to Roth Rollover or Save for Grad School: What's the Smarter Play? (Suzanne, Detroit)

14:47 - Can $650K High Earners Afford to Build Huge 529 Plans and Still Retire Early? (Homer and Marge, No CA)

24:01 - Inherited IRA Withdrawal Plan: How Much Should You Take Out Annually? (Bill, Chicago)

31:23 - Should You Really Max Out Your HSA Every Year? (Aaron, Cincinnati, OH)

33:07 - Do You Take RMDs at 73 or 75? Was the Government on Drugs When They Came Up with HSA Rules? (Carl, Western MD)

38:07 - 73 With $4 Million in IRAs: What's the Best Tax Strategy? (Marc, 92024 - Encinitas, CA)

39:31 - Outro: Next Week on the YMYW Podcast

Roth Conversions vs. 0% Capital Gains Rate: a Retirement Tax Trap? - 55618 Nov 202500:31:20

Joe Anderson, CFP® and Big Al Clopine, CPA spitball Roth conversions, capital gains, and retirement readiness from every angle, today on Your Money, Your Wealth® podcast number 556. Joe Momma from Virginia wants to know if his zero percent capital-gains strategy is too good to be true, if he can trust his advisor, and if it's finally time to start converting to Roth. David in Poway is already converting his IRA to Roth, but should they convert his wife Shannon's too? Thomas wonders when in retirement to finally start using the Roth money he's saved, instead of just admiring it. And Lizzy and Billy from Texas want to know if $3.5 million is enough for them to retire in 7 years at ages 62 and 65.

Free Financial Resources in This Episode:

https://bit.ly/ymyw-556 (full show notes & episode transcript)

2025 Tax Planning Guide - free download

Escape These 11 Tax Traps and You'll Save in Retirement - YMYW TV

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Chapters:

00:00 - Intro: This Week on the YMYW Podcast

00:46 - Keep 0% Capital Gains or Convert to Roth? Should I Trust My Advisor? (Joe Momma, VA)

12:03 - I'm Converting My IRA to Roth. Should We Convert My Wife's IRA Too? (David & Shannon, Poway, CA)

17:39 - How to Use Roth IRA Money in Retirement (Thomas)

25:34 - Can We Retire at in 7 Years at 62 and 65 on $3.5M? (Lizzy and Billy, TX)

29:33 - Outro: Next Week on the YMYYW Podcast

Retiring Before Social Security? Consider These Portfolio Changes - 55511 Nov 202500:41:24

Joe Anderson, CFP® and Big Al Clopine, CPA spitball withdrawal strategies, Roth conversion timing, and saving priorities for every stage of life, today on Your Money, Your Wealth® podcast number 555. Christine just retired at 59 and wants the smartest way to draw income before Social Security, without letting taxes take a third of it. Prickly Richard and Margarita Maggie have a plan to "pull ahead" some Roth conversions now to dodge an RMD avalanche later. Will it work? And the Michigan Queen and Mississippi Boy are wondering whether to save harder for retirement or college for three kids currently under the age of 5.

Free Financial Resources in This Episode:

https://bit.ly/ymyw-555 (full show notes & episode transcript)

Tax-Free Retirement Guide - NEW! Free download

How To Retire Tax-Free With A Smart Income Plan on YMYW TV

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Chapters:

00:00 - Intro: This Week on the YMYW Podcast

00:53 - I Retired at 59. What's My Best Retirement Withdrawal Strategy Before Social Security at 62? (Christine)

13:50 - Should We Do Roth Conversions Before Being Hit With the RMD Avalanche? (Prickly Richard & Margarita Maggie, Tucson, AZ)

26:20 - Saving for Early Retirement at 55 vs. Saving for Kids' Future (Michigan Queen & Mississippi Boy, TN)

39:53 - Outro: Next Week on the YMYW Podcast

Change of Roth Plans for the New Senior Tax Bonus? Tax-Loss Wins? - 55404 Nov 202500:34:47

Should the new temporary senior tax deduction change your Roth conversion strategy? Joe and Big Al spitball for Chris in Maple Grove, Minnesota, who wonders whether to keep converting to Roth now that the $6,000 Senior Bonus deduction phases out with higher income, today on Your Money, Your Wealth® podcast 554 with Joe Anderson, CFP®, and Big Al Clopine, CPA. Teri from Salt Lake City's broker has amassed $60,000 of losses in Teri's $1.1 million account due to tax-loss harvesting. When is enough… enough? Windy Chicago in Chino Hills, California, wonders what to do about their cost basis vanishing after transferring mutual funds to Vanguard, and Larry and Sally from Michigan are planning for retirement while facing significant health challenges. Can they afford to bridge the healthcare gap and still retire safely?

Free Financial Resources in This Episode:

https://bit.ly/ymyw-554 (full show notes & episode transcript)

One Big Beautiful Bill Act Guide

Retirement Income Strategies Guide

Retirement Rebound: 5 Plays to Help You Score a Comeback - YMYW TV

Financial Blueprint (self-guided)

Financial Assessment (Meet with an experienced professional)

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Apple Podcasts: leave your honest reviews and ratings

 

Chapters:

00:00:00 - Intro

00:00:56 - Should We Stop Roth Conversions for the New $6,000 Senior Bonus Tax Deduction? (Chris, Maple Grove, MN)

00:07:44 - Lost Cost Basis After Moving Funds to Vanguard. Now What? (Windy Chicago, Chino Hills, CA)

00:10:21 - Tax Loss Harvesting: When Is It Too Much? (Teri, Salt Lake City)

00:18:49 - Can We Retire with Rising Health Costs and Care Needs? (Larry & Sally Morgan, voice)

00:33:34 - Outro: Next Week on the YMYW Podcast

Should You Convert to Roth Before or After You Retire? - 55328 Oct 202500:40:41

Joe Anderson, CFP® and Big Al Clopine, CPA tackle one of the trickiest timing questions in retirement planning, today on Your Money, Your Wealth podcast number 553: when should you convert to Roth, while you're still earning, or after retirement? First, James from Texas wonders if it's worth maxing out his high-fee 457 plan, or if he's better off investing in a low-cost brokerage account. Full-time travelers "Lois and Clark" want to know how much they should keep converting to Roth now that they're on Medicare. Ray Charles in Chicago is burned out on corporate life and plans to quit at 55. Is that the perfect time for him to start Roth conversions? And finally, Gun and Rose from Louisiana ask if borrowing again from their 401(k) is a smart move.

