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Explore every episode of the podcast Your Money, Your Wealth

Dive into the complete episode list for Your Money, Your Wealth. Each episode is cataloged with detailed descriptions, making it easy to find and explore specific topics. Keep track of all episodes from your favorite podcast and never miss a moment of insightful content.

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TitlePub. DateDuration
You Have Enough to Retire Before 60. Why Are You Still Working? - 58005 May 202600:45:58

Today on Your Money, Your Wealth® podcast number 580, Joe Anderson, CFP®, and Big Al Clopine, CPA, are spitballing for some folks who've done the work, hit the numbers, but aren’t sure if they can really walk away yet. Martha in DC is 44 and says her soul is being sucked out of her body by her employer. When can she stop working full-time and foster puppies instead? “Bandit” is bullish on his company stock in archeology instruments, but not so much on his work itself. “Kevin” is staring down a wall of deferred comp and needs a spitball on how aggressive his and “Winnie’s” Roth conversion strategy should be before RMDs hit. Can both “Bandit and Chilli” and “Kevin and Winnie” call it quits this year?

Free Financial Resources in This Episode:

https://bit.ly/ymyw-580 (full show notes & episode transcript)

Tax-Free Retirement Guide - free download:

https://purefinancial.com/white-papers/tax-free-retirement-guide/?utm_source=captivate&utm_medium=podcast&utm_campaign=whitepaper-tax-free-retirement-guide&utm_content=ymyw-pod-ep580-description-whitepaper

Retirement Readiness Guide - free download:

https://purefinancial.com/white-papers/retirement-readiness-guide/?utm_source=captivate&utm_medium=podcast&utm_campaign=whitepaper-retirement-readiness-guide&utm_content=ymyw-pod-ep580-description-whitepaper

401(k) After Retirement? Here Are Your 4 Options (And The Costly Mistakes) - YMYW TV:

https://purefinancial.com/ymyw/episodes/what-happens-to-your-401k-ira-at-retirement/?utm_source=libsyn&utm_medium=podcast&utm_campaign=ymyw-tv&utm_content=ymyw-pod-ep580-description-tv-s10e06

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

00:56 - Can We Exit the Rat Race in Our 40s With $6.5M? (Martha & George, DC)

16:07 - Can I Retire at 51 Without Using Rule of 55? (Bandit & Chilli, CA)

36:29 - Can I Retire Before My $3M Deferred Comp Pays Out? (Kevin & Winnie, Chicago)

44:28 - Outro: Next Week on the YMYW Podcast

Too Much 401k Money? The $3M Roth Conversion Problem - 57928 Apr 202600:46:21

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

Retirement Planning for Aging Parents - and Can You Retire Early? - 57024 Feb 202600:45:52

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

Financial Blueprint (self-guided)

Financial Assessment (Meet with an experienced professional)

REQUEST your Retirement Spitball Analysis

DOWNLOAD more free guides

READ financial blogs

WATCH educational videos

SUBSCRIBE to the YMYW Newsletter

Connect With Us:

YouTube: Subscribe and join the conversation in the comments

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

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

Roth Conversions vs. Required Minimum Distributions - 48404 Jun 202400:38:14

Should Mike in Virginia keep using his IRA money to pay the tax on his Roth conversions? How do you do a Roth conversion when you don't have the money to pay the tax? That's PeterLemonJello's question, but is it the question he should be asking? Spitballing Roth IRA conversion strategies to reduce your taxable required minimum distributions (RMD) in retirement - that's today on Your Money, Your Wealth® podcast 484 with Joe Anderson, CFP® and Big Al Clopine, CPA. Plus, Susan and Mike in Ohio are retired, in the 24% tax bracket, and considering converting $50k or $75k to Roth - should they do it? How is D-Rock and Matilda's strategy for selling rental properties and doing Roth conversions as they bridge the gap to early retirement? And finally, how do required minimum distributions work on inherited Roth accounts? Free financial resources and transcript: https://bit.ly/ymyw-484

Navigating Your Financial Future Single - YMYW TV

Going Solo Guide - free download

Asset Location & Roth Conversion Retirement Spitball - YMYW Extra Ep. 1

Ask for your own Retirement Spitball Analysis

Schedule a Free Financial Assessment

Timestamps:

00:00 - Intro

00:54 - How to Pay the Tax on a Roth Conversion: Are You Asking the Right Question? (Peter LemonJello, FL)

05:45 - Should I Keep Doing Roth Conversions and Paying Tax from the IRA? (Mike, VA)

14:24 - Retired, in the 24% Tax Bracket. Should We Convert $50-$75K to Roth in 2024? (Susan, OH)

18:28 - Roth Conversions and Selling Rental Property to Bridge to Early Retirement (D-Rock & Matilda, New York)

28:11 - Required Minimum Distributions for Inherited Roth IRAs Explained (Elisa, Fremont)

34:12 - The Derails

Asset Location & Roth Conversion Retirement Spitball | YMYW Extra - 131 May 202400:30:34

Sunshine in Orange County has been waiting patiently since January for a full Retirement Spitball Analysis: how are her assumptions for rates of return and inflation, her plans for Roth conversions, her asset allocation and asset location, her tax planning, her retirement income and retirement spending plans, and so much more? What missed opportunities is she overlooking?

So many excellent Retirement Spitball requests have come in that Your Money, Your Wealth® hosts, Joe Anderson CFP®, and Big Al Clopine CPA can't handle them all.

On these bonus episodes, called YMYW Extra, producer Andi Last enlists the help of the experienced professionals on Joe and Big Al's team at Pure Financial Advisors. In today's YMYW Extra number 1, thanks to David Cook, CFP® from Pure Financial's San Diego headquarters, Sunshine finally gets her Retirement Spitball Analysis. Free financial resources and transcript: https://bit.ly/ymywe-1

Request your own Retirement Spitball Analysis

EASIretirement.com - free retirement calculator

Why Asset Location Matters - download the free guide

More Guides | Blogs | Educational Videos | YMYW Newsletter

Schedule a free financial assessment

Timestamps:

00:00 - Intro

02:35 - Rate Assumptions

05:58 - Retirement Spending

06:54 - Retirement Income Strategy

12:08 - Retirement Planning: Asset Allocation vs. Asset Location

15:50 - Sequence of Returns Risk

17:53 - Social Security Tax Torpedo

20:01 - Goals & Questions

22:50 - Other Strategies: Qualified Charitable Distributions

24:23 - IRMAA & Tax Optimization

26:37 - Likelihood of Success & DIY Tools

Slopes Vs. Suits: How Couples Bridge the Retirement Gap - 48328 May 202400:38:35

Are women better investors and financial planners? Today on Your Money, Your Wealth® podcast 483 with Joe Anderson, CFP® and Big Al Clopine, CPA, three different husbands want to retire, while their wives feel they need to work longer. Can Jack and Diane, Mark and Belle, and Mike and his wife hit the slopes now, or do they need to keep wearing their suits? Joe and Big Al spitball on who's right. Plus, should Ellie take her pension in a lump sum or in monthly annuity payments? The fellas also consider a solo 401(k) strategy for self-employed types from our buddy Will. Free financial resources and transcript: https://bit.ly/ymyw-483

Withdrawal Trap Doors: How to Avoid Them - Watch YMYW TV

Withdrawal Strategy Guide - free download

Subscribe to YMYW on YouTube - comments are now open!

Ask Joe & Big Al On Air for a Retirement Spitball Analysis

Schedule a Free Financial Assessment

Timestamps:

00:00 - Intro

00:40 - Can We Retire Now or Do We Need to Wait a Few Years? (Jack & Diane, Houston - voice)

09:35 - How to Bridge the Gap in Early Retirement? (Mark & Belle, VA)

19:44 - Help Me Convince My Wife to Retire This Summer! (Michael, MN)

26:28 - Should I Take the Pension Lump Sum or Monthly Annuity Payments? (Ellie, PA)

31:52 - How's My Solo 401(k) Contribution Strategy? (Will)

36:51 - The Derails

FDIC vs. SIPC, Annuities, SSDI & Early Retirement Strategies - 48221 May 202400:43:36

Will building a new home delay Janelle's early retirement? Can Mike and his wife retire early at ages 50 and 55, and how much should they convert to Roth? Maria and her partner keep their finances separate - can Maria cover her own expenses in early retirement? That's today on Your Money, Your Wealth® podcast 482 with Joe Anderson, CFP® and Big Al Clopine, CPA. Plus, the fellas explain the difference between FDIC insurance and SIPC insurance for Edward, who wonders if he should spread his assets between banks for protection. Fajita Willy needs a spitball on his MYGA retirement strategy, that is, multi-year guaranteed annuities. Nancy wants to know if mandatory seismic retrofit expenses are tax-deductible. And how should Lee manage Roth contributions and IRMAA now that his Social Security disability has finally been approved and he's received 5 years of back pay? Free financial resources and transcript: https://bit.ly/ymyw-482

Retirement Readiness Guide - free download

EASIretirement.com - free retirement calculator

Financial Planning at Every Age: Retirement Planning for Millennials, Gen-X, and Baby Boomers - YMYW TV

Ask Joe & Big Al On Air for your Retirement Spitball Analysis

Schedule a free financial assessment

Timestamps:

00:00 - Intro

01:02 - Will Building a New Home Delay My Early Retirement? (Janelle, CO - voice)

07:35 - Should I Spread Assets Between Banks for FDIC Insurance? (Edward, IL)

13:16 - Multi-Year Guaranteed Annuity (MYGA) Retirement Spitball (Fajita Willy, TX)

21:09 - Is the Mandatory Seismic Retrofit Expense Tax-Deductible? (Nancy, Tarzana, CA)

22:47 - My SSDI Was Approved and I've Received 5 Years of Back Pay. How to Manage Roth IRA Contributions and Medicare IRMAA? (Lee, Jacksonville, FL)

28:33 - Can We Retire Early Next Year at Ages 55 and 50? How Much Should We Convert to Roth? (Mike, NY)

34:57 - My Partner and I Maintain Separate Finances. Can I Cover My Own Expenses in Early Retirement? (Maria, Chicago suburbs, IL)

42:06 - The Derails

Which Account Should Fund Living Expenses in Retirement? - 48114 May 202400:43:54

Should 70-year-old Bob live off of capital gains and dividends from his mutual funds plus Social Security, or should he sell poor-performing mutual funds for living expenses and reinvest the cap gains and dividends? Which account should Neal's 76-year-old Mother use for living expenses? Should Neal and his wife fund their Roth 403(b) until retirement, or contribute to the regular 403(b) and then do Roth conversions after they retire? That's today on Your Money, Your Wealth® podcast 481 with Joe Anderson, CFP® and Big Al Clopine, CPA. Plus, the fellas spitball on whether IndyGuy can retire at 64 and Die With Zero, and Rod doesn't want a spitball, but he'd like a dart on the wall as to whether his retirement savings will last until age 88. Free financial resources and transcript: https://bit.ly/ymyw-481

Cruising Into Retirement Checklist & Guide - LIMITED TIME OFFER - download by Friday, May 17!

