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Explore every episode of the podcast A Smarter Way To Retire with Tony Leonardi, CFP®

Dive into the complete episode list for A Smarter Way To Retire with Tony Leonardi, CFP®. 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
September Tax Planning 2026: Don’t Wait Until December for RMDs, Roths & IRMAA11 sept. 202600:12:09

December 31 is the deadline. September is when the work should get done.

In this episode of A Smarter Way to Retire, Tony Leonardi, CFP®, walks through why last-minute IRA withdrawals and Roth conversions can create April tax surprises — and Medicare IRMAA surcharges two years later. We use ahypothetical couple, Tom and Diane, to show what a napkin calculation misses: gains already taken, RMDs still due, and IRMAA cliffs.

What we cover:
• Why 2026 income can affect 2028 Medicare premiums
• How to build a year-to-date income picture before adding more taxable income
• RMD timing, including first-year delays that can stack two withdrawals
• QCDs for 2026 (limit $111,000 per person) and why paperwork should start now
• Roth conversions as a full-year decision, not a December reflex
• Tax-loss harvesting in taxable accounts before year-end
• Why DIY spreadsheets often miss the combined tax, RMD, and IRMAA effect

Book a complimentary 15-minute Fit Call:
https://calendly.com/anthony-leonardi-leonardifwc/retirement

Free Roth IRA Conversion Playbook (2026 Edition):
https://www.fmgwebsites.com/d54859da-0e12-4038-be06-9bd78dad323b/roth-ira-conversion-playbook-2026-edition

Smart Tax Shield Legacy Playbook:
https://www.fmgwebsites.com/d54859da-0e12-4038-be06-9bd78dad323b/smart-tax-shield-legacy-playbook

Website and disclosures:
https://www.leonardifamilywealthcare.com

Listen on Apple Podcasts:
https://podcasts.apple.com/us/podcast/a-smarter-way-to-retire/id1793796703

Listen on Spotify:
https://open.spotify.com/show/643N9lbuQYiXXc188Rb1z8

Subscribe for weekly retirement income planning, tax-efficient retirementstrategies, and Social Security / RMD education.

#RetirementPlanning #TaxEfficientRetirement #RothConversion #RMD #IRMAA #QCD#RetirementIncomePlanning #CFP #ASmarterWayToRetire

Please see LeonardiFamilyWealthcare.com for full disclosures. Educationalcontent only. Not tax, legal, or personalized investment advice.

 

End-of-Summer Money Check-In: Are You Still On Track for 2026?07 sept. 202600:11:04

Labor Day weekend is the unofficial end of summer — and a useful moment to check whether 2026 is still on track.

Tony Leonardi, CFP®, covers summer spending, cash reserves, and a simple four-part review of income, spending,investments, and taxes.

Enjoy the barbecue, then make one adjustment for fall if you need it.

Next week: year-end tax planning.

Don’t Leave Your IRA to Your Kids… Do This Instead | Tax-Efficient Retirement Legacy Planning28 août 202600:15:05

Leaving a large traditional IRA to your kids can be one ofthe most expensive retirement mistakes a family makes. In this episode of *A Smarter Way to Retire*, Tony Leonardi, CFP®, explains the difference betweenthe tax you pay on withdrawals during your lifetime and the tax your heirs may pay on the remaining pre-tax balance under the 10-year rule.

 

A traditional IRA is tax-deferred, not tax-free. You pay taxon what you take out. What is still in the account at death is still pre-tax —and most non-spouse heirs generally must empty that remaining balance within 10 years.

 

If you have a sizable IRA or 401(k) you don’t need to spend,this episode will change how you think about Leave-On assets, inherited IRAs, and tax-efficient legacy planning.

 

You’ll learn: 

• Why inherited traditional IRAs do not get a step-up inbasis 

• How the 10-year rule can push your kids into higher taxbrackets 

• The difference between Live-On assets and Leave-Onassets 

• Why you usually cannot maximize tax savings for yourselfand your heirs at the same time 

• 4 strategies that may help: spend the IRA first, Rothconversions, distribute and reinvest, and the Smart Legacy Tax Shield 

 

Example discussed: a $1.5 million IRA that grows to about$2.1 million — with a potential tax bill of $700,000 to $850,000 for the next generation.