Free Financial Resources in This Episode:

https://bit.ly/ymyw-553 (full show notes & episode transcript)

Retirement Lifestyles Guide - free download

Ultimate Guide to Roth IRAs - free download

Will Your Money Last Through Retirement? - YMYW TV

Financial Blueprint (self-guided)

Financial Assessment (Meet with an experienced professional)

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Connect With Us:

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Apple Podcasts: leave your honest reviews and ratings

 

Chapters:

00:00:00 - Intro: This Week on the YMYW Podcast

00:00:56 - 457(b) vs. Brokerage: Are High Fees Worth the Tax Break? (James, TX)

00:06:43 - Roth Conversions in Retirement: Hitting the Road and the 12% Bracket ("Lois & Clark", FL)

00:19:54 - Early Retirement Pivot: Quit at 55 and Convert to Roth? ("Ray Charles", Chicago, IL)

00:33:28 - Should We Borrow From 401(k) For Home Repairs? (Gun & Rose, LA)

00:38:54 - Outro: Next Week on the YMYW Podcast

 

Don't Let Money Anxiety Ruin Your Retirement - 55221 Oct 202500:36:30

Joe Anderson, CFP® and Big Al Clopine, CPA tackle the fears that mess with even the best-laid financial plans, today on Your Money, Your Wealth® podcast 552. Big Wallet Barbie and Ken from the Midwest have saved millions, but Barbie's still worried about retiring early, buying a new house, and converting to Roth. Is she second-guessing her plans? The fellas spitball for Dan from Florida, who's flying high in the 35% tax bracket and trying to decide between Roth 401(k) contributions and future Roth conversions. They also float a surprising idea - one that's rare on YMYW - for a listener from Chicago who is FIRE'd Up about Roth vs. pre-tax and making a tax-smart wealth transfer. We'll wrap up with a couple of your comments.

Free Financial Resources in This Episode:

https://bit.ly/ymyw-552 (full show notes & episode transcript)

Emotionless Investing Guide

The Truth About Your Love/Hate Relationship With Money - YMYW TV

Financial Blueprint (self-guided)

Financial Assessment (Meet with an experienced professional)

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Chapters: 

00:00:00 - Intro: This Week on the YMYW Podcast

00:00:49 - Big Wallet Barbie and Ken's Roth Conversion, Retirement, and Home Purchase Strategy (Barbie Mattel, Midwest)

00:08:58 - Roth 401(k) Contributions or Roth Conversions? Flying High in the 35% Tax Bracket (Dan, FL)

00:17:23 - High-Earners Planning FIRE and Wealth Transfer: Roth, Pre-Tax… Life Insurance? (FIRE'd Up, Chicago)

00:29:56 - Correction on Spousal Social Security Benefits After the Fairness Act (Cindy)

00:33:37 - Follow Up: The Kids Are Pretty Alright (Lucas, MN)

00:34:44 - Outro: Next Week on the YMYW Podcast

Where Should You Take Retirement Money First If You've Saved $2M? - 55114 Oct 202500:49:59

We're playing "which comes first" today on Your Money, Your Wealth® podcast number 551 with Joe Anderson, CFP® and Big Al Clopine, CPA. "Retired G-Man and Nurse Ratched" from Pennsylvania have saved $2 million. Should they withdraw money first from their IRA or their taxable accounts in retirement? "Mike and Carol in Florida" want to know when and how much to convert to Roth, but they're also sitting on a mountain of company stock. Should they deal with that first? Mackey in Florida is 55 and wonders if he can retire now with $2.6 million and some lingering debt - but there's an important first he's missing too! Plus, Mike in Utah asks Joe and Big Al to spitball on a plan for his 90-year-old mom's $1.9 million annuity, and Doc McMuffin in Minnesota asks for the fellas' take on her plan to gift appreciated assets to her parents.

Free Financial Resources in This Episode:

https://bit.ly/ymyw-551 (full show notes & episode transcript)

YourMoneyYourWealth.com - all our financial resources! Ask Joe and Big Al, blogs, workshops, financial guides, and 11 seasons of YMYW TV!

10 Big Retirement Regrets to Avoid (Before It's Too Late) - YMYW TV

Financial Blueprint (self-guided)

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Apple Podcasts: leave your honest reviews and ratings

 

Chapters: 

00:00:00 - Intro: This Week on the YMYW Podcast

00:00:53 - How to Retire at 55 With $2.6M and Debt? First, How to Write a Good Spitball Request (Mackey, FL)

00:03:46 - Sequence of Retirement Withdrawals: IRA First or Taxable First? (G-Man and Nurse Ratched, PA)

00:12:10 - Roth Conversions vs Concentrated Stock: Which Comes First? (Mike & Carol, FL)

00:29:27 - What to Do With 90-Year-Old Mom's $1.9M Annuity? (Mike, UT)

00:40:59 - Is Gifting Appreciated Assets to Parents Tax-Smart or Risky? (Doc McMuffin, MN)

00:48:27 - Outro: Next Week on the YMYW Podcast

Is Your Roth Conversion Timing All Wrong? (Financial Blunders) - 55007 Oct 202500:49:13

Joe and Big Al spitball on how to avoid screwing up the timing of your Roth conversions, today on Your Money, Your Wealth® podcast number 550. Barrie from New York is 62 and single, and she's been diligently converting pre-tax money each year for lifetime tax-free Roth growth. Should she continue after she retires next year?  "Jerry and Elaine" want to retire in the next six years and still leave the kids an inheritance. When should they start Roth conversions? Alex in Pennsylvania is a 31-year-old software engineer. Should he convert his IRA to Roth all at once? Plus, how can he transition into a career as a financial planner? A clarification on the age plus 20 rule of thumb for retirement contributions from one of our YouTube viewers is very un-clarified for Joe, and the fellas let Lisa in San Diego know whether she can use her rental real estate income to fund a Roth 401(k).