How to Cruise Into Your Retirement - YMYW TV

10 Gruesome Estate Planning Mistakes to Avoid - register for the free webinar, May 22, 12pm PDT/3pm EDT

Timestamps:

  • 00:00 - Intro
  • 00:48 - Living Expenses: Cap Gains, Dividends & Social Security or Poor Performers? (Bob, Jupiter, FL)
  • 10:02 - From Which Account Should 76yo Mom Withdraw Living Expenses? (Neal, Dallas, TX)
  • 18:11 - Dart on the Wall for Our Retirement to Age 88? (Rod)
  • 26:08 - Can We Retire at 64 and Die With Zero? (IndyGuy)
  • 35:50 - Save to Roth 403(b) or Traditional Until Roth Conversions at Retirement? (Neal, Dallas, TX)
  • 42:54 - The Derails

401(k) vs. Roth: Where to Save for Retirement - 48007 May 202400:41:40

Kyle and his fiancée are in their 30s, have done a great job saving, and are in a high tax bracket. Would it make more sense for them to contribute to their 401(k)s or Roth 401(k)s for retirement? Mick's wife Pam has both W-2 and sole proprietor income - where should she save for retirement? That's today on Your Money, Your Wealth® podcast 480 with Joe Anderson, CFP® and Big Al Clopine, CPA. Plus, the fellas spitball for Janet on where junk bonds belong in a portfolio, they untangle the pro-rata and aggregation rules concerning 401(k) to Roth conversions for Nancy, and they spitball on whether Cary and Mark should retire now or work for two more years when pensions will provide them an extra $50K a year. Free financial resources and transcript: https://bit.ly/ymyw-480

2024 Key Financial Data Guide - free download

Timeless Wisdom from Warren Buffet and Charlie Munger, Berkshire Hathaway's Dynamic Duo - read the blog

Understanding Stock Market Indexes - read the blog

Free retirement calculator - EASIretirement.com

Ask Joe & Big Al On Air for your Retirement Spitball Analysis

Timestamps:

  • 00:00 - Intro
  • 00:57 - We're in Our 30s and in a High Tax Bracket. Where Should We Save for Retirement? (Kyle, WI)
  • 07:34 - Junk Bonds Explained (Janet, the Bronx)
  • 13:19 - Does Pro-Rata Rule Apply When Converting 401(k) to Roth 401(k)? (Nancy, SE Wisconsin)
  • 20:37 - We Have $4M. Should We Retire Now or in Two Years When Pensions Provide an Extra $50K/Year? (Cary & Mark, Los Angeles)
  • 27:50 - How to Save for Retirement with Sole Proprietor and W-2 Work? (Mick, Davis, CA)
  • 36:47 - The Derails

Tax Loss Harvesting, Tax Gain Harvesting, Financial Advisor Value - 47930 Apr 202400:43:05

Linda is retired and financially independent. Her advisor suggests she have a separately managed account specifically for tax loss harvesting. Today on Your Money, Your Wealth® podcast 479, Joe Anderson, CFP® and Big Al Clopine, CPA spitball on how to save as much tax as possible on retirement withdrawals. Plus, Brian wants to know if it ever makes sense to put IRA money into a brokerage account, rather than doing Roth conversions, so the fellas explain the benefits of tax gain harvesting. Also, why is Robert and Jane's financial advisor constantly trading in Jane's professionally managed account? Pete wants to know if flat-fee financial advisors are worth their fee, and Daniel needs financial guidance for his 34-year-old daughter. He's also considering a free assessment, but he doesn't really know what he's getting himself into, so Joe and Al explain. Free Financial Resources & Transcript: https://bit.ly/ymyw-479

What Happens to Your 401(k) & IRA at Retirement? - YMYW TV

Retirement Readiness Guide - free download

Free Financial Assessment - schedule now

Ask Joe & Big Al On Air for your Retirement Spitball Analysis

Timestamps:

00:00 - Intro

00:55 - Separately Managed Account for Tax Loss Harvesting To Optimize Retirement Withdrawals? (Linda, MD)

11:54 - Why is Our Advisor Constantly Trading in Our Professionally Managed Account? (Robert, GA)

18:00 - Are Flat-Fee Advisors Worth the Fee? (Pete, Knoxville, TN)

27:03 - Financial Planning for 34-Year-Old Daughter and Pure's Free Assessment (Daniel, Whittier)

35:17 - Does Moving from IRA to Brokerage instead of Roth Ever Make Sense for Tax Gain Harvesting? (Brian, Albany, NY)

42:12 - The Derails

How to Manage Taxes When You Win the Lottery - 47823 Apr 202400:52:05

So you won the lottery - congratulations! After you celebrate, should you rip off the band-aid and convert the entire lump sum payment to a Roth IRA? That's today on Your Money, Your Wealth® podcast 478 with Joe Anderson, CFP® and Big Al Clopine, CPA. Also, Bucky in WA is required to have the same asset allocation in his traditional and Roth 401(k). Joe and Big Al spitball on his options, along with the pros and cons of consolidating retirement accounts for Scott in NC, and they explain the spousal Roth IRA for Rock Rochester in Manistique, MI. Plus, should Scott in Jackson, MS sign up for the state public employees' retirement system or a traditional retirement plan? Can Driving Fast, Loving Life in TX speed away in her Porsche from RSU capital gains? And should she and her hubbs retire abroad? Finally, can Sean in Reno, NV buy a million dollar vacation home in 10 years, and can Jennifer in La Mirada, CA afford to retire after being forced out of a 21-year career? Access this week's free financial resources and the episode transcript in the podcast show notes, and Ask Joe & Big Al On Air for your Retirement Spitball Analysis, at https://bit.ly/ymyw-478

Timestamps:

  • 00:00 - Intro
  • 01:06 - Should We Convert $1.75M Lottery Winnings To Roth?
  • 09:31 - Free Financial Assessment - schedule now
  • 10:38 - Asset Allocation Must Be the Same in 401(k) and Roth 401(k). What to Do? (Bucky, Washington state)
  • 18:08 - Pros and Cons of Consolidating Retirement Accounts (Scott, NC)
  • 23:28 - Spousal Roth IRA Explained (Rock Rochester, Manistique, MI)
  • 27:07 - Traditional Retirement or PERS State Retirement? (Scott, Jackson, MS)
  • 31:00 - Avoiding RSU Concentrated Position and Capital Gains and Retiring Abroad (Driving Fast, Loving Life in TX)
  • 38:43 - Restricted Stock Units (RSU) - read the blog
  • Employee Stock Purchase Plans (ESPP) - read the blog
  • 39:19 - Should We Buy a $1M Vacation Home in 10 Years? We'll Have $12M. (Sean, Reno, NV)
  • 43:11 - Can I Afford to Retire After Being Forced Out of a 21-Year Career? (Jennifer, La Mirada, CA)
  • 49:24 - The Derails

What's the Break-Even Point on Roth Conversions? - 47716 Apr 202400:46:36

Are there ever times when going all Roth isn't the best strategy? How do you determine the break-even point on doing Roth conversions? That's today on Your Money, Your Wealth® podcast number 477, as Joe Anderson, CFP® and Big Al Clopine, CPA spitball on marginal vs. effective tax rates for Joseph Allen, saving to after-tax brokerage or pre-tax 403(b) for Gigi in Illinois, the arithmetic of Roth conversions for Carl Spackler in Florida, and the mega backdoor Roth for Jefe in Texas. For something completely different, we'll wrap it up with a discussion of tax forms that need to be filed for your solo 401(k) depending on the account balance, for Smitty in The Villages. Access this week's free financial resources and the episode transcript in the podcast show notes, and Ask Joe & Big Al On Air for your Retirement Spitball Analysis, at https://bit.ly/ymyw-477

Timestamps:

  • 00:44 - Marginal Vs. Effective Tax Rate: Going All Roth Isn't the Best Strategy? (Joseph Allen, Wichita, KS)
  • 14:32 - Free retirement calculator EASIretirement.com
  • 15:37 - I'm 43 and Will Have $2.4M in Retirement. Should I Save to After Tax Brokerage or Pre-Tax 403(b)? (Gigi, IL)
  • 23:17 - Is There a Break-Even Calculation for Roth Conversions? (Carl Spackler, FL)
  • 29:30 - Retirement Income Strategies Guide - free download
  • How to Create a Steady Stream of Retirement Income - YMYW TV
  • 30:38 - Mega Backdoor Roth: Must I Convert Traditional IRA When I Roll After-Tax Money? (Jefe, TX)
  • 36:29 - Must I File Form 5500-EZ If Solo 401(k) Had No Balance at Year-End? (Smitty, The Villages)
  • 42:18 - The Derails

Which Mortgage for Early Retirement? What is Private Credit? - 47609 Apr 202400:49:40

What is private credit and where does it fit in your investment portfolio? At age 60, Hope is tired of working and she's hoping to retire in 2-3 years. Should she factor home equity into her retirement spending plan with a reverse mortgage? Which mortgage option for a Houston dream home is best for Nisa in San Jose's early retirement goals? That's today on Your Money, Your Wealth® podcast number 476 with Joe Anderson, CFP® and Big Al Clopine, CPA. Plus, Wayne in Phoenix needs to know how the section 121 tax exclusion works on a vacation home, and Jack and Jill in the UAE have questions about tax gain harvesting and the foreign earned income exclusion. Finally, are Joe and Big Al off their strategy game? A Spotify listener takes the fellas to task about the Affordable Care Act subsidy discussed in episode 472, and challenges their spitball for Duke and Daisy's retirement spending plan in episode 475. Access this week's free financial resources and the episode transcript in the podcast show notes, and Ask Joe & Big Al On Air for your Retirement Spitball Analysis, at https://bit.ly/ymyw-476

Timestamps:

• 00:00 - Intro • 01:03 - What Is Private Credit? (Janine, La Jolla, CA) • 08:07 - Is a Reverse Mortgage Right for Me? (Hope) • 14:21 - Using Reverse Mortgages To Secure Retirement with Dr. Wade Pfau - YMYW Podcast 117 • How Your Home Can Create Retirement Income - YMYW TV • 14:59 - Which Mortgage Option is Best for Me in Early Retirement? (Nisa, San Jose, CA) • 24:04 - Section 121 Tax Exclusion on a Vacation Home? (Wayne, Phoenix, AZ) • 26:48 - What You Need to Know Before Filing Your Taxes in 2024 webinar2024 Tax Planning Guide • 27:39 - Foreign Earned Income Exclusion: Can I Harvest Long-Term Capital Gains? (Jack & Jill, UAE) • 37:06 - ACA Subsidy & Retirement Spitball: Are Joe and Big Al Off Their Strategy Game? (Spotify commenter) • 45:02 - The Derails

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)

REQUEST your Retirement Spitball Analysis

DOWNLOAD more free guides

READ financial blogs

WATCH educational videos

SUBSCRIBE to the YMYW Newsletter

Connect With Us:

YouTube: Subscribe and join the conversation in the comments

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

01:09 - 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

Is Your Retirement Withdrawal Rate Too High? - 47502 Apr 202400:51:59

Will Duke and Daisy's retirement spending plan work? If you're a fan of hearing Joe Anderson, CFP® and Big Al Clopine, CPA debate, you're in luck today on Your Money, Your Wealth® podcast 475, as they disagree on assumptions when it comes to retirement planning. The EASIretirement.com calculator says Chuck in South Carolina could convert even more to Roth, and the fellas spitball on the pros and cons. Plus, what should Chuck's asset allocation be for his daughters, and how should Scott in Kansas City's parents allocate their assets? Can Rothaholic undo his Roth conversion? Brian Fantana and his wife are in their 30s and want to retire at 60. Are they on track? Ricky in Alabama wants to avoid Medicare's IRMAA, or income related monthly adjustment amount. Should he spend from his IRA or from his Roth? Daniel in Whittier wants to know what exactly counts for IRMAA income, anyway? And finally, Elisa in Fremont wants to know, with the new SECURE Act 2.0 rules, when can you transfer 529 college savings funds to Roth? Access this week's free financial resources and the episode transcript in the podcast show notes, and Ask Joe & Big Al On Air for your Retirement Spitball Analysis, at https://bit.ly/ymyw-475

Timestamps:

  • 00:00 - Intro
  • 01:07 - Will Our Withdrawal Rate Be Too High If We Retire in 3 Years? (Duke and Daisy, Charlotte, NC)
  • 10:50 - Withdrawal Strategy Guide
  • Retirement calculator
  • 11:28 - EASIretirement.com Says I Should Convert More to Roth. Asset Allocation for Daughters? (Chuck, SC)
  • 22:13 - Can I Undo My Roth Conversion? (Roth Aholic)
  • 27:55 - In Our 30s, Want to Retire at 60. How Are We Doing? (Brian Fantana, WA)
  • 30:36 - What's the Right Asset Allocation for Aging Parents? (Scott, Kansas City, MO)
  • 32:00 - Free financial resources:
  • 32:51 - IRA vs. Roth for Living Expenses? (Ricky, Birmingham, AL)
  • 35:50 - What Counts for Medicare IRMAA? (Daniel, Whittier, CA)
  • 39:49 - SECURE Act 2.0: When Can We Transfer 529 College Savings to Roth? (Elisa, Fremont)
  • 44:44 - The Derails

How to Take the Uncertainty of Taxes Off the Table - 47426 Mar 202400:54:28

Jimmy in Wisconsin will have a pension, Social Security, and a seven year retirement shortfall. How should he cover it? Skipper in Texas has some unusual pension options, which makes the most sense for his retirement needs? That's today on Your Money, Your Wealth® podcast 474 with Joe Anderson, CFP® and Big Al Clopine, CPA. Should Mike and Carol in Virginia wait to do Roth conversions if they'll be in a lower tax bracket in retirement? Where should Duncan in Texas invest in the 10 years before he retires early? Would it be stupid for Jay Z in Minnesota to miss out on free Roth opportunities? Can Ben in San Francisco's "friend" use the rule of 55 on a rollover retirement plan? And finally, YMYW is fun, but of limited value, according to a recent review. Access this week's free financial resources and the episode transcript in the podcast show notes, and Ask Joe & Big Al On Air for your Retirement Spitball Analysis, at https://bit.ly/ymyw-474

Timestamps:

  • 00:51 - Pension & Social Security: How Should We Cover Our 7 Year Retirement Shortfall? (Jimmy, WI)
  • 08:17 - 2:1 Matched Company Money vs. My Contribution: What to Do With My Pension? (Skipper, TX)
  • 15:46 - EASIretirement.com free retirement calculator
  • 16:47 - Should We Wait on Conversions If We'll Be in a Lower Bracket in Retirement? (Mike & Carol, Falls Church, VA)
  • 24:22 - Where Should I Invest My Early Retirement Savings for the Next 10 Years? (Duncan, TX)
  • 30:18 - Is It Stupid to Miss Free Roth Opportunities? (Jay Z, MN)
  • 37:46 - Complete Roth Papers Package - free download
  • 38:33 - Rule of 55 on a Rollover Retirement Plan? (Ben, San Francisco)
  • 44:34 - Comment: Fun but limited value (Wemby2024)
  • 50:41 - The Derails

Does Your Financial Advisor Just Want to Collect Fees? - 47319 Mar 202400:46:42

Why would a financial advisor suggest that Frank in Lake Wobegon sell a piece of inherited property, pay 25% tax, and invest the lump sum? Mark in Florida is 72 and invested in CDs. Should he go back to his financial advisor, or just buy more CDs? That's today on Your Money, Your Wealth® podcast 473 with Joe Anderson, CFP® and Big Al Clopine, CPA. Plus, Adam in Tennessee will have deferred income in 5 years. Should his asset allocation be more conservative? And in order to retire early at age 55, should Lewis in Arkansas delay starting Roth conversions? But first, if Mike's wife outlives him, how can he keep her in a similar tax bracket? Access this week's free financial resources and the episode transcript in the podcast show notes, and Ask Joe & Big Al On Air for your Retirement Spitball Analysis, at https://bit.ly/ymyw-473

Timestamps:

  • 00:00 - Intro
  • 00:48 - If My Wife Outlives Me, How Do We Keep Her in a Similar Tax Bracket? (Mike)
  • 06:49 - Long Term Capital Gains: Retirement and Real Estate Spitball (Frank, Lake Wobegon)
  • 15:58 - 10 Tax-Cutting Moves to Make Now - YMYW TV
  • Top 10 Tax Tips - free download (for a limited time only!)
  • 2024 Tax Planning webinar
  • 17:04 - I'm 72. Should I Go Back to an Advisor or Just Buy More CDs? (Mark, FL)
  • 21:32 - Should My Deferred Income Asset Allocation Be More Conservative? (Adam, Franklin, TN)
  • 30:16 - Investing Basics Guide - free download
  • 31:13 - Should We Delay Starting Roth Conversions to Retire Early by Age 55? (Lewis, AR)
  • 41:11 - The Derails

Will Roth Conversions Put You On Track to Retire Early? - 47212 Mar 202400:50:13

Rob and his wife in North Carolina are 51 and 44 and would like to retire in the next 3-5 years. Are they on track, and what should they consider as far as Roth conversions are concerned once the tax brackets go back up, which they're slated to do when that provision in the Tax Cuts and Jobs Act sunsets at the end of 2025? Is Mark in West Virginia on track to retire at 59 and a half, and do Joe and Big Al have any pointers on how he can find the love of his life? Mike and Gina in Rhode Island are optimistic about retiring early at 61 and 58, but is their optimism delusional? Jake in rural Michigan is self employed. Can he do Roth conversions to retire at age 60 and hang with Big Al in Hawaii? Retirement readiness and Roth conversions, today on Your Money, Your Wealth® podcast 472 with Joe Anderson, CFP® and Big Al Clopine, CPA. But first, the fellas spitball on a retirement and real estate strategy for (50 Shades of) Grey and Elena in Massachusetts. Access this week's free financial resources and the episode transcript in the podcast show notes, and Ask Joe & Big Al On Air for your Retirement Spitball Analysis, at https://bit.ly/ymyw-472

Timestamps:

  • 01:04 - Real Estate Puts Us in High Bracket. Max Retirement & Roth, Save to Brokerage? (Grey & Elena, MA)
  • 11:57 - Social Security Basics You Need to Know: Common Questions Answered - YMYW TV
  • Social Security Handbook - free download
  • 12:48 - Roth Conversions After 2025? Are We on Track for Our Retirement Goals in 3-5 Years? (Rob, NC)
  • 19:34 - On Track for Retirement at 59.5? How to Find the Love of My Life? (Mark, West Virginia)
  • 24:24 - Is Our Early Retirement Optimism Delusional? (Mike, RI)
  • 31:16 - EASIretirement.com - free retirement calculator
  • 32:19 - Self-Employed: Roth Conversions to Retire Early and Hang with Big Al in Hawaii at 60? (Jake, rural Michigan)
  • 45:19 - The Derails

How Much Should You Convert to Roth IRA? - 47105 Mar 202400:53:44

Big Tex, Paul in Maryland, and Nick in Alabama all need to know how much money they should convert to Roth to pay as little tax as possible, today on Your Money, Your Wealth® podcast 471 with Joe Anderson, CFP® and Big Al Clopine, CPA. Johnny and June forgot to convert their backdoor Roth money - are they in trouble? Darren in Nevada has no plans at all to do Roth conversions, but surprisingly still listens to YMYW, and still wants a spitball on his retirement and real estate investment strategies. Plus, can Lolly Pop in New Jersey be less miserly and back off on saving for retirement? Can John in South Carolina use this year's lower income to reduce his Medicare premiums? And finally, if Ordinary Guy in Boston meets an untimely demise, should that change his plans to retire early? Access this week's free financial resources and the episode transcript in the podcast show notes, and Ask Joe & Big Al On Air for your Retirement Spitball Analysis, at https://bit.ly/ymyw-471

Timestamps:

  • 00:00 - Intro
  • 00:58 - Can I Use This Year's Lower Income to Reduce My Medicare Premiums? (John, South Carolina - voice)
  • 04:39 - Forgot to Convert our Backdoor Roths. Are We in Trouble? (Johnny and June, Oakland, CA - voice)
  • 07:47 - Is Retiring This Year Doable? Should We Convert to Roth? $1.8M Saved, Spend $140K/Year (Big Tex - voice)
  • 13:55 - DIY Retirement Guide - limited time offer - download by Friday, March 8, 2024!
  • 15:05 - Should I Convert My Entire SEP-IRA If I'm Staying in the Highest Tax Bracket? (Paul, Baltimore, MD)
  • 20:51 - $11M+ at Age 46. How Much Roth Conversion and When to Retire? (Nick, AL)
  • 24:42 - Can I Back Off on Retirement Saving So I Can Be Less Miserly? (Lolly Pop, NJ)
  • 30:43 - Financial Markets Master Class webinar - watch on demand
  • 31:24 - Spitball on My Retirement and Real Estate Investment Strategies (Darren, NV)
  • 38:28 - Should My Untimely Demise Change Our Early Retirement Plans? (Ordinary Guy, Boston, MA)
  • 48:10 - The Derails