 

Free resources: 

📘 Book: *A Smarter Way toRetire* — https://www.leonardifamilywealthcare.com 

📘 Smart Tax Shield LegacyPlaybook — https://www.leonardifamilywealthcare.com 

📘 Roth IRA ConversionPlaybook, 2026 Edition —https://www.leonardifamilywealthcare.com/roth-ira-conversion-playbook 

 

Want to see how much of your portfolio is Live-On vsLeave-On? Book a complimentary 15-minute call and Smart Retirement Model (while calendar openings last): 

https://www.leonardifamilywealthcare.com 

 

Listen on Apple Podcasts: 

https://podcasts.apple.com/us/podcast/a-smarter-way-to-retire/id1793796703 

 

Listen on Spotify: 

https://open.spotify.com/show/643N9lbuQYiXXc188Rb1z8 

 

Subscribe for weekly retirement income planning,tax-efficient retirement strategies, and legacy planning. 

Please refer to the website for full disclosures andadditional resources.

 

#RetirementPlanning #TaxEfficientRetirement #InheritedIRA#RothConversion #EstatePlanning #CFP #ASmarterWayToRetire #LegacyPlanning #RMD#WealthPreservation

 

This content is for educational purposes only and should notbe considered tax, legal, or investment advice. Life insurance and annuitiesare long-term products subject to underwriting and the claims-paying ability ofthe issuing company. Results vary based on individual circumstances.

Reverse Dollar Cost Averaging & The 50/100 Rule21 août 202600:12:30

Once you retire, investing becomes a differentgame. Market drops no longer help you buy more shares — they force you to sell more shares.

Combined with the 50/100 Rule, early volatility can permanently damage a retirement plan.

In this episode, Tony Leonardi explains the twoforces working against retirees and what you can do about them.

Stress-Testing Your 3-Bucket Retirement Plan14 août 202600:11:10

Most retirement plans look fine when everything goes smoothly. Real life rarely does.

In this episode of A Smarter Way to Retire, Tony Leonardi walks through how to stress-test a three-bucket retirement income plan against the challenges that actually show up:

• Sequence of returns risk in the early years

• Higher inflation

•Longevity (living into your 90s or beyond)

• Elevated spending periods

• Asset allocation inside each bucket

• Combined stresses

You’ll also get a quick review of the three buckets and see why this structure is built with difficult conditions in mind.

Timestamps:

0:00 – Introduction & garden update

1:45 – Quick review of the 3-bucket approach

4:30 – Why stress-testing matters

6:15 – Key scenarios we test

11:40 – How the three buckets respond under stress

14:20 – Practical example

16:30 – What to do with the results

18:00 – Next steps & Smart Retirement Model

Want to see how your own plan holds up? Book a complimentary 15-minutecall: LeonardiFamilyWealthcare.com

#RetirementPlanning #ThreeBucketStrategy #SequenceOfReturns#RetirementIncome #TonyLeonardiCFP

Withdrawal Strategies from the 3 Retirement Buckets | How to Take Income the Smart Way07 août 202600:14:40

How should you actually withdraw money from your retirement savings once you stop working?

 

In this episode, I walk through practical withdrawalstrategies using the three-bucket retirement income approach. You’ll learn:

 

- Why you should generally spend from Bucket 1 first 

- How to refill Bucket 1 without increasing risk 

- The “slow drip” method using dividends and interest 

- Why Bucket 3 should usually be protected 

- How tax location fits into the three-bucket framework 

- Common withdrawal mistakes that can quietly damage aplan 

 

This is the natural follow-up to last week’s episode on howto invest each of the three buckets.

 

If you’d like to see how this strategy could work with yourown numbers, I’m offering to build your Smart Retirement Model at no cost or obligation while openings remain. 

 

Book a quick call here:https://www.leonardifamilywealthcare.com

 

Subscribe for weekly retirement planning insights. 

There really is a smarter way to retire.

 

#RetirementIncome #RetirementPlanning #ThreeBucketStrategy#SequenceOfReturns #TonyLeonardiCFP

Why You Shouldn’t Invest All Your Retirement Money the Same Way01 août 202600:12:22

Once you’ve organized your retirement savings into threebuckets, the next important question is how to invest the money *inside* each one.

 

In this episode, Tony Leonardi, CFP® explains why a singleallocation (like 60/40 or 70/30) applied to your entire portfolio often fallsshort — and how matching investment strategy to the job of each bucket cancreate a more intentional approach.