Free Financial Resources in This Episode:

https://bit.ly/ymyw-550 (full show notes & episode transcript)

Ultimate Guide to Roth IRAs

6 Signs You Truly Have "Enough" for Retirement - YMYW TV

Financial Blueprint (self-guided)

Financial Assessment (Meet with an experienced professional)

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Connect With Us:

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Chapters:

00:00:00 - Intro: This Week on the YMYW Podcast

00:00:55 - Should I Keep Converting $20K a Year in Retirement? (Barrie, NY)

00:07:17 - Can We Retire at 62 and Still Leave an Inheritance? Roth Conversion Strategies for Big Accounts (Jerry & Elaine, KS)

00:17:05 - I'm 31. Should I Convert $57K Now or Spread It Out? (Alex, PA)

00:29:12 - Roth Conversion Timing Before Retirement (Mike, Philly Suburbs)

00:36:49 - Confused About Roth Withdrawal Rules at 60 (Lisa, Omaha NE)

00:40:05 - Clarification on the Age + 20 Rule of Thumb for Contributions (Matt, YouTube)

00:45:40 - Can Rental Property Income Fund a Roth 401(k)? (Lisa, San Diego)

00:47:24 - Outro: Next Week on the YMYW Podcast

What Retiring With $6 Million Really Looks Like - 54930 Sep 202500:36:00

Today on Your Money, Your Wealth® podcast number 549 with Joe Anderson, CFP® and Big Al Clopine, CPA, a comment on one of our YouTube videos sparks a dialogue between Joe and Big Al on the 4% rule vs. the "guardrails" withdrawal strategy. Joe at the Beach is managing his ~$6M portfolio on his own, but wants the fellas' take on his upper limit for yearly spending, so he can keep drinking his old-fashioneds. Can Joe Ko in Virginia afford to bridge the gap between retiring at 67 and taking Social Security at 70? Plus, "Harold and Maude" have nearly $7M saved. Should they accelerate Roth conversions into high-tax brackets before moving from low-tax Colorado to high-tax California? And how much more than their current annual spend can they afford for family vacations and travel?

Free Financial Resources in This Episode: 

https://bit.ly/ymyw-549 (full show notes & episode transcript)

Withdrawal Strategy Guide

Cruising Into Retirement Checklist and Guide (limited time offer, download by this Friday!)

How to Cruise Into Your Retirement - YMYW TV

Financial Blueprint (self-guided)

Financial Assessment (Meet with an experienced professional)

REQUEST your Retirement Spitball Analysis

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Apple Podcasts: leave your honest reviews and ratings

 

Chapters:

00:00:00 - Intro: This Week on the YMYW Podcast

00:00:50 - What About the Guardrails Withdrawal Strategy? (Bill, YouTube)

00:04:13 - I'm 69 with $5.7 Million Saved. What's the Max I Can Spend in Retirement? (Joe at the Beach)

00:15:12 - 63 and 58 With $1.85M Saved. How Much Can We Spend from 67 Until Social Security at 70? (Joe Ko, VA)

00:21:30 - We're 61 and 69 with $7.6 million. Can We Increase Our Retirement Spending? How Should We Do Roth Conversions? ("Harold and Maude", Durango, CO)

00:33:49 - Outro: Next Week on the YMYW Podcast

Is Financial Software Giving You False Retirement Confidence? - 54823 Sep 202500:47:56

Wendy and Joe in Colorado ran the numbers, and their financial planning software says they'll have over $10 million when they pass. Wendy's wondering if they should continue converting to Roth while working, despite their high tax bracket. But has the software lulled them into a false sense of security? That's today on Your Money, Your Wealth® podcast number 548 with Joe Anderson, CFP® and Big Al Clopine, CPA. Plus, which is smarter for "Kurt and Courtney" in New York: aggressively paying down their mortgage, or putting their extra money to work in the market before Kurt retires early in 20 years? Finally, when does it stop making sense for high-earners "Tim and Faith" in Boston to contribute to their Roth? The fellas duke it out on this one (and we figure out, based on our earliest musical interests, which era we're each children of.)

Free Financial Resources in This Episode: https://bit.ly/ymyw-548  (full show notes & episode transcript)

Pay Off the Mortgage?

- YouTube playlist

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Connect With Us:

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Podcast apps: subscribe or follow YMYW in your favorite

Apple Podcasts: leave your honest reviews and ratings

 

Chapters:

00:00 - Intro: This Week on the YMYW Podcast
01:11 - Financial Software Says We'll Have $10M. Should We Continue Converting to Roth While Working, Despite Our High Tax Bracket? (Wendy, Loveland, CO)
16:35 - Watch 4 Hard Truths About Retirement You Need to Face on YMYW TV, Download the Retirement Readiness Guide
17:37 - What Are the Pros and Cons of Paying Off Our Home Before I Retire Early? (Kurt & Courtney, NY)
31:54 - Pay Off the Mortgage: YMYW Podcast Playlists on YouTube and Spotify, Calculate your free Financial Blueprint
32:51 - We're Late 40s With $3M + $2M RSUs. Continue Contributing to Tax-Deferred? Are We On Track for Retirement at 55 or 60? (Tim & Faith, MA)
46:15 - Next Week on the YMYW Podcast
46:37 - YMYW Podcast Outro

Roth Conversions: When to Make 'Em, When to Take 'Em - 54716 Sep 202500:43:20

A YMYW listener from Missouri and his wife are retired at 69 and 67, with less than $2 million dollars. Should they continue converting retirement savings to Roth for the tax-free growth? What should they do about long term care insurance? More importantly, is our listener's name (Cousy) pronounced "Cuzzy" or "Koozy"? Speaking of Roth conversions, must "Peggy Hill" wait five years to withdraw her conversion money, or only its earnings? That's today on Your Money, Your Wealth® podcast number 547 with Joe Anderson, CFP® and Big Al Clopine, CPA. Plus, is Skipper's retirement payout plan the killer deal he thinks it is? How can Jeff in Dallas pay less capital gains tax on his 3 million dollar single stock, million dollar 401(k), and potential eBay income? Is selling on eBay still a thing? Does Dolly in Tennessee need to empty her inherited IRA within the next 10 years due to the SECURE Act? And finally, HSA vs. HRA: how should Larry in Rhode Island navigate switching from his current employer's health savings account to his future employer's health reimbursement arrangement?