Spitballing Retirement for Fat Wallets - 47027 Feb 202400:48:45

Barney and Betty in Maryland hit the jackpot. How's Barney's strategy for net unrealized appreciation, retirement withdrawals, and asset location for his $5 million employee stock ownership plan? Nick in the PNW will have $8 million when he retires early at 53. Should he contribute to his 401(k) or do the good ol' mega backdoor Roth until then? Those are just a couple of the fat wallets Joe Anderson, CFP® and Big Al Clopine, CPA spitball on, today on Your Money, Your Wealth® podcast number 470. Plus, should Allen in New Braunfels' recently widowed sister contribute to her traditional IRA and do some Roth conversions? Should Alicia in Denver take Social Security early to pay off her rental property, and how can Vern in Wickenburg Arizona buy a new home before or during the sale of his current home? Finally, Bryan in Washington needs to know the best investment strategy for his thrift savings plan, and Lyse in Georgia wonders when in a market downturn you should start spending your cash. Access this week's free financial resources and the episode transcript in the podcast show notes, and Ask Joe & Big Al On Air for your Retirement Spitball Analysis, at https://bit.ly/ymyw-470

Timestamps:

  • 01:06 - Retirement Spitball Analysis for My Widowed Sister (Allen, sunny New Braunfels, TX)
  • 06:52 - $5M ESOP Strategy: Net Unrealized Appreciation, Retirement Withdrawals, and Tax Location (Barney & Betty, MD)
  • 18:07 Why Asset Location Matters - free download
  • Are You Ready to Retire? Review Your Retirement Readiness - YMYW TV
  • 19:00 - Should I Take Social Security Early to Pay Off My Rental Property? (Alicia, Denver, CO)
  • 23:22 - How to Buy a Home Before or During the Sale of My Existing Home? (Vern, Wickenburg, AZ)
  • 26:50 - Should I Buy a Qualified Longevity Annuity Contract as a Long Term Care Insurance Alternative? (Ron, IL)
  • 31:08 - I'll Have $8M When I Retire at 53. Should I Contribute to 401(k) or Do the Mega Backdoor Roth Until Then? (Nick, PNW)
  • 37:05 - EASIretirement.com - free retirement calculator
  • 38:06 - What's the Best Thrift Savings Plan Investment Strategy? (Bryan, WA)
  • 40:21 - When in a Market Downturn Should You Start Spending Cash? (Lyse, GA)
  • 46:00 - The Derails

401(k) Ins & Outs, Roth Conversion Benefits, and Divorce Finances - 46920 Feb 202400:50:39

Erik in MN is divorced, and the OC Birdman of South OC is getting divorced. Should Erik contribute to pre-tax retirement accounts or Roth? How should the Birdman and his soon-be-ex time the sale of their house and the filing of their taxes? That's today on Your Money, Your Wealth® podcast 469 with Joe Anderson, CFP® and Big Al Clopine, CPA. Plus, Don has questions about the 401(k) rule of 55 and excess 529 plan college savings. Valerie in Portland wants to know what to do with her old 401(k), and how to invest her new retirement accounts. An advisor tells K-Dog in IN to save cash or open a Roth, then live on those funds and get free ACA "Obamacare" healthcare in early retirement. Is that really possible? Also, what should be Laura in WA's sequence of retirement withdrawals, and is there any benefit to her doing Roth conversions? Should RJ in CA convert his or his wife's rollover IRA to the top of the giant 24% tax bracket? Access this week's free financial resources and the episode transcript in the podcast show notes, and Ask Joe & Big Al On Air for your Retirement Spitball Analysis, at https://bit.ly/ymyw-469

Timestamps:

  • 00:00 - Intro
  • 01:06 - 401(k) Rule of 55 and Excess 529 Plan Funds (Don, Everywhere, USA)
  • 06:03 - What to Do With Old 401(k) and How to Invest New Retirement Accounts? (Valerie, Portland, OR)
  • 10:33 - 10 Steps to Improve Investing Success - free download
  • Protecting Your Retirement Income - YMYW TV
  • 11:39 - Is My Early Retirement Spending & Free Healthcare Plan Really Possible? (K-dog, Northern IN)
  • 22:13 - Should I Contribute to Pre-Tax or Roth Post-Divorce? (Erik, Minneapolis)
  • 28:27 - How to Sell House and File Taxes While Finalizing Divorce (OC Birdman in South OC)
  • 32:27 - Q1 2024 Financial Markets Update Webinar, Feb 28, 2024, 12pm Pacific - register now
  • 33:07 - What's the Sequence of Retirement Withdrawals? I Don't See the Benefit of Roth Conversions (Laura, Seattle - Olympic Peninsula)
  • 40:42 - Roth Conversion to the Top of the Giant 24% Bracket? Which Rollover to Convert First? (RJ, Anaheim)
  • 49:09 - The Derails

How Much to Save in Tax-Free, Tax-Deferred, and Taxable Accounts? - 46813 Feb 202400:45:39

Are there general guidelines on what percentages of your investment portfolio should be in tax-free accounts like your Roth, tax-deferred accounts like your 401(k), and taxable accounts like your brokerage? Joe Anderson, CFP® and Big Al Clopine, CPA spitball on tax diversification today on Your Money, Your Wealth® podcast 468 for Brian in Naperville, IL. William in NH also wants to be tax-diversified. Is his Roth conversion strategy a mistake? Should he be converting much more to Roth? The fellas also do a retirement spitball analysis for Tom in Spokane, WA, and for Claire in CO, who wants to retire next year. Plus, how does Matthew in CT calculate excess Roth contributions, and how should Thomas in IA reallocate assets he over-contributed to his brokerage account? But first a couple of voice messages: Now that Sean in FL no longer has a traditional IRA, can he use the backdoor Roth strategy? We kick things off with a question from Joe in Dallas on how to account for taxes on the money you'll be spending in retirement. Access this week's free financial resources and the episode transcript in the podcast show notes, and Ask Joe & Big Al On Air for your Retirement Spitball Analysis, at https://bit.ly/ymyw-468

Timestamps:

  • 01:06 - How to Account for Taxes on What I'll Spend in Retirement? (Joe, Dallas, TX (voice)
  • 06:13 - Now That I Don't Have a Traditional IRA, Can I Do a Backdoor Roth? (Sean, FL - voice)
  • 10:29 - 2024 Key Financial Data Guide - free download
  • 11:35 - Spitball Our Financial Status and How to Reach Our Retirement Goals (Tom, Spokane, WA)
  • 17:42 - Tax Diversification General Guidelines? (Brian, Naperville, IL)
  • 23:23 - Goal: Tax Diversification. Is My Roth Conversion Strategy a Mistake? Should I Convert Much More? (William, NH)
  • 29:12 - Retirement Pop Quiz and Free Financial Assessment
  • 30:04 - Spitball If I Can Retire in 2025 (Claire, CO)
  • 34:39 - How to Calculate Excess Roth Contributions? (Matthew, CT
  • 38:23 - Over-contributed to Brokerage. How Should I Reallocate Assets? (Thomas, Iowa)
  • 42:55 - The Derails

What Does Retirement Look Like for You? - 46706 Feb 202400:42:01

What does retirement at age 60 look like for Allison in Northern Virginia? The EASIretirement.com calculator says Jimmy and Rosalynn in Georgia are on track to reach their retirement goals, even though they're late starters - but are they being realistic? Ingrid used the free EASIretirement.com calculator too, but is she able to contribute more than her annual income to her 403(b) and her Roth? That's today on Your Money, Your Wealth® podcast number 467 with Joe Anderson, CFP® and Big Al Clopine, CPA. Plus, Perry and his wife in Winston-Salem also have 403(b) plans and they wonder if they should take the lifetime annuity or the managed payout in retirement? Finally, should Brad in Sarasota, Florida reserve his health savings account money for long term care insurance? Access this week's free financial resources and the episode transcript in the podcast show notes, and Ask Joe & Big Al On Air for your Retirement Spitball Analysis, at https://bit.ly/ymyw-467

Timestamps:

  • 00:00 - Intro
  • 00:48 - What Does Retirement at 60 Look Like for Me? (Allison from Northern Virginia)
  • 09:19 - Retirement Rescue Plan - YMYW TV
  • Retirement Rescue Guide - free download for a limited time only! Get it by this Friday
  • 09:59 - Late Starters. EASIretirement.com Says We're OK. Are We Being Realistic About Retirement? (Jimmy & Rosalynn, GA)
  • 16:07 - Earnings vs. Contributions When Using EASIretirement.com (Ingrid)
  • 21:36 - EASIretirement.com - free retirement calculator
  • 22:37 - Lifetime Annuities or Managed Payouts from Our 403(b)s in Retirement? (Perry, Winston-Salem, NC)
  • 28:54 - Should I Reserve Health Savings Account (HSA) Money for Long Term Care? (Brad, Sarasota, FL)
  • 34:11 - The Derails

Roth Conversions to Pay Less Tax on Retirement Withdrawals - 46630 Jan 202400:47:14

Should Peter LemonJello, who has high income, and his wife, who is retired with zero income, file their taxes as married filing separately so they can start Roth conversions? What are the tax implications of Roth conversions for Randy in Chi-town, an early retiree in the 32% tax bracket? Caity with a C in SLC is self-employed and over the income max to contribute to a Roth, so now what? And Ben in Oceanside, CA wants to know what impact Roth conversions will have on required minimum distributions after age 73? Joe Anderson, CFP® and Big Al Clopine, CPA spitball on all these Roth conversion tax reduction strategies, today on Your Money, Your Wealth® podcast 466. Plus, does the math make sense on a company-matched Kai-Zen indexed universal life insurance policy for Kickass Seabass in New Jersey? Ed in Virginia wants to know the earnings limits for family Social Security benefits. But first, can JJ in Florida's retirement portfolio handle withdrawals of $150,000 per year? And from the banks of the Mighty Mississippi, what should midwestfabs' post-employment asset allocation be? Access this week's free financial resources and the episode transcript in the podcast show notes, and Ask Joe & Big Al On Air for your Retirement Spitball Analysis, at https://bit.ly/ymyw-466

Timestamps:

  • 00:00 - Intro
  • 01:12 - Can Our Retirement Portfolio Handle $150K Annual Withdrawals? (JJ, FL)
  • 04:08 - What Should My Asset Allocation Be, Post-Employment? (Midwestfabs)
  • 11:43 - 2024 Financial Market Outlook: read the blog by Brian Perry, CFP®, CFA, Pure Financial Advisors' Executive Vice President and Chief Investment Officer
  • 12:39 - Tax Spitball: Married Filing Separate and Start Roth Conversions? (Peter LemonJello, FL)
  • 14:58 - Roth Conversion Tax Implications for an Early Retiree in the 32% Bracket (Randy, Chicago)
  • 21:34 - Self-Employed and Over the Max to Contribute to Roth – Now What? (Caity, Salt Lake City)
  • 25:07 - Impact of Roth Conversions After Age 73 on RMDs (Ben, Oceanside, CA)
  • 28:12 - Mile Markers to Retirement - YMYW TV
  • Retirement Readiness Guide - free download
  • 28:52 - Does the Math Make Sense on a Company-Matched Kai-Zen IUL Policy? (Kickass Seabass, NJ)
  • 34:53 - Social Security Family Benefits Earnings Limits (Ed, VA)
  • 42:42 - The Derails

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)

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

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

Personal Finance 101: How to Teach Teens About Money - 46523 Jan 202400:46:09

How and what should we teach teenagers about money, to make the next generation financially literate? That's what CJ in Philadelphia and Teresa want to know, today on Your Money, Your Wealth® podcast 465 with Joe Anderson, CFP® and Big Al Clopine, CPA. Plus, Hap and Bee have a military pension and VA disability - Joe and Big Al spitball on when they'll be able to retire, and what they need to do to get there. And they spitball on whether Grace in Seattle is on track to retire early at age 55. David and Victoria in Grand Rapids, Michigan are killing the game - in their early 30s with $400,000 income and over a million saved. When should they start funding the traditional retirement accounts instead of the Roth accounts? And, find out how the first annual Anderson Household Financial Summit went!

Access this week's free financial resources and the episode transcript in the podcast show notes, and Ask Joe & Big Al On Air for your Retirement Spitball Analysis, at https://bit.ly/ymyw-465

Timestamps:

  • 00:00 - Intro
  • 00:53 - Financial Guidance for Teenagers (CJ, Philadelphia - voice)
  • 07:43 - How to Start a Finance 101 High School Course? (Teresa)
  • 13:12 - EASIretirement.com - free retirement calculator
  • 14:18 - Military Spitball: When Will I Be Able to Retire (Hap & Bee, CA)
  • 22:56 - Anderson Family Financial Summit
  • 26:03 - Spitball If I Can Retire Early at Age 55 (Grace, Seattle)
  • 33:02 - 10 Will & Trust Mistakes to Avoid | Estate Planning - YMYW TV
  • Estate Plan Organizer and Survivor's Guide - free download
  • 33:51 - Killing it at 34, When to Consider Contributing to Traditional IRA? (David & Victoria, Grand Rapids, MI)
  • 44:43 - The Derails

Tax Strategies, Backdoor Roth, Buy vs. Rent - 46416 Jan 202400:55:18

It's a voice message extravaganza as Joe and Big Al talk about tax gain harvesting on Dante in New York's daughter's custodial account, and the tax impacts of Leon in Chicago investing in his brokerage account. The fellas also spitball on whether Michelle in San Diego, en route to San Francisco, should buy or rent in her 60's, the mega backdoor Roth and the pro rata rule for Sean and his cichlids in Winter Springs, Florida, and whether Jason in NOLA can do the backdoor after recharacterizing his contribution. Plus, should Kevin in Ohio make like the Steve Miller Band and "take the (pension) money and run"? Can Scott in Colorado make like Johnny Paycheck and "take his job and shove it" when it's time for the rule of 55? And should Suzi and Peter consider long term care insurance and protecting their assets with an irrevocable trust?

Access this week's free financial resources and the episode transcript in the podcast show notes at https://bit.ly/ymyw-464

Timestamps:

  • 01:07 - Custodial Account Tax Gain Harvesting: Reported on My Daughter's Taxes or Mine? (Dante, NY - voice)
  • 05:17 - Tax Impacts of Investing in a Brokerage Account? (Leon, Chicago - voice)
  • 10:50 - Three (okay, four) ways you make YMYW the show that it is
  • Ask Joe & Big Al On Air for your Retirement Spitball Analysis
  • 12:28 - Is it Better to Buy or Rent in My 60s? (Michelle, San Diego - voice)
  • 19:50 - Mega Backdoor Roth & the Pro-Rata Rule (Sean, Winter Springs, FL - voice)
  • 26:56 - Should I Take the (Pension) Money and Run? (Kevin, OH - voice)
  • 32:13 - Money Makeover Guide - limited time special offer - download by this Friday!
  • Complete Money Makeover - How to Do a Financial Facelift - YMYW TV
  • 33:08 - Should We Consider Long Term Care Insurance and Protecting Our Assets with an Irrevocable Trust? (Suzi & Peter, San Diego)
  • 39:23 - Can I Do a Backdoor Roth After a Re-characterization? (Jason, NOLA)
  • 43:42 - Spitball My Early Retirement Plan & the Rule of 55 (Scott, CO)
  • 52:29 - The Derails

Retirement Investing, Roth Conversion Pros & Cons: YMYW Best of 2023 - 46309 Jan 202401:11:00

We're revisiting your favorite Your Money, Your Wealth topics and Derails of 2023 in this Roth and retirement investing mega-episode. Safe investing when you're risk averse, mutual funds vs. ETFs, stable value funds, and estimating retirement income needs when you're a young saver with a pension made the YMYW best of 2023 on the investing side. On the Roth side, what to do when there's too much money in your traditional IRA, whether Roth conversions are really as good as they sound, and who's right about the Roth conversion strategy, our listener or his advisor?

Timestamps:

  • 01:05 - How to Safely Invest and Protect $400K When You're Risk Averse (Tyler, OH – voice - from episode 425, among YMYW most popular 2023 episodes on YouTube)
  • 07:43 - Stable Value Fund Vs. Brokerage Account for Living Expenses? (Sharon, Waukesha - voice - from episode 424, among YMYW most popular 2023 episodes on Apple Podcasts)
  • 17:02 - Mutual Funds vs. ETFs in a Tax-Advantaged Account? (Midwestfabs, St Paul, MN from episode 420, among YMYW most popular 2023 episodes on Spotify)
  • 23:40 - How Should Young Savers Invest Pensions and Estimate Retirement Income Needs? (Adam, Oregon - from episode 413, among YMYW most popular 2023 episodes on Spotify)
  • 29:43 - I'm Not Sure Roth Conversions Are as Good as They Sound! (Christine, Seattle - from episode 440, among YMYW most popular 2023 episodes on Apple Podcasts)
  • 39:31 - Who's Right About My Roth Conversion Strategy, Me or My Financial Advisor? (Brad, Sarasota, FL - from episode 409, published at the end of 2022, but one of our 2023 top viewed on YouTube)
  • 49:17 - We Have Too Much in Traditional IRA. How's Our Roth Conversion Plan? (Kelly, Idaho - from episode 423, among YMYW most popular 2023 episodes on YouTube)
  • 01:00:59 - The Best YMYW Derails of 2023

Access this week's free financial resources in the podcast show notes at https://bit.ly/ymyw-463


Can You Retire Early at Age 50 or 60? - 46202 Jan 202400:38:40

Can Clark Kent's dad in Hutchinson, Kansas retire at age 50? Will Devin in South Carolina be fat and happy or cutting calories if he retires at 59 and a half? Can Scott Magic in Idaho retire to a good and simple life at age 60? Gina and her wife are 52 and 58. Can they retire in four years, and how much should they be putting in their Roth accounts? Plus, Frenchie in Maine needs a spitball on a Roth conversion strategy with Canadian retirement funds, and Andi shares what she knows about target date funds.

Timestamps:

  • 00:49 - Can Superman's Dad Retire at Age 50? (Martha Kent, Hutchinson, KS)
  • 07:23 - Can We Retire to a Good Simple Life at Age 60? (Scott Magic, ID)
  • 14:12 - Fat & Happy in Retirement or Cutting Calories at Age 59 and a Half? (Devin, SC)
  • 20:56 - We're 52 and 58. Can We Retire in 4 Years? How Much Should We Put in Roth? (Gina, WA)
  • 28:06 - Canadian Retirement Roth Conversion Strategy? Target Date Funds? (Frenchie, Maine)
  • 37:06 - The Derails

Access this week's free financial resources in the podcast show notes at https://bit.ly/ymyw-462

  • EASIretirement.com free retirement calculator
  • Episode Transcript
  • Ask Joe & Big Al On Air for your Retirement Spitball Analysis

Roth & Retirement Spitball, Insurance, and the Origins of YMYW - 46126 Dec 202300:40:33

Spitballing on early retirement and Roth conversions to finish 2023. How can Jack and Diane (no, the other, other Jack and Diane, these are the ones in Rochester, MN) bridge the gap to retirement at age 61? Can Michael in San Diego do a Roth conversion without it impacting his taxes? Plus, what should "the Flintstones" do with their whole life insurance policies? What spitballs of wisdom do the fellas have for Michael, who is "benefit-less" in Kansas City, MO? Then, we wrap up the final episode of the year with the YMYW origin story.

Timestamps:

  • 00:48 - How to Bridge the Gap to Retirement at Age 61? (Jack & Diane, Rochester, MN)
  • 06:04 - Can I Convert to Roth Without Impacting My Taxes? (Michael, San Diego)
  • 10:22 - What to Do with Whole Life Insurance Policies? (Wilma & Fred Flintstone)
  • 16:55 - Financial Strategies for the "Benefitless" (Michael, Kansas City, MO)
  • 23:46 - The Origins of YMYW
  • 36:14 - The Derails

Access this week's free financial resources in the podcast show notes at https://bit.ly/ymyw-461

  • The Complete Roth Papers Package
  • Financial New Year's Resolutions: Tips for Getting Your Finances in Order
  • The Economy, Currencies, Stocks, and 2024: End of Year Market Update webinar
  • Episode Transcript
  • Ask Joe & Big Al On Air for your Retirement Spitball Analysis

How to Invest: Bonds, CDs, and Roth Conversions - 46019 Dec 202300:47:14

Joe and Big Al spitball on investing in index funds, bonds, CDs, treasuries, annuities, net unrealized appreciation on company stock, and where to park cash right now. Plus, how do taxes, Roth conversions or the Mega Backdoor Roth, and donor advised funds factor into those investing strategies? Will and Debbie in Gettysburg are investing an inheritance, LJ in Philly and Jane want the fellas' take on the pros and cons of various safe investments, Roger and Jessica in Cowtown Ft. Worth need four different financial spitballs, and should M.E. in Atlanta do a Roth conversion and put money in a donor-advised fund in the same year? But first, Dianna in Spotsylvania needs an investing plan for her 86-year-old Mom.