 

You’ll learn:

- Why investing *in* retirement is different from investing*for* retirement

- How the Early Retirement Income Bucket is generallyinvested more conservatively for stability and availability

- Why the Longer-Term Live On Bucket often uses a balancedor moderately growth-oriented mix

- How the Leave On Bucket can support a higher growthallocation due to its longer time horizon

- Key principles and common mistakes when applying amulti-bucket investment approach

 

This discussion is high-level and educational. The rightinvestment mix depends on individual circumstances, risk tolerance, time horizon, and overall plan. Actual investment decisions should be made as part of a coordinated strategy with your advisor.

 

**Free Resources:**

- Take the Smart Retirement Strategy Quiz:LeonardiFamilyWealthcare.com/quiz

- Download the Roth IRA Conversion Playbook (Free)

- Download the Smart Tax Shield Legacy Playbook (Free)

 

**Timestamps:** 

00:00 – Introduction & Series Recap 

01:41 – Keeping the Discussion High-Level 

03:05 – The Common Mistake of One-Size-Fits-AllAllocations 

04:18 – Why the 3-Bucket Framework Helps 

04:47 – Bucket 1: Early Retirement Income Bucket 

06:48 – Bucket 2: Longer-Term Live On Bucket 

08:55 – Bucket 3: Leave On Bucket 

10:35 – Key Principles for Investing Across the Buckets 

12:22 – Common Mistakes to Avoid 

13:43 – The Role of Financial Modeling 

14:23 – Quiz, Playbooks & Next Steps

 

If you’d like to explore how a three-bucket investmentapproach might apply to your situation, you can book a complimentary 15-minutecall at LeonardiFamilyWealthcare.com.

 

Please refer to the website for full disclosures andadditional resources.

 

#RetirementPlanning #3BucketStrategy #AssetAllocation#RetirementInvesting #SmartRetirement

 

How to Fund Your 3 Retirement Buckets Tax-Efficiently24 juil. 202600:13:53

Once you’ve organized your retirement savings into three buckets, the next important step is learning how to fund them in a tax-efficient way.

In this episode, Tony Leonardi, CFP® explains how to strategically fill each of the three buckets — the Early Retirement Income Bucket, the Longer-TermLive On Bucket, and the Leave On Bucket — while considering taxes, RMDs, IRMAA, and legacy planning.

You’ll learn:

-Why the best way to fund each bucket depends on your specific situation

-When it makes sense to use taxable vs. tax-deferred accounts in Bucket 1

-How to use Roth conversions and strategic withdrawals in Bucket 2

-Why Bucket 3 is often ideal for Roth conversions and legacy strategies

Free Resources:

-Take the Smart Retirement Strategy Quiz:LeonardiFamilyWealthcare.com/quiz

-Download the Roth IRA Conversion Playbook (Free)

-Download the Smart Tax Shield Legacy Playbook (Free)


    Timestamps: 00:00 – Introduction & 3-Bucket Recap 02:17 – Refining TaxWithdrawal Strategies
    04:47 – Bucket 1: Early Retirement Income Bucket Funding09:21 – Bucket 2: Longer-Term Live On Bucket Strategies 12:37 – Bucket 3: Leave On Bucket & Legacy Planning 14:18 – Key Principles for Tax-EfficientFunding
    16:44 – Why Personalization Matters + CTA

If you’d like help building and funding your own 3-bucket retirement plan, book a complimentary 15-minute call at LeonardiFamilyWealthcare.com.

#RetirementPlanning #TaxEfficientRetirement #3BucketStrategy#RothConversions #SmartRetirement

The 3-Bucket Retirement Strategy Most People Are Missing17 juil. 202600:10:42

Most people only think about two buckets of retirement money— what they’ll spend and what they’ll leave to their kids. But there’s a critical third bucket that can make a significant difference, especially in the early years of retirement.

 

In this episode, Tony Leonardi, CFP® explains why adding an**Early Retirement Income Bucket** (designed to cover the first 3–5 years of retirement spending) can be helpful for **helping to protect** against Sequenceof Returns Risk.

 

You’ll learn:

- Why the traditional two-bucket approach is often notenough

- How Sequence of Returns Risk can impact early retirement

- The purpose of the Early Retirement Income Bucket

- How the 3-bucket system gives you better clarity andstructure

 

This episode builds on our conversation about Live On vsLeave On assets and introduces a practical framework for the early years of retirement.