Free Financial Resources in This Episode: 

https://bit.ly/ymyw-547 (full show notes & episode transcript)

5 Year Rules for Roth IRA Withdrawals

2025 Key Financial Data Guide (newly updated with One Big Beautiful Bill changes)

10 Steps to Improve Investing Success

What to Do When the Stock Market Gets Crazy - YMYW TV

Financial Blueprint (self-guided)

Financial Assessment (Meet with an experienced professional)

REQUEST your Retirement Spitball Analysis

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READ financial blogs

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Connect With Us:

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Apple Podcasts: leave your honest reviews and ratings

 

Chapters:

00:00 - Intro: This Week on the YMYW Podcast

01:11 - Should We Continue Roth Conversions in Retirement? What About Long-Term Care? (Cousy, MO)

13:03 - Must I Wait 5 Years to Withdraw My Roth Conversion, Or Only Its Earnings? ("Peggy Hill", MN)

21:50 - Is My Retirement Plan Payout the Killer Deal I Think It Is? (Skipper)

28:07 - How to Minimize My Capital Gains Tax? (Jeff, Dallas, TX)

33:37 - Must I Empty My Inherited IRA Within 10 Years With The SECURE Act? (Dolly, Bristol, TN)

37:50 - HSA and HRA: Health Savings Account vs. Health Reimbursement Arrangement (Larry, RI)

40:48 - Outro: Next Week on the YMYW Podcast

How to Accomplish Your Retirement Goals - Even Without a Fat Wallet - 54609 Sep 202500:51:07

We heard your feedback, and today on Your Money, Your Wealth® podcast number 546, Joe Anderson, CFP® and Big Al Clopine, CPA are spitballing retirement for the not-so-fat wallets: Joe and Masako in Washington state and Reid in Indiana have less than a million saved. Can they still accomplish their retirement goals in their 60s? Mr Buckeye in Ohio and Old Macdonald in Maine have less than a million saved, and Curt in Pennsylvania has less than $1.5 million saved. Can they retire early - in their 40s and 50s?   

Free financial resources & episode transcript: https://bit.ly/ymyw-546

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Timestamps:

00:00 - Intro: This Week on the YMYW Podcast
00:36 - We're 59 and 65 with Less than $1M. Can We Still Accomplish Our Retirement Goals? (Joe and Masako, WA state)
08:18 - We're 33 with $200K. Can We Retire at 65 and Spend $159K/Year? (Reid, IN)
15:58 - Calculate your Free Financial Blueprint
16:32 - We're Early 40s With $795K. Can We Retire at 55? (Mr Buckeye, OH)
28:38 - Watch Going Solo: Navigating Your Financial Future Single YMYW TV, Download the Going Solo Guide
29:25 - I'm 43 With $50K and a Paid Off House. Can I Retire ASAP? (Old MacDonald, Limington, Maine)
37:35 - I'm 35 With $1.4M. Can I Retire at 45 and Spend $75K/year? (Conshohocken Curt, PA)
49:04 - Next Week on the YMYW Podcast
49:23 - YMYW Podcast Outro

What The New Law Means For Your Roth IRA! - 54502 Sep 202500:38:04

One Big Beautiful Bill is now law. How does it impact your Roth conversion strategies and other financial decisions? Plus, you may have seen or heard other advisors talking about their strategies for getting your retirement savings into tax-free Roth accounts. How are these different from a good ol' Roth conversion, and what do Joe and Big Al think of them? Find out today on Your Money, Your Wealth® podcast number 545 with Joe Anderson, CFP® and Big Al Clopine, CPA. Also, why is Ed Slott, CPA, the man known to many as "the IRA guru," such a fan of permanent cash value life insurance? Finally, an attempted correction from a YMYW YouTube viewer turns into a rousing game of death trivia, and we'll share some of your opinions from the 8th Annual YMYW Podcast Survey, which just closed. (Congratulations Larry, for being the randomly-chosen winner of the $100 Amazon e-gift card, just for completing the survey!)

Free financial resources & episode transcript: https://bit.ly/ymyw-545

DOWNLOAD The Ultimate Guide to Roth IRAs

WATCH Your 11 Step Path to Financial Freedom on YMYW TV

CALCULATE your free Financial Blueprint

SCHEDULE your Free Financial Assessment

ASK Joe & Big Al for your Retirement Spitball Analysis

LEAVE YOUR HONEST RATINGS AND REVIEWS on Apple Podcasts

SUBSCRIBE or FOLLOW on your favorite podcast app

JOIN THE CONVERSATION on YouTube

DOWNLOAD more free guides

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SUBSCRIBE to the YMYW Newsletter

What's the Tax Triangle and How to Find Out if Yours is Lopsided - 54426 Aug 202500:28:35

You've heard Joe and Big Al talk about the benefits of tax diversification in retirement. That is, having money in tax-deferred, tax-free, and taxable accounts. But what should you do if this tax triangle of yours is lopsided? Joe and our special guest co-host, Marc Horner, CFP®, spitball on this quandary for Rae and Roy in Central California, today on Your Money, Your Wealth® podcast number 544. Plus, do Rae or Roy need to get a part-time job? Also, "Elwood Blues" in Illinois would like to retire in two years, but is willing to go for 3 more to make his retirement plan work. Joe and Marc spitball on when "Elwood" can really put down that harmonica.

Free financial resources & episode transcript: https://bit.ly/ymyw-544

Complete the 8th Annual YMYW Podcast Survey by 5pm Pacific on August 31, 2025, for your chance at a $100 Amazon e-gift card! (secret password: ymyw)

WATCH 15 Maneuvers to Duck an Unplanned Early Retirement Knockout on YMYW TV

CALCULATE your free Financial Blueprint

ASK Joe & Big Al for your Retirement Spitball Analysis

SCHEDULE your Free Financial Assessment

LEAVE YOUR HONEST RATINGS AND REVIEWS on Apple Podcasts

SUBSCRIBE or FOLLOW on your favorite podcast app

JOIN THE CONVERSATION on YouTube

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READ financial blogs

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SUBSCRIBE to the YMYW Newsletter

Timestamps:

00:00 - Intro: This Week on the YMYW Podcast with Joe Anderson, CFP® and Marc Horner, CFP®

00:49 - Our Tax Triangle is Lopsided. Should One of Us Get a Part-Time Job? (Rae and Roy, Central CA)

12:03 - Watch 15 Maneuvers to Duck an Unplanned Early Retirement Knockout, Calculate your Financial Blueprint, Schedule a Financial Assessment

13:11 - I'd Like to Retire in 2 Years. Willing to Work 3 More to Make it Work (Elwood Blues, IL)

27:10 - Next Week on YMYW Podcast: The One Big Beautiful Bill + More

27:40 - YMYW Podcast Outro

Can You Retire at Age 57 and Spend Big? - 54319 Aug 202500:38:58

Is it possible, common even, to spend a lot early in retirement to celebrate your financial freedom? How do Roth conversions and withdrawals work if you do plan to call it quits around age 57, and spend big early on? Should you convert retirement funds to tax-free Roth after you stop working? Joe Anderson CFP® and our special guest co-host, Marc Horner, CFP® spitball on these topics for "Beavis and Daria" in Texas and "Clark Kent" in Pennsylvania, today on Your Money, Your Wealth® podcast number 543. Plus, the sooner 56-year-old "Tony Soprano" in New Jersey can retire, the better. What tips do Joe and Marc have for him? By the way, Marc is one of the newest principals here at Pure Financial Advisors. He's the founder of Fairhaven Wealth Management, which has just become the newest Pure Financial Advisors Chicagoland office in Wheaton, Illinois - so help us welcome him for his YMYW debut.