Timestamps:

  • 00:57 - Investment Spitball for 86yo Mom: Index Funds? Roth IRA and Conversions? (Dianna from Spotsylvania, Virginia)
  • 05:57 - How Should I Invest My Inheritance? (Will and Debbie, Gettysburg, PA)
  • 14:12 - How's My Laddered CD Investing Strategy? (LJ, Philly)
  • 17:07 - Tax on Treasuries vs. CDs vs. Annuity: Where to Park Cash Right Now? (Jane)
  • 22:27 - NUA Company Stock, De-Risking With Bonds, & Mega Backdoor Roth (Roger & Jessica, Ft. Worth)
  • 34:13 - Donor Advised Fund and Roth Conversion in the Same Year? (M.E., Atlanta)
  • 40:54 - The Derails

Access this week's free financial resources in the podcast show notes at https://bit.ly/ymyw-460

  • Top 10 Tax Tips Guide (limited time offer - download by this Friday!)
  • 10 Tax-Cutting Moves to Make Now - YMYW TV
  • Investing Basics Guide
  • 10 Steps to Improve Investing Success
  • Episode Transcript
  • Ask Joe & Big Al On Air for your Retirement Spitball Analysis

Advisor Touts 8% Returns, But Says I Can Only Withdraw 4%?! - 45912 Dec 202300:51:58

Do financial advisors have some secret blood handshake that they'll all claim they can get you 8 percent returns, but then tell their clients they can only withdraw 4 percent in retirement? That's Mark in Minnesota's question today on YMYW. Plus, should Matthew in Seattle quit the DIY approach to his finances and hire a fee-based financial planner? What do Joe and Big Al think about Steven in Connecticut's "opposite of sequence of returns risk" strategy for retirement withdrawals and "bonuses"? Can listener Joe have an active and comfortable retirement at age 62? Elle in Los Angeles needs some spitballing on contributing to traditional or Roth 401k, student loans, and the potential tax benefits for paying mother in law for babysitting. The fellas also answer some more last-minute year-end tax questions for George, and for Chuck in Idaho. But first, Mike in CO gets priority with his voice message about tax loss harvesting.

Timestamps:

  • 01:08 - Any Reason Not to Do Tax Loss Harvesting? (Mike, Steamboat Springs, Colorado - voice)
  • 05:46 - Should I Switch from DIY to a Fee-Based Financial Planner? (Matthew, Seattle, WA)
  • 16:00 - If Advisor Touts 8% Returns, Why Can I Only Withdraw 4%? (Mark, MN)
  • 24:49 - 3% Retirement Withdrawals + Bonuses = Opposite of Sequence of Returns Risk? (Steven, CT)
  • 31:05 - Can I Have an Active and Comfortable Retirement at Age 62? (Joe)
  • 36:35 - 401k Vs Roth 401k Contributions, Student Loans, and Babysitting Tax Benefit (Elle, Los Angeles)
  • 41:16 - When to Pay Taxes on a 2023 Roth Conversion? (George)
  • 43:26 - Cost Basis: First In First Out to Minimize Taxes? (Chuck, ID)
  • 47:27 - The Derails

Access this week's free financial resources in the podcast show notes at https://bit.ly/ymyw-459

  • EASI Retirement Spitball Analysis: YMYW TV
  • EASIretirement.com Free Retirement Calculator
  • 6 Secrets to Bigger Tax Savings from Your Nonprofit Donations: YMYW TV
  • Tax-Smart Charitable Giving Guide
  • Episode Transcript
  • Ask Joe & Big Al On Air for your Retirement Spitball Analysis

Retirement Spending and Timing Your Mortgage Payoff - 45805 Dec 202300:49:56

Should Brian in Binghamton, New York pay off his mortgage for a guaranteed 6% return? How bad did Steve in Pittsburgh screw up his retirement, and can he afford to buy a new house away from his a-hole neighbors? Can Susan and her husband in Cape Canaveral Florida retire in a year and a half and should they pay off their mortgage? And how can Edith and Archie in Kansas maximize Roth Conversions and factor paying off the mortgage into their retirement spending strategy? Plus, Steve and Marcia in Indiana and Florida wonder about their retirement spending and whether they should collect Social Security now or wait until age 70, and should Sunny D in Arizona keep potential withdrawals in cash or sell investments as needed to satisfy required minimum distributions (RMDs)? We kick things off with Shelly's voicemail about investing the proceeds from the sale of a business.

Timestamps:

  • 00:58 - How to Invest $1M From the Sale of a Business? (Shelly - voice)
  • 06:55 - RMDs: Keep Potential Withdrawals in Cash or Sell Investments as Needed? (Sunny D, AZ)
  • 10:00 - Pay Off Mortgage for Guaranteed 6% Return? (Brian, Binghamton, NY)
  • 15:52 - How Bad Did I Screw Up My Retirement? Can I Afford to Buy a New House? (Steve, Pittsburgh)
  • 21:40 - Can We Retire in 1.5 Years? Should We Pay Off the Mortgage (Susan, Cape Canaveral, FL)
  • 32:14 - How to Maximize Roth Conversions While Spending From Our Portfolio and Paying Off the Mortgage (Archie & Edith, KS)
  • 39:39 - Retirement Spending and Collecting Social Security Now or Wait to Age 70? (Steve & Marcia, Indiana & Florida)
  • 47:56 - The Derails

Access this week's free financial resources in the podcast show notes at https://bit.ly/ymyw-458

  • Withdrawal Strategies Guide
  • Free Financial Assessment
  • Episode Transcript
  • Ask Joe & Big Al On Air for your Retirement Spitball Analysis

How to Cut Your Taxes Before Year-End - 45728 Nov 202300:49:41

Last-minute tax questions answered: should Brad in Wahoo, NE save to his regular 401(k) instead of his Roth 401(k) so he can claim the American Opportunity Tax Credit? Should Jennifer and Zeke in NY set up a Roth IRA and file taxes for their 13-year-old that's got some earned income? Does Cindy in San Diego have to report her Medicare Advantage over-the-counter medication benefit on her taxes? And should our buddy Carl Spackler wait until the new year to deposit his rollover check? Plus, Em in FL needs ideas for moving her Mom from a low-cost-of-living area to a high-cost-of-living area, Wannabe Landlord wonders about creating an LLC for his real estate, and can CJ in FL and IN report pro-rated real estate expenses on schedule E? Finally, the 5-year rule on Roth withdrawals once again, this time for Brutus Buckeye, and Bruce from Joisey is back, this time he wants to pay cash for a car.

Timestamps:

  • 01:08 - American Opportunity Tax Credit and Other Tax Strategies (Brad, Wahoo, NE)
  • 05:07 - Tax Filing for 13-Year-Old With Earned Income (Jennifer & Zeke, NY state)
  • 09:47 - HSA: The Last Month Rule for Health Savings Accounts (JZ, New York)
  • 13:01 - Income Tax and Sales Tax Explained (Cindy, San Diego - North County)
  • 16:23 - Deposit Rollover Check After New Year to Avoid the Pro-Rata Rule? (Carl Spackler, FL)
  • 21:12 - Strategies for Mom to Move from LCOL to HCOL Area (Em, FL)
  • 26:28 - LLC For Real Estate Investment Properties? (Wannabe Landlord)
  • 28:28 - How to Report Pro-Rated Real Estate Expenses on Taxes (CJ, Florida & Indiana)
  • 32:22 - 5-Year Roth IRA Withdrawal Rule - Sigh (Brutus Buckeye, Columbus, OH)
  • 37:41 - Should I Pay Cash for a Car? (Bruce, Joisey)
  • 43:15 - The Derails

Access this week's free financial resources in the podcast show notes at https://bit.ly/ymyw-457

  • Reduce Your 2023 Taxes With These End-of-Year Tax Planning Strategies (free on-demand webinar)
  • End-of-Year Tax Strategies Guide
  • DIY Retirement Guide (LIMITED TIME OFFER! Download by Friday, Dec. 1, 2023!)
  • Episode Transcript
  • Ask Joe & Big Al On Air for your Retirement Spitball Analysis

How to Bridge the Gap to Retirement Income: Pension Spitball - 45621 Nov 202300:55:29

Planning to retire early? Joe and Big Al spitball on bridging the gap to your retirement income when there's a pension in the mix, today on Your Money, Your Wealth® podcast 456. Manley and his wife are in their early 50s and have teacher's pensions. Can they retire in 2 and a half, or even one and a half years? Can Bucky in the Midwest retire in 2024, and can Henry Karl Kittensburg III retire in about 3 years, with all the milk his heart desires? How should Paul in Houston choose his pension options for early retirement? Is Greg in Southern California's CalSTRS teacher's pension enough for his retirement? Keaton Money in Colorado needs the fellas to help him decide between his pension's fringe benefits and brokerage account returns, and big Paw in a mid-Atlantic state asks for a spitball on how to reduce taxes on an impending headcount reduction lump sum payout.

Timestamps:

  • 00:58 - Early 50s, Teacher's Pensions. Can We Retire Early in 1.5 or 2.5 Years? (Manley, Nashville)
  • 08:17 - How to Choose Pension Options for Early Retirement (Paul, Houston, TX)
  • 18:25 - Is CalSTRS Teacher's Pension Enough in Retirement? (Greg, Southern California)
  • 22:02 - Am I In Good Shape to Retire in 2024? (Bucky from the Midwest)
  • 23:32 - Pension Fringe Benefits vs. Brokerage Account Returns (Keaton Money, CO)
  • 32:00 - Can We Retire at Age 59? (Henry Karl Kittensburg III, Western OH)
  • 40:42 - How to Reduce Taxes On a Headcount Reduction Retirement Lump Sum Payout? (Big Paw, mid-Atlantic state)
  • 50:50 - The Derails

Access this week's free financial resources in the podcast show notes at https://bit.ly/ymyw-456

  • Retirement Income Strategies Guide
  • EASIretirement.com free retirement calculator
  • Episode Transcript
  • Ask Joe & Big Al On Air for your Retirement Spitball Analysis

Rising Costs and Retirement Unknowns? Here's What to Do - 56703 Feb 202600:50:13

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)

REQUEST your Retirement Spitball Analysis

DOWNLOAD more free guides

READ financial blogs

WATCH educational videos

SUBSCRIBE to the YMYW Newsletter

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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

Can High Earners Fund a Roth IRA Without Paying More Tax? - 45514 Nov 202300:53:51

Steve & Sharon in Minnesota are high earners - can they get more money into their Roth IRA without paying more tax? Should Fred in western New York do Roth conversions before required minimum distributions kick in? If Mike in Utah saves on healthcare premiums now, will that mean large RMDs and tax bills for him later? Should Mark in Maryland do a backdoor Roth after maxing out his 401(k)? And should Joseph in Kansas contribute to his new employer's traditional or Roth 401(k)?