 

Free Resources:

- Take the Smart Retirement Strategy Quiz →LeonardiFamilyWealthcare.com/quiz

- Book a complimentary Smart Retirement Model call

 

If you’re within 5 years of retirement or recently retired,this is an episode you won’t want to miss.

 

#RetirementPlanning #SequenceOfReturns #3BucketStrategy#EarlyRetirement

How to Handle Long-Term Care Without Paralyzing Your Retirement Plan10 juil. 202600:08:47

Many people know long-term care is expensive and that theymight need it one day, but they haven’t actually addressed it in their retirement plan. As a result, the concern often lingers in the background like a dark cloud.

 

In this episode, Tony Leonardi, CFP® explains how to stopavoiding the issue and start dealing with it practically using the Live On vs Leave On framework.

 

You’ll learn:

- Why leaving long-term care unaddressed creates unnecessarystress

- How to quantify the potential cost of care

- Three realistic ways to handle long-term care:Self-insuring with Leave On assets, Traditional long-term care insurance, andHybrid (asset-based) policies

- The pros and cons of each approach and how they impactyour overall plan

 

If you’ve been putting off long-term care planning becauseit feels overwhelming, this episode will help you think about it more clearly and make a conscious decision.

 

**Free Resources:**

- Take the Smart Retirement Strategy Quiz:LeonardiFamilyWealthcare.com/quiz

- Download the Roth IRA Conversion Playbook and Smart TaxShield Legacy Playbook (free on our website)

 

**Timestamps:**

00:00 – Introduction 

01:45 – Why Long-Term Care Planning Often Gets Ignored 

04:20 – Step 1: Quantify the Potential Cost 

06:10 – Option 1: Self-Insuring with Leave On Assets 

08:45 – Option 2: Traditional Long-Term Care Insurance 

11:20 – Option 3: Hybrid / Asset-Based Policies 

14:30 – Final Thoughts & Smart Retirement Model Offer

 

If you have substantial retirement savings and want helprunning the numbers on long-term care, book a complimentary 15-minute call atLeonardiFamilyWealthcare.com.

 

#LongTermCare #RetirementPlanning #LiveOnVsLeaveOn#TaxStrategy #LegacyPlanning

How to Structure Your Retirement Savings for Both You and Your Heirs29 juin 202600:36:34

Most retirees make one costly mistake — they treat all their retirement savings the same way. But not all retirement dollars have the same purpose.

In this webinar, Tony Leonardi, CFP®, explains the critical distinction between Live On Assets (money you’ll spend during retirement) and Leave On Assets (money intended for your children and grandchildren).

You’ll learn:

-Roth IRA Conversion Playbook (2026 Edition)

-Smart Tax Shield Legacy Playbook

-Smart Retirement Strategy Quiz (18 unique retireeprofiles)

Free Resources Mentioned:

    -Roth IRA Conversion Playbook (2026 Edition)

-Smart Tax Shield Legacy Playbook

-Smart Retirement Strategy Quiz (18 unique retireeprofiles)

    All available for free at LeonardiFamilyWealthcare.com

Timestamps: 00:00 – Introduction & Agenda

02:30 – The Costly Mistake Most Retirees Make

05:45 – Live On vs Leave On Assets Explained

09:20 – How We Calculate Your Two Buckets

14:10 – Why This Distinction Matters (Taxes, Risk& Legacy)

20:40 – Real Client Examples ($1.5M and $4M Portfolios)

28:15 – Smart Strategies for Each Bucket

35:00 – The Smart Retirement Strategy Quiz38:20 – Complimentary Smart Retirement Model Offer

If you have substantial retirement savings and want a more personalized plan, book a quick 15-minute call with Tony at LeonardiFamilyWealthcare.com.

#RetirementPlanning #LiveOnVsLeaveOn #TaxStrategy #LegacyPlanning#RetirementLegacy #SmartRetirement

 

The $1.5 Million Retirement Trap Most Successful Savers Fall Into19 juin 202600:06:25

If you have $1.5 million or more in retirement accounts — and you don’t actually need all of it to live on comfortably — this episode is for you.

In this video, Tony Leonardi, CFP®, reveals the hidden problem that affects many successful savers: Without proper planning, the IRS can end up as one of your largest “heirs” — taking two bites at the same retirement savings.