Free financial resources & episode transcript: https://bit.ly/ymyw-543

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Timestamps:

00:00 - Intro: This Week on the YMYW Podcast

01:00 - Spending Higher Earlier in Retirement to Celebrate? How to Convert? Where to Withdraw? (Beavis & Daria, TX)

12:30 - Watch Withdrawal Trap Doors on YMYW TV and Download the Withdrawal Strategy Guide for free

13:36 - Can I Retire at 57 Even With a High Draw Down Rate? Should I Convert After Retirement? Should I Consider an Annuity? (Clark Kent, PA)

28:23 - Complete the 8th Annual YMYW Podcast Survey for your chance at a $100 Amazon e-gift card! (secret password: ymyw)

29:09 - When Can I Retire? The Sooner the Better. (Tony Soprano, NJ)

37:43 - Next Week on the YMYW Podcast

38:01 - YMYW Podcast Outro

Are You Cutting Retirement Too Close? - 54212 Aug 202500:35:49

"Rubble and Skye" in Minnesota want to spend $65,000 a year in retirement, and they'll have $67K in annual fixed income. Are they cutting it too close? "Atouk and Tala" in New Jersey will have retirement money, Social Security, and "Lumpy," their lump sum pension - will they be okay? We'll find out today on Your Money, Your Wealth® podcast number 542 with Joe Anderson, CFP® and Big Al Clopine, CPA. Plus, should David in Redondo Beach California use his Roth money to buy a home? And what do the fellas think about "Charlie Pepper" in Colorado using a home equity line of credit (HELOC) for retirement spending, instead of living off of pre-tax money?

Free financial resources & episode transcript: https://bit.ly/ymyw-542

DOWNLOAD the Investing Basics Guide

WATCH Financial Boot Camp on YMYW TV

COMPLETE the 8th Annual YMYW Podcast Survey for your chance at a $100 Amazon e-gift card! (secret password: ymyw)

ASK Joe & Big Al for your Retirement Spitball Analysis

SCHEDULE your Free Financial Assessment

LEAVE YOUR HONEST RATINGS AND REVIEWS on Apple Podcasts

SUBSCRIBE or FOLLOW on your favorite podcast app

JOIN THE CONVERSATION on YouTube

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Timestamps:

00:00 - Intro: This Week on the YMYW Podcast

00:43 - $250K Saved, $67K Fixed Income, $65K Spending. Are We Cutting Retirement Too Close? (Rubble & Sky, MN)

05:20 - We Have a $700K Pension, $335K Retirement, Plus Social Security. Will We Be OK? (Atouk and Tala, NJ)

13:14 - Watch Financial Boot Camp on YMYW TV, Download the Investing Basics Guide

14:03 - Should I Use My Roth Money for a Home Purchase? (David, Redondo Beach, CA)

21:03 - Complete the 8th Annual YMYW Podcast Survey for your chance at a $100 Amazon e-gift card! (secret password: ymyw)

22:01 - HELOC vs. Pre-Tax Account for Retirement Spending (Charlie Pepper, CO)

34:23 - Next Week on YMYW Podcast: Guest Co-Host Marc Horner, CFP®

34:53 - YMYW Podcast Outro

Are These Millennials Saving Enough to Retire Before 60? - 54105 Aug 202500:49:29

Pam and Jim in Phoenix are 38 and 41 and want to retire at 59 and 62. Matt and his wife in Pennsylvania are both 39 and want to retire at 57. Are these millennials on the right financial path, or have they brunched and YOLO'd away their retirement dreams? That's today on Your Money, Your Wealth® podcast number 541 with Joe Anderson, CFP® and Big Al Clopine, CPA. Plus, do Roth conversions make sense for Will and Jane in New York, given their high income and high tax bracket? Which pension option is best for their circumstances? Finally, the fellas spitball for Juan's mother in Florida on how long-term capital gains on the installment sale of her company will be taxed.

Free financial resources & episode transcript: https://bit.ly/ymyw-541

Complete the 8th Annual YMYW Podcast Survey for your chance at a $100 Amazon e-gift card! (secret password: ymyw)

LIMITED TIME OFFER: Download The Money Makeover Guide before this Friday, August 8, 2025!

WATCH Complete Money Makeover on YMYW TV

ASK Joe & Big Al for your Retirement Spitball Analysis

SCHEDULE your Free Financial Assessment

LEAVE YOUR HONEST RATINGS AND REVIEWS on Apple Podcasts

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Timestamps: 

00:00 - Intro: This Week on the YMYW Podcast

00:44 - We're Millennials. Have We Brunched and YOLO'd Away Our Retirement Dreams? (Pam & Jim, Phoenix, AZ)

12:10 - We're 39 With $840K. Can We Retire at Age 57? (Matt, PA)

22:57 - Complete the 8th Annual YMYW Podcast Survey for your chance at a $100 Amazon e-gift card!

23:53 - Do Roth Conversions Make Sense Given Our High Income and Tax Bracket? What Pension Option is Best? (Will and Jane, NY - voice)

37:04 - Watch Complete Money Makeover on YMYW TV, Download the Complete Money Makeover Guide before Friday, August 8, 2025!

37:46 - How Will Long Term Capital Gains on the Installment Sale of My Company Be Taxed? (Juan's Mother, FL)

47:50 - YMYW Podcast Outro

 

Smart Strategies to Retire Early and Spend More - 54029 Jul 202500:33:14

Can Beth and Rip retire early, spend more, and Die with Zero? When should they claim Social Security? Forrest and Jenny have 10 rental properties at age 31. Can they retire at age 50? (And what makes you a real estate professional from a tax perspective?) Plus, what are the rules for spousal IRA contributions and required minimum distributions? Memphis wants to know. Joe Anderson, CFP® and Big Al Clopine, CPA spitball for YMYW audience members who are definitely not fictional characters, today on Your Money, Your Wealth® podcast number 540.