Timestamps:

  • 00:49 - Should We Do Roth Conversions Before RMDs Kick In? (Fred, western NY)
  • 10:22 - Will Saving on Healthcare Premiums Now Mean Large RMDs and Tax Bills Later? (Mike, UT)
  • 19:36 - Where to Invest After Maxing Out 401(k)? Backdoor Roth? (Mark, MD)
  • 28:04 - How to Get More into Roth Without Paying More Tax? (Steve & Sharon, Roseville, MN)
  • 39:24 - Roth 401(k) or Traditional 401(k) With New Employer? (Joseph from Wichita, KS)
  • 47:08 - The Derails

Access this week's free financial resources in the podcast show notes at https://bit.ly/ymyw-455

  • End-of-Year Tax Planning Webinar - live and free, tomorrow Nov 15, 2023, 12pm Pacific, 3pm Eastern - register now!
  • How to Build a Recession-Proof Portfolio - YMYW TV
  • Recession Protection Guide - free download
  • Episode Transcript
  • Ask Joe & Big Al On Air for your Retirement Spitball Analysis

Is Our Retirement Savings Enough to Ever Retire? - 45407 Nov 202300:44:45

Will Ron and Candy in Connecticut ever be able to retire, and are Bruce and Selina in Philly saving enough to retire? That's today on Your Money, Your Wealth® podcast 454 with Joe Anderson, CFP® and Big Al Clopine, CPA. Plus, are Pebbles and Bam Bam in Kentuckystone missing anything when it comes to using their brokerage account to pay Roth Conversion taxes? And Susan in San Diego is 55, spends about $36K a year, and has almost a million saved - can she retire yet? And finally, our buddy Will knows he shouldn't time the market, but….

Timestamps:

  • 00:50 - Will We Ever Be Able to Retire? (Ron, CT)
  • 09:54 - Are We Saving Enough to Retire? (Bruce and Selina, Philadelphia)
  • 17:36 - What Am I Missing? Brokerage Account Spitball (Pebbles & Bam Bam, Kentuckystone)
  • 27:05 - Nearly $1M at 55, Spending $36k/Year: Can I Retire Early? (Susan, San Diego)
  • 31:36 - I Know We Shouldn't Time the Market, But… (Will)
  • 40:46 - The Derails

Access this week's free financial resources in the podcast show notes at https://bit.ly/ymyw-454

  • How to Cruise Into Your Retirement - YMYW TV
  • Cruising Into Retirement Checklist - download by this Friday!
  • EASIretirement.com free retirement calculator
  • Episode Transcript
  • Ask Joe & Big Al On Air for your Retirement Spitball Analysis

No Retirement Advice or Recommendations, Just Spitballing - 45331 Oct 202300:41:32

Can Jessie and Becky in Iowa retire now at age 52? Should Robert and his wife file their taxes separately, to pay less tax on their required minimum distributions? Can Joe and Al validate Mike in Minnesota's retirement plan, and does a backdoor Roth make sense for him? How in the world will Mike in New York be able to retire at a reasonable age? And what will retirement income look like for Marty in San Diego? Just spitballs here, no retirement advice!

Timestamps:

  • 00:49 - Can We Retire Now at Age 52? (Jessie and Becky, IA)
  • 10:09 - Should We File Taxes Separately to Minimize Taxes on RMDs? (Robert)
  • 19:56 - Validate Our Retirement Plan: Does a Backdoor Roth Make Sense? (Mike, MN)
  • 25:11 - How in the World Am I Going to Retire at a Reasonable Age? (Mike, Utica, NY)
  • 29:19 - What Will Our Retirement Income Look Like? (Marty, San Diego)
  • 35:06 - The Derails

Access this week's free financial resources in the podcast show notes at https://bit.ly/ymyw-453

  • Retirement Readiness Guide - free download
  • Retirement Pop Quiz - how well do you know retirement?
  • EASIRetirement.com - free retirement calculator
  • Episode Transcript
  • Ask Joe & Big Al On Air for your Retirement Spitball Analysis

Why Would a Tax Advisor Discourage 529 Plan College Savings? - 45224 Oct 202300:39:59

Why does Becca in Florida's advisor "poo-poo" her strategy for funding 529 plans for education? Keith, commenting on Spotify, wants to know about reimbursing yourself from a 529 plan for the scholarship amount used for education without penalty, and Wendy way up in New York wants to know if she should use retirement funds to pay for college and home renovations. Plus, what are the pros and cons of starting Roth conversions for Renee in Wisconsin, and is she on track for retirement? Will the IRS penalize Dan in Michigan for not paying Roth conversion tax in January? With the 5-year Roth clock, how does compounding interest work when Aaron in Ohio changes custodians? And Kirk in Iowa wonders how the Affordable Care Act tax credit works with dependents.

Timestamps:

  • 00:55 - Why Doesn't My Financial Advisor Want Me to Fund 529 Plans? (Becca, FL)
  • 08:19 - Is 529 Plan Self-Reimbursement for Scholarships Okay? (Keith)
  • 10:22 - Should We Use Retirement Funds to Pay for College and Home Renovations? (Wendy, way up in north NY)
  • 18:11 - Pros and Cons of Starting Roth Conversions: Are We On Track for Retirement? (Renee, WI)
  • 28:58 - Is the IRS Going to Penalize Me For Not Paying Roth Conversion Tax in January? (Dan, Milford, MI)
  • 30:38 - Roth 5-Year Clock: Compounding Interest on Rolled Over Retirement Accounts (Aaron, OH)
  • 32:19 - How Does the Affordable Care Act Tax Credit Work with Dependents? (Kirk, IA)
  • 37:11 - The Derails

Access this week's free financial resources in the podcast show notes at https://bit.ly/ymyw-452

  • ABCs of College Funding - free download
  • Money Saving Tips fro Funding College - YMYW TV
  • How to Save for Education; 529 Plan, Coverdell, Prepaid Tuition and More - on-demand webinar
  • Episode Transcript
  • Ask Joe & Big Al On Air for your Retirement Spitball Analysis

Mega Backdoor Roth Conversion 5-Year Rule and Bond Investing - 45117 Oct 202300:42:50

Should Jim in New Jersey do the YMYW-infamous Megatron (the Mega Backdoor Roth IRA) or use his Roth 401(k) - and how can he keep bonds out of his Roth accounts? Joe and Big Al discuss the January first start date when it comes to the 5-year rule on Roth conversions for Nancy in Wisconsin, and they spitball on those Roth clocks for withdrawals and tax-efficient investments for Johnny Mercer in Savannah, GA, who also wants to know the pros and cons of bonds vs. bond funds vs. CDs. Plus, should Brad in St. Louis incorporate bonds into his investment portfolio, given the fact that he will have pensions and Social Security providing 5 streams of fixed income in retirement?

Timestamps:

  • 00:58 - The Megatron: Mega Backdoor Roth IRA vs. Roth 401(k) (Jim, NJ)
  • 14:42 - 5-Year Rule on Roth Conversions: How Does January First Default Start Date Apply? (Nancy, WI)
  • 19:43 - 5-Year Rule on Roth Conversions vs. Tax-Efficient Investments, Bond Funds Vs. Bonds Vs. CDs (Johnny Mercer, Savannah, GA)
  • 32:42 - What's the Best Strategy for Incorporating Bonds into Our Retirement Portfolio? (Brad, St. Louis)
  • 40:09 - The Derails

Access this week's free financial resources in the podcast show notes at https://bit.ly/ymyw-451

  • Complete Roth Papers Package - includes the Roth Basics Guide, the 5-Year Rules for Roth IRA Withdrawals, and the Ultimate Guide to Roth IRAs
  • 10 Steps to Improve Investing Success
  • Investing Basics Guide
  • Episode Transcript
  • Ask Joe & Big Al On Air for your Retirement Spitball Analysis

Retirement Withdrawals: What's a Safe Distribution Rate? - 45010 Oct 202300:35:10

How much can you safely spend in retirement? Is the four percent rule outdated? Joe and Big Al spitball on a safe retirement distribution rate for those in the 55-60 age range for Clay in Ohio. They also spitball on withdrawal rates when there's a pension in the mix for Jonny and June in the Bay Area of California, and for William in Maryland, who is concerned he might be exposing himself to sequence of returns risk by spending too much in early retirement. Plus, when does Dan have to take required minimum distributions from the IRA he inherited from his Dad in 2021? Finally, Wayne in San Diego wants to know how to protect his bank accounts from FedNow, the Federal Reserve's new peer-to-peer payment system.

Timestamps:

  • 00:53 - What's a Safe Retirement Distribution Rate? (Clay, OH)
  • 07:57 - Can We Retire at Ages 50 and 48? (Johnny & June, East Bay, CA)
  • 19:01 - Spitball My Retirement Withdrawal Rate (William, MD)
  • 24:50 - When Am I Required to Take Money From My Inherited IRA? (Dan)
  • 28:54 - How to Protect Money From FedNow? (Wayne, San Diego)
  • 32:37 - The Derails

Access this week's free financial resources in the podcast show notes at https://bit.ly/ymyw-450

  • Withdrawal Strategy Guide - free download
  • Withdrawal Trap Doors: How to Avoid Them! YMYW TV
  • Episode Transcript
  • Ask Joe & Big Al On Air for your Retirement Spitball Analysis

What To Do With Your Employer-Sponsored Retirement Plan? - 44903 Oct 202300:44:53

What should Martin do about his outrageously fee-heavy 403(b) plan? Should EF hedge his pre-tax non-qualified 415 excess plan? What should Max do with his old TIAA plan, and what are the pros and cons of a cash balance defined benefit plan for self-employed people like Brent Money? Plus, Mike needs Joe and Big Al's spitball on the highly compensated employee rule and excess 401(k) contributions, and the fellas explain how employee stock purchase plans are taxed for Big Cheese Bob the Tomato.