You’ll learn:


-Why RMDs and the 10-year inherited IRA rule can cost your family hundreds of thousands (or more) in taxes

-The critical distinction between Live On assets (for you) and Leave On assets (for your heirs)

-How to structure your plan more intelligently for both your lifestyle and your legacy

Whether you have strong pension income, substantial non-retirement savings, or simply more in IRAs and 401(k)s than you need, this episode will show you how to avoid the common traps most successful savers fall into.

Take the Free Smart Retirement Strategy Quiz Discover which of the 18 retiree profiles best matches your situation: → LeonardiFamilyWealthcare.com/quiz

Free Guides Mentioned:

    -Roth IRA Conversion Playbook (2026 Edition)

-Smart Tax Shield Legacy Playbook

    Both available for free on my website.

Timestamps: 00:00 – Introduction: The $1.5M+ Retirement Trap

02:10 – Why the IRS Takes Two Bites at Your Savings

05:30 – Live On vs Leave On Assets Explained09:15 – Real Impact on You and Your Heirs

12:40 – The Smart Retirement StrategyQuiz

14:20 – Next Steps & Complimentary Smart Retirement Model Offer

If you have substantial retirement savings and want a smarter, more personalized plan, book a quick 15-minute call with me:LeonardiFamilyWealthcare.com

#RetirementPlanning #TaxStrategy #LegacyPlanning #SmartRetirement#HighNetWorth #RetirementTrap

The Smart Retirement Strategy Quiz – Which of the 18 Profiles Are You?12 juin 202600:08:40

Most retirement advice is too generic. That’s why I created the Smart Retirement Strategy Quiz — it identifies which of the 18 unique retiree profiles best matches your situation.

In this episode, Tony Leonardi, CFP® explains the four key questions behind the quiz and shares three common profiles so you can start thinking about where you fit.

You’ll learn:

Live On vs Leave On assets and why it matters

The “two bites” problem with inherited IRAs

How your tax focus, charitable goals, and concern about running out of money shape your ideal plan

Tailored resources based on your profile (including the Smart Tax Shield Legacy Playbook and Roth Conversion Playbook)

Take the free quiz here: https://form.typeform.com/to/jKGvC0CS

LeonardiFamilyWealthcare.com

Timestamps: 00:00 – Introduction to the Smart Retirement Strategy Quiz

01:30 – The Four Key Questions

04:20 – The Two Bites Problem

06:10 – Three Sample Profiles09:30 – What You’ll Get + Tailored Resources

11:45 – Next Steps & Smart Retirement Model Offer

#SmartRetirement #RetirementQuiz #RetirementPlanning #LiveOnVsLeaveOn#TaxStrategy

Trump Accounts for Kids: Everything Parents & Grandparents Need to Know in 202605 juin 202600:16:18

New in 2026 — Trump Accounts (Section 530A) give families apowerful way to save for children and grandchildren with tax-deferred growth and a $1,000 government seed contribution.

 

In this episode, Tony Leonardi, CFP® breaks down:

- Who qualifies and how to open an account

- Contribution limits and growth potential (including realnumbers at 6% and 7%)

- How Trump Accounts compare to 529 plans, UGMA/UTMA,brokerage accounts, and Roth IRAs

- Why grandparents should strongly consider this tool forgenerational wealth

 

Whether you’re a parent or grandparent, this is one of thebest new opportunities to give kids a financial head start.

 

**Timestamps:**

00:00 – Introduction to Trump Accounts

02:10 – Key Features & Eligibility

04:30 – How to Open an Account

07:45 – Growth Projections at 6% and 7%

12:20 – Comparison with 529s, UGMA, and Roth IRAs

17:00 – Action Steps & Modeling Offer

 

Ready to see how this fits into your family plan? Book afree 15-minute call and I’ll run your Smart Retirement Model.

 

Link: LeonardiFamilyWealthcare.com

 

#TrumpAccounts #Section530A #SavingForKids#GrandparentWealth #RetirementPlanning #FinancialPlanning

Charitable Lead Trusts: Reduce Estate Taxes While Supporting Charity29 mai 202600:07:07

If you have a large estate and want to support causes you care about while potentially reducing taxes for your children, a Charitable Lead Trust (CLT) may be worth exploring.