Free financial resources & episode transcript: https://bit.ly/ymyw-540

Complete the 8th Annual YMYW Podcast Survey for your chance at a $100 Amazon e-gift card! (secret password: ymyw)

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Timestamps:

00:00 - Complete the 8th Annual YMYW Podcast Survey for your chance at a $100 Amazon e-gift card!

00:35 - Intro: This Week on the YMYW Podcast

01:13 - Can We Retire Early, Spend More, and Die With Zero? When Should We Collect Social Security? (Beth and Rip, FL - voice)

12:06 - Watch Retirement Panic Button: 7 Ways to Avoid Hitting It on YMYW TV

Calculate your Financial Blueprint

Schedule a Free Assessment

13:41 - We Have 10 Rental Properties at Age 31. Are We on Track to Retire at Age 50? (Forrest and Jenny, Cherry Hill, NJ - voice)

20:04 - Spousal IRA Contributions and RMD Rules (Memphis)

32:23 - YMYW Podcast Outro

Where to Invest for Pre-Retirement and a GO-GO Lifestyle? - 53922 Jul 202500:27:02

Roger in Canton, Ohio, is burnt out. Can he and his wife Jane pre-retire next year in their mid-50s with $2.8 million? Joe and Big Al spitball on whether they'll still have enough money for their Go-Go years, Joe's favorite, today on Your Money, Your Wealth® podcast number 539. Roger also has an employee stock purchase plan. For the best asset location strategy, should he max out the ESPP at a 15% discount, convert to Roth IRA, build his brokerage account, or a little of all the above? Speaking of asset location, some of our YouTube viewers object to the idea of putting higher performing assets in your Roth account. They say you can't write off the losses and you'll be exposed to sequence of returns risk. Stick around for Joe and Al's response.

Free financial resources & episode transcript: https://bit.ly/ymyw-539 

DOWNLOAD Why Asset Location Matters for Free

CALCULATE Your Free Financial Blueprint

WATCH Recipe for Retirement | Retirement Plans Explained on YMYW TV

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SCHEDULE your Free Financial Assessment

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Timestamps:

00:00 - Intro: This Week on the YMYW Podcast

02:03 - I'm Burned Out. Can I Pre-Retire Next Year? (Roger & Jane, Canton, OH)

11:46 - Watch Recipe for Retirement | Retirement Plans Explained on YMYW TV and Calculate Your Free Financial Blueprint

12:50 - Would You Rather for Asset Location: Roth vs. Brokerage? Roth vs. ESPP with 15% Discount? (Roger & Jane, Canton, OH, cont'd)

21:08 - Higher Performing Assets in Roth Exposes You To Sequence of Returns Risk and You Can't Write Off  The Losses (YouTube comment)

24:54 - Next Week on the YMYYW Podcast

25:27 - Download Why Asset Location Matters for Free

How Much Money Do You Need to Retire in 2026? - 53815 Jul 202500:35:10

George and Weezy in the land of Lincoln will have deferred compensation and wonder if they can retire in mid-2026, or even earlier. Will they have enough? Should Jenn in Ohio move with work, take a break, or just retire? She asks Joe Anderson, CFP® and Big Al Clopine, CPA for a brutally honest spitball, today on Your Money, Your Wealth® podcast 538. Plus, Seth isn't sure if he can afford to stay retired at age 52, and whether he should convert his retirement savings to Roth, so he uses an AI voice to ask the fellas for his spitball. And Leon uses his real voice to ask whether REIT ETFs are a good way to get into real estate investing.

Free financial resources & episode transcript: https://bit.ly/ymyw-538 

Test your knowledge: take our Retirement Pop Quiz

Watch Retirement Pop Quiz: 18 Questions To Get You Ready to Retire on YMYW TV

Download the Retirement Readiness Guide for free

Email Us and Request a Free Copy of The Best of Jonathan Clements: Classic Columns on Money and Life on Kindle! 

Watch or Listen to "The Payoff is Huge": Jonathan Clements' Final Initiative to Empower Lifelong Savers

ASK Joe & Big Al for your Retirement Spitball Analysis

SCHEDULE your Free Financial Assessment

LEAVE YOUR HONEST RATINGS AND REVIEWS on Apple Podcasts

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Timestamps:

00:00 - Intro: This Week on the YMYW Podcast

01:03 - Can "George and Weezy" Retire in 2026 or Earlier With Deferred Compensation? (IL)

12:17 - Pop Quiz, Retirement Readines Guide

13:02 - Should I Move With Work, Take a Break, or Retire Now? Be Brutally Honest (Jenn, OH)

17:43 - Can I Stay Retired at Age 52? Should I Convert Retirement Savings to Tax-Free Roth? (Seth, Montana, AI voice)

24:34 - Ask Joe & Big Al for your Retirement Spitball Analysis, Schedule a Free Financial Assessment

25:30 - Are REIT ETFs a Good Way to Get Into Real Estate Investing? (Leon, Chicago - voice)

33:56 - Request a Free Kindle Copy of The Best of Jonathan Clements,  Watch or Listen to "The Payoff is Huge": Jonathan Clements' Final Initiative to Empower Lifelong Savers

Asset Location, Investing Property Sale Proceeds, and Maxing Tax-Free Retirement - 53708 Jul 202500:36:08

You've got your tax-free Roth accounts and your tax-deferred retirement accounts. Should you invest the same way in each? Kevin in Denver wants to know. Jim and Pam in Orange County are eligible for combat zone tax exclusions (CZTE). How else can they maximize their tax-free retirement strategy?  Susan Brandeis, CFP® spitballs with Big Al Clopine, CPA, today on Your Money, Your Wealth® podcast number 537. Plus, should Ned in Tokyo sell his Bay Area rental property and invest the proceeds? And Bob and Brigette in Wisconsin got a late start on Roth IRA savings. Should they prioritize saving into a Roth, brokerage account, or 401(k)?