Timestamps:

  • 00:55 - What to Do About My Outrageous Fee-Heavy 403(b)? (Martin, Miami, FL)
  • 05:56 - Should I Hedge My Pre-Tax Non-Qualified 415 Excess Plan? (EF, Kansas)
  • 14:25 - What to Do With My Old TIAA Retirement Plan? (Max, Seattle)
  • 24:29 - Highly Compensated Employee Rule and Excess 401(k) Contributions (Mike, Castleton, NY)
  • 29:16 - How Are Employee Stock Purchase Plans (ESPP) Taxed? (Big Cheese/Bob the Tomato)
  • 32:26 - Cash Balance Plans Pros and Cons for Self-Employed (Brent Money, Bennington, NE)
  • 40:52 - The Derails

Access this week's free financial resources in the podcast show notes at https://bit.ly/ymyw-449

  • Investing Basics Guide - free download
  • Financial Boot Camp: Investing Basics - new from YMYW TV
  • Episode Transcript
  • Ask Joe & Big Al On Air for your Retirement Spitball Analysis

Low Mortgage Interest Rate vs. Future Gains: Is Trading Up Worth It? - 44826 Sep 202300:46:56

Coach Dobber and his wife in Edina, Minnesota have a low mortgage interest rate and a decent amount of home equity. Should they put that equity to work and take the risk on buying a higher value home at a reduced price, even if it means a much higher interest rate and higher monthly payments too? Plus, Joe and Big Al spitball for Adam, in the birthplace of aviation, on the taxation of passive rental income, and capital gains from his portfolio and the sale of his business, prior to his early retirement. They also spitball for Charles in Idaho, on taxes on the sale of his mother-in-law's house. And should Dan's wife and business co-owner retire from the business and take Social Security Disability? And will Social Security be reduced for everyone? Steve in Vegas has a cautionary tale to tell.

Timestamps:

  • 00:55 - Stay With a Low Mortgage Rate, or Buy Up at a Reduced Price? (Coach Dobber, Edina, MN)
  • 16:10 - Early Retirement Taxes on Rental Income and Capital Gains? (Adam, Dayton, OH)
  • 24:55 - How to Figure Taxes on Sale of Mom's House (Charles, ID)
  • 29:47 - Should Spouse and Business Co-Owner with Alzheimer's Retire and Take Social Security Disability? (Dan, Midwest USA)
  • 36:04 - Will Social Security Be Reduced for Everyone? A Cautionary Tale (Steve, Las Vegas)
  • 44:17 - The Derails

Access this week's free financial resources in the podcast show notes at https://bit.ly/ymyw-448

  • 2023 Key Financial Data Guide
  • EASIRetirement.com - new free retirement calculator!
  • Social Security Handbook
  • Episode Transcript
  • Ask Joe & Big Al On Air for your Retirement Spitball Analysis

Can You Shorten Your Working Years? - 44719 Sep 202300:40:35

Can Sven and Olga in Minnesota shorten their working years? Should PJ in Michigan take his pension lump sum or the annuity payments, and should he maintain an aggressive asset allocation in retirement? Plus, the fellas spitball early retirement strategies for Joe in Massachusetts and Nick in California, and they discuss how to tell the difference between post-tax contributions and pre-tax funds converted to Roth at tax time for Victor.

Timestamps:

  • 00:45 - Can We Shorten Our Working Years? (Sven & Olga, MN)
  • 07:50 - Pension Lump Sum or Annuity? Aggressive Asset Allocation in Retirement? (PJ, Michigan)
  • 23:31 - Can We Retire at Ages 55 and 52? (Joe, MA)
  • 29:54 - Help Me Spitball Some Retirement Goals (Nick, CA)
  • 35:07 - Post-Tax Contributions and Pre-Tax Funds Converted: How to Tell the Difference? (Victor)
  • 39:40 - The Derails

Access this week's free financial resources in the podcast show notes at https://bit.ly/ymyw-447

  • Retirement Income Strategies Guide
  • Register for the Investing 101 webinar, Wednesday, Sept 27, 12pm PT
  • Episode Transcript
  • Ask Joe & Big Al On Air for your Retirement Spitball Analysis

DIY Early Retirement Planning - 44612 Sep 202300:36:14

Should Jackson and Elsa from Wyoming fire their financial advisors and shop for lower fees, or switch to do-it-yourself financial planning? Can 34-year-old Bob in Texas retire early at 50, and what's the best way for him to put an extra $30K to work? How much should 35-year-old Matthew in the middle of nowhere Wisconsin be saving for retirement in pre-tax accounts vs. post-tax accounts? And finally, should Michelle in Minnesota leave excess education savings in a 529 plan or move it to a Roth IRA?

Timestamps:

  • 00:58 - Should We Fire Our Advisors and Go DIY or Shop for Lower Fees? (Jackson & Elsa, WY)
  • 11:51 - Can We Retire at Age 50? Best Way to Put Extra $30K to Work? (Bob, TX)
  • 19:51 - How Much Should We Save for Retirement Pre-Tax vs. Post-Tax? (Matthew, Middle of Nowhere, WI)
  • 28:27 - Excess 529 Plan College Savings: Leave it or Move it to Roth? (Michelle, MN)
  • 35:34 - The Derails

Access this week's free financial resources in the podcast show notes at https://bit.ly/ymyw-446

  • DIY Retirement Guide - limited time offer, download by Friday 9/15/23!
  • EASIRetirement.com - free retirement calculator
  • Episode Transcript
  • Ask Joe & Big Al On Air for your Retirement Spitball Analysis

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

REQUEST your Retirement Spitball Analysis

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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

Market Timing, Pension, & Roth Conversion Retirement Spitball - 44505 Sep 202300:40:32

How will a diet COLA on a pension affect retirement plans for Joe and Barb in Tulsa? Percy in South Carolina has a pension too. He's timing the market, but should he change his investing strategy as he approaches retirement? Plus, Michael in Virginia needs ideas to fund a custodial Roth IRA for his 3-year-old and 2-month-old kids, and Rocco in NYC catches Big Al on capital gains exclusions. But first, will scary future events mean Michelle in San Diego will have to pay more tax and the highest possible Medicare premiums?

Timestamps:

  • 00:44 - Will Scary Future Events Mean Paying More Tax and Highest Medicare Premiums? (Michelle, San Diego)
  • 10:46 - Market Timing, Pension & Roth Retirement Spitball (Percy, North Myrtle Beach, SC)
  • 18:34 - FERS & Military Pension Diet COLA Retirement Spitball (Joe and Barb, Tulsa, OK)
  • 26:49 - Can I Employ My 3-Year-Old and 2-Month-Old Kids to Fund a Custodial Roth IRA? (Michael, VA)
  • 29:38 - Capital Gains Exclusion: Both Members of a Married Couple Need to Be on Title? (Rocco, NYC)
  • 35:16 - COMMENT: Semi-Retired at 65 (Jetta Jay from Raleigh)
  • 39:00 - The Derails

Access this week's free financial resources in the podcast show notes at https://bit.ly/ymyw-445

  • EASIRetirement.com - new free retirement calculator!
  • Retirement Rescue Plan - Your Money, Your Wealth TV
  • Retirement Rescue Guide - limited-time offer, download by Friday 9/8/23
  • Episode Transcript
  • Ask Joe & Big Al On Air

What Are the Rules for Taking Money From a Roth IRA? - 44429 Aug 202300:35:59

Charles has had it with Joe and Big Al stumbling through the Roth 5-year rules, so he explains to Joe and Big Al, once and for all, the rules for withdrawing money from a Roth IRA. Plus, is Shane missing any retirement risks before he retires early at age 55? Nick wants to know if employers are required to adopt all of the provisions in the SECURE Act 2.0, or if they can pick and choose which to implement, like they can with the rule of 55? Plus, how can Stew offset huge capital gains on the sale of an inherited house, and we revisit whether George can move investments in-kind from an inherited trust to a brokerage account.

Timestamps:

  • 01:57 - Roth IRA 5-Year Rules for Withdrawals Explained (Charles)
  • 10:39 - Any Retirement Risks I'm Missing Before I Retire at Age 55? (Shane, Chester County, PA)
  • 16:42 - Do Employers Have to Adopt All of SECURE 2.0? (Nick, OH)
  • 21:10 - How to Offset Huge Capital Gains Taxes on the Sale of an Inherited House? (Stew, Clairemont)
  • 25:49 - Can I Move Investments In-Kind From Inherited Trust to Brokerage Account? (George, KS - from ep. 433)
  • 34:02 - The Derails

Access this week's free financial resources in the podcast show notes at https://bit.ly/ymyw-444

  • EASIRetirement.com - new free retirement calculator!
  • 5-Year Rules for Roth IRA Withdrawals Guide - free download
  • SECURE Act 2.0 Guide - free download
  • 6th Annual YMYW Podcast Survey - one randomly-chosen participant will win a $100 Amazon e-gift card!
  • Episode Transcript
  • Ask Joe & Big Al On Air for your Retirement Spitball Analysis

Spitballing Retirement and Social Security for Worst Case Scenarios - 44322 Aug 202300:50:48

Harsh realities of life can very quickly change your retirement plans and your entire financial future. In this episode, Joe and Big Al spitball on dealing with these realities. What financial strategies can they suggest for William and his 33-year-old wife, who has metastatic breast cancer? Debbie and Emily each experienced the unexpected sudden passing of their partners. Is it possible to minimize the capital gains tax on Debbie's son's inheritance, and can Emily retire in a year? Josie has lousy longevity in her family and wants to plan for the worst case scenario of dying before her husband. Alfred is 81 and concerned that he's going to run out of money before he runs out of time, and Richard has a sobering story that changed his thoughts about when to collect Social Security. Finally, Irene is subject to the Government Pension Offset (GPO) - can she withdraw the money she paid into Social Security?

Timestamps:

  • 01:03 - Financial Strategies for the Young and Disabled (William, TX)
  • 08:16 - How to Minimize Son's Capital Gains Tax on Inheritance (Debbie, HI)
  • 14:37 - Can I Quit Work in a Year? Should I Do Roth Conversions? (Emily, Rochester, MN)
  • 20:22 - Worst Case Scenario Retirement Spitball Analysis (Josie, Atlanta)
  • 28:45 - Are We Going to Run Out of Money? How Much Can We Safely Withdraw? (Alfred Pennyworth)
  • 32:35 - Life Lesson on When to Take Social Security (Richard)
  • 40:15 - Can I Withdraw the $17,000 I Paid into Social Security? (Irene, Bremerton, WA)
  • 46:00 - The Derails

Access this week's free financial resources in the podcast show notes at https://bit.ly/ymyw-443:

  • Estate Planning Organizer - free download
  • Social Security Handbook - free download
  • 6th Annual YMYW Podcast Survey - one randomly-chosen participant will win a $100 Amazon e-gift card!
  • Episode Transcript
  • Ask Joe & Big Al On Air for your Retirement Spitball Analysis

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