Free financial resources & episode transcript: https://bit.ly/ymyw-537

DOWNLOAD Why Asset Location Matters

DOWNLOAD The Recession Protection Guide

WATCH How to Build a Recession-Proof Portfolio on YMYW TV

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SCHEDULE your Free Financial Assessment

LEAVE YOUR HONEST RATINGS AND REVIEWS on Apple Podcasts

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Timestamps:

00:00 - Intro: This Week on the YMYW Podcast

00:46 - Should the Asset Location of Our Accounts Be Independent of Each Other? (Kevin, Denver)

08:54 - CTZE - Any Other Ways to Maximize Our Tax-Free Retirement Strategy? (Jim & Pam, Orange County)

17:19 - Watch How to Build a Recession-Proof Portfolio on YMYW TV, Download the Recession Protection Guide

18:00 - Should We Sell a Rental Property and Invest the Proceeds? (Ned, Tokyo, Japan)

25:37 - Got a Late Start on Roth IRA Savings. Should I Prioritize Roth, Brokerage, or 401(k)? (Bob & Bridgette, WI)

34:49 - Next Week on YMYW Podcast

Social Security vs. Pension No More - 53601 Jul 202500:17:02

If your pension impacted your ability to collect Social Security benefits, 2025 is a very good year for you and your spouse. The Windfall Elimination Provision and the Government Pension Offset are no more, and you're now eligible for your full Social Security benefits AND your pension! Today on a quick Your Money, Your Wealth® podcast number 536, while Joe hangs in the North Star State, Big Al Clopine explains what the Social Security Fairness Act means for Cherilyn and her husband, and "Nuke La Loosh" and his wife, with the help of our special guest co-host, Susan Brandeis, CFP®.

Free financial resources & episode transcript: https://bit.ly/ymyw-536

DOWNLOAD The Social Security Handbook (newly updated!) for free

YMYW ranked among the "14 Best Retirement Podcasts and Blogs to Follow" by Due.com, featured on NASDAQ.com

ASK Joe & Big Al for your Retirement Spitball Analysis

SCHEDULE your Free Financial Assessment

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Timestamps:

00:00 - Intro: This Week on the YMYW Podcast

00:47 - Can I Qualify for Half of My Wife's Social Security Now That WEP and GPO Are Gone? (Nuke La Loosh, Northern CA - voice)

08:16 - Is My Husband Eligible for Spousal Social Security Benefits Now that WEP and GPO Are Gone? (Cherilyn, El Cajon, CA)

12:58 - Comment: Your TV Show and Guide on Social Security Are Out of Date (Helen, San Diego)

14:11 - Comment: Even If the TV Show Doesn't Pertain to You Directly, You Can Inform Someone Else (Catherine)

14:39 - Social Security Handbook (newly updated!) - download for free

15:00 - YMYW ranked among the "14 Best Retirement Podcasts and Blogs to Follow" by Due.com, featured on NASDAQ.com

15:21 - Next Week on the YMYW Podcast

When Do Roth Conversions STOP Making Sense? - 53524 Jun 202500:26:43

Ryan in Texas is in the 32% tax bracket. Where should he save for retirement so he'll be in a lower bracket? Should Weronika in Texas pay the taxes now to convert to Roth for lifetime tax-free growth in the future, even though she's in the 37% tax bracket? And Jerry in Phoenix wonders if there is a point where Joe would come to the conclusion that Roth conversions no longer make sense? Stay tuned for the 7 reasons to consider NOT converting to Roth, today on Your Money, Your Wealth podcast number 535 with Joe Anderson, CFP® and Big Al Clopine, CPA. First up, a word of Roth conversion thanks from Al in Florida.

Free financial resources & episode transcript: https://bit.ly/ymyw-535

DOWNLOAD The Ultimate Guide to Roth IRAs

Watch The Last 5 Years Before Retirement Will Decide Your Lifestyle - Here's How on YMYW TV

RETIREMENT CALCULATION TOOLS:

Financial Blueprint

EASIRetirement.com (from Boldin, formerly NewRetirement)

 

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Insult to a Nose (Scene from Steve Martin movie "Roxanne" - warning, language!)

 

Timestamps:

00:00 - Intro: This Week on the YMYW Podcast

00:44 - Thanks for Suggesting a Roth Conversion During the Market Drop (comment from Al, FL)

03:38 - In the 32% Tax Bracket. Where Should I Save for Retirement to Be in a Lower Bracket? (Ryan, TX)

07:57 - In the 37% Bracket: Backdoor Roth or Non-Roth Investments for Retirement Savings? (Weronika, TX)

12:25 - Watch The Last 5 Years Before Retirement Will Decide Your Lifestyle - Here's How on YMYW TV. Calculate your free Financial Blueprint

13:23 - Is There a Point Where Roth Conversions No Longer Make Sense? (Jerry, Phoenix, AZ)

25:26 - YMYW Podcast Outro

Roth Conversions vs. IRMAA, Using Retirement Funds to Pay the Mortgage, Retirement Spending Plan - 53417 Jun 202500:28:02

Ralph and Alice in Monument, Colorado have $4.6 million dollars saved at ages 63 and 58. Should they do Roth conversions? How do they avoid IRMAA? Mary Jo in Escondido, California wonders if she should use her 403(b) money to pay off her mortgage. And Lucas plans to spend from his brokerage, then his 401(k), then his Social Security and pension when he retires in 20 years. What do Joe and Big Al think of his strategy? Find out today on Your Money, Your Wealth® podcast 534.

Free financial resources & episode transcript: https://bit.ly/ymyw-534

DOWNLOAD the Key Financial Data Guide

DOWNLOAD The Retirement Readiness Guide

Watch Is There a Formula for Retirement? on YMYW TV

ASK Joe & Big Al for your Retirement Spitball Analysis

SCHEDULE your Free Financial Assessment

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Timestamps:

00:00 - Intro: This Week on the YMYW Podcast

00:55 - We're 63 and 58 With $4.6M Saved. Should We Do Roth Conversions? Can We Avoid IRMAA? (Ralph & Alice, Monument, CO - voice)

11:51 - Watch Is There a Formula for Retirement? on YMYW TV, Download The Retirement Readiness Guide for free

12:59 - Should I Use My 403(b) Pay Off My Mortgage? (Mary Jo, Escondido)

16:48 - Brokerage to 401(k) to Social Security and Pension: Good Income Strategy for Retirement in 20 Years? (Lucas)

26:33 - YMYW Podcast Outro

Early Withdrawals, Tech Stocks vs. International, Annuities, ESOP and NUA - 53310 Jun 202500:33:46

Before she retires next month at age 52, Rowan in Georgia wonders how to maximize growth in her IRA, which will be funded with 72(t) early retirement withdrawals. What do Joe Anderson, CFP® and Big Al Clopine, CPA  think of her substantially equal periodic payment plan? And how should she allocate it? Michael in Virginia isn't interested in any international investments and is instead invested in stocks like Google, Amazon, Microsoft, Meta, and Berkshire. What adjustments would the fellas make to his portfolio for long term growth? That's today on Your Money, Your Wealth® podcast 533. Plus, our friend Will, who is not a gas siphoner, wants Joe and Big Al's opinion on "backdoor Rothing" his solo 401(k) instead of having an emergency fund, and on what he should do with his annuity. Also, the fellas explain ESOP and NUA - that is, employee stock ownership plans and net unrealized appreciation - for Tess and Finn in Texas.

Free financial resources & episode transcript: https://bit.ly/ymyw-533

WATCH 10 Big Retirement Regrets to Avoid (Before It's Too Late) on YMYW TV

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SCHEDULE your Free Financial Assessment

The origins of Will the Gas Siphoner (audio only)

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Timestamps:

00:00 - Intro: This Week on the YMYW Podcast

01:05 - How Do I Maximize My 72(t) Early Retirement Withdrawals? (Rowan, GA - voice)

10:24 - Watch 10 Big Retirement Regrets to Avoid (Before It's Too Late) on YMYW TV, Calculate your free Financial Blueprint

11:23 - I'm Not Interested in International Investments. Does My Asset Allocation of Tech Stocks Make Long-Term Sense? (Michael, VA)

14:18 - Should I Backdoor Roth My Solo 401(k) Income Instead of Having an Emergency Fund? What Should I Do With My Annuity? (Will the Gas Siphoner)

24:44 - Schedule a Free Financial Assessment With Pure Financial Advisors

25:53 - ESOP and NUA Explained (Tess & Finn, TX)

31:53 - Tribute to Betsey Clopine, 1933 - 2025

33:17 - YMYW Podcast Outro

"The Payoff is Huge": Jonathan Clements' Final Initiative to Empower Lifelong Savers - 53203 Jun 202500:20:00

Imagine being told you only have 12 months to live. What would you do with your time? Today on Your Money, Your Wealth podcast number 532, Big Al Clopine, CPA and Executive Producer Andi Last are thrilled to welcome Jonathan Clements back for his fourth appearance. For thirty years, Jonathan has been known for his personal finance writing: in his column "Getting Going," which appeared in the Wall Street Journal over 1,000 times starting in 1994, on his website HumbleDollar.com, and in his many acclaimed books. About a year ago, Jonathan Clements was diagnosed with a rare form of lung cancer and was told he had about a year to live. Today we're celebrating the fact that he is still here with us, and we're inspired by his decision to use his precious time to launch The Jonathan Clements Getting Going on Savings Initiative. Watch or listen to find out how you can get a free Kindle copy of Jonathan's new book, and how you can help Jonathan pay it forward for the next generation.

Free financial resources & episode transcript: https://bit.ly/ymyw-532

The first 100 people to email us will receive a free Kindle copy of The Best of Jonathan Clements: Classic Columns on Money and Life

WATCH Retirement Sabotage! 12 Post-Retirement Money Mistakes to Avoid on YMYW TV

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Timestamps: 

00:00 - Intro: This Week on the YMYW Podcast

02:53 - Jonathan Clements' Getting Going on Savings Initiative

05:23 - $1,000 Roth IRA Contributions and Personal Finance Education for Young Adults

07:55 - Exponential Growth: The Sooner You Save, The Better

09:44 - Research Study Will Measure Impact on Young Savers

11:56 - Financial Education is Important

14:05 - The John C. Bogle Center for Financial Literacy

14:38 - The First 100 People to Email Us Receive a Free Copy of The Best of Jonathan Clements: Classic Columns on Money and Life

15:45 - How Does a Healthy 62-Year-Old Non-Smoker End Up Living With Stage IV Lung Cancer? The EGFR Exon 20 Insertion Mutation

18:52 - HumbleDollar.com, The Jonathan Clements Getting Going on Savings Initiative, and The Best of Jonathan Clements Book

Tariffs Killed My Portfolio. Should I Claim Social Security Early? - 53127 May 202500:26:27

Tariffs killed Carl's investment portfolio and left him wondering if he should claim Social Security early. Joe Anderson, CFP® and Big Al Clopine, CPA spitball for him today on Your Money, Your Wealth® podcast number 531. Kelly and Steve in Pennsylvania ask for a three-fer spitball - when to claim their Social Security, whether they should contribute to Roth or convert to Roth for that lifetime tax-free growth on their investments, and if they're on track for Kelly to retire in three years.

Free financial resources & episode transcript: https://bit.ly/ymyw-531

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WATCH The Retirement Course: Can You Hit a Hole in One? on YMYW TV

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Timestamps:

00:00 - Intro: This Week on the YMYW Podcast

01:21 - Tariffs Killed My Portfolio. Should I Claim Social Security Early? (Carl)

10:14 - Watch The Retirement Course: Can You Hit a Hole in One? on YMYW TV, Calculate your free Financial Blueprint

11:13 - When Should We Claim Social Security? Roth Contributions or Conversions? Are We On Track for Retirement? (Kelly & Steve)

25:00 - Download the Key Financial Data Guide, YMYW Podcast Outro

Portfolio Drift, Avoiding Capital Gains, and a $6M Retirement - 53020 May 202500:36:48

What should you do when the asset allocation of your retirement portfolio drifts? Joe Anderson, CFP® and Big Al Clopine, CPA spitball on rebalancing for DJ in St. Louis, today on Your Money, Your Wealth® podcast number 530. Plus, Coach Dobber in Minnesota is curious about municipal bonds in a brokerage account, and Daniel in Stevensville, Michigan needs details on emergency funds. Also, can Tim the Enchanter do a Roth conversion and avoid the nasty big pointy teeth of capital gains tax? And, Duke in upstate New York told his wife they need 6 million dollars in retirement, and she said he was silly. What say Joe and Al? We'll find out.

Free financial resources & episode transcript: https://bit.ly/ymyw-530

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Timestamps:

00:00 - Intro: This Week on the YMYW Podcast
00:47 - Rebalancing Asset Allocation of US Stocks, International Stocks, and Bonds (DJ in St Louis)
07:21 - Can I Do a Roth Conversion and Have No Cap Gains Tax? (Tim the Enchanter, FL)
15:44 - Watch Financial Planning at Every Age on YMYW TV, Download the Retirement Readiness Guide for free
16:41 - Municipal Bonds in a Brokerage Account: Good Idea? (Coach Dobber, MN)
22:48 - Told My Wife We Need $6M to Retire in 20 Years. She Say's I'm Silly. (Duke, upstate NY)
27:09 - Calculate your Free Financial Blueprint, Schedule your Free Financial Assessment
28:54 - What Is an Emergency Fund and How Much Should I Have in It? (Daniel, Stevensville, MI)
36:00 - YMYW Podcast Outro

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