In this episode, Tony Leonardi, CFP®, breaks down how Charitable Lead Trusts work, who they’re best suited for, and how they can help reduce the taxable value of assets passed to the next generation.

You’ll learn:

How a CLT flips the traditional trust structure — paying charity first, then passing remaining assets to your heirs

A realistic example of a $42 million estate and how a CLT couldpotentially save $2M – $3.5M+ in estate taxes

Key advantages, risks, and important considerations before moving forward

Why this strategy is mainly an estate tax tool (not an income tax tool)

This is an advanced planning strategy — not for everyone — but it can bevery powerful for the right family.

Timestamps: 00:00 – Introduction to Charitable Lead Trusts 01:45 – How a CLT Works03:20 – Real Example: $42 Million Estate 06:10 – Potential Tax SavingsBreakdown 09:30 – Important Risks & Considerations 12:15 – Who ThisStrategy May Be Right For 14:00 – Next Steps & Smart Retirement Model Offer

If you're concerned about estate taxes and want to explore smarter ways to support charity while protecting your legacy, this episode is for you.

👉 Ready to see how strategies like thiscould impact your plan? Book a complimentary 15-minute call and I’ll build yourSmart Retirement Model at no cost or obligation: →LeonardiFamilyWealthcare.com

Free Resources: • Smart Tax Shield Legacy Playbook → • Roth IRA ConversionPlaybook 2026 → LeonardiFamilyWealthcare.com

#CharitableLeadTrust #EstateTaxPlanning #LegacyPlanning#RetirementPlanning #TaxStrategy #CFP

Charitable Remainder Trusts: Tax-Efficient Strategy for Appreciated Assets22 mai 202600:10:56

Tony Leonardi, CFP®, breaks down Charitable Remainder Trusts (CRTs) — an advanced planning strategy that may help individuals with appreciated assets potentially reduce capital gains taxes, generate lifetime income, and support charitable causes.

In this episode, Tony walks through how CRTs work, shares a detailed example of a business owner comparing an outright sale versus using a CRT, and discusses important considerations including irrevocability and whether thisstrategy is a fit for your situation.

This episode is designed for educational purposes. Any advanced planning strategy should be reviewed with your full advisory team.

Why Leave On Assets (Especially IRAs) Are So Tax-Inefficient – And Four Smarter Ways to Fix It15 mai 202600:14:47

If you don’t need your IRA for living expenses, it canbecome one of the most tax-inefficient assets to leave your children.

The IRS often takes two bites at the same dollars — once during your lifetime and again when your heirs are forced to withdraw over 10 years.

 

In this episode I show you the real cost with clear examplesand introduce four practical strategies under the Smart Legacy Tax Shield that let you pay tax once instead of twice.

 

Download the free Smart Tax Shield Legacy Playbook

Book your no-cost Smart Retirement Model session →LeonardiFamilyWealthcare.com

 

#LeaveOnAssets #SmartLegacyTaxShield #RMD #TaxPlanning#LegacyPlanning #SmartRetirement

How to Minimize Taxes on Your Live On Assets in Retirement08 mai 202600:12:49

Most retirees never separate their Live On assets (moneythey’ll spend) from their Leave On assets (money for heirs). This one mistake often leads to higher taxes, unnecessary risk, and a smaller legacy.

 

In this episode I walk through the simple way to calculatethe split and share the four most effective strategies to minimize taxes on the money you actually need to live on — including Roth conversions, QCDs, smart withdrawal sequencing, and proper asset allocation.

 

Download the free **Smart Tax Shield Legacy Playbook** →

Book your no-cost Smart Retirement Model session →LeonardiFamilyWealthcare.com

 

#LiveOnAssets #RetirementTaxPlanning #RMD #QCD#SmartRetirement

Live On vs Leave On Assets: The Most Important Distinction in Retirement Planning01 mai 202600:10:56

Last week we talked about paying tax once instead of twice.This week we go deeper: the critical difference between **Live On assets**(money you’ll spend) and **Leave On assets** (money for your heirs).

 

Most people treat all their retirement accounts the same way— but once you separate them into these two buckets, everything changes:investment strategy, tax planning, and withdrawal approach.

 

In this episode I show you:

- How to calculate your Live On vs Leave On split

- Why each bucket should be invested and taxed differently

- A real client example where separating the bucketsimproved their probability of success from 78% to 94%

 

If you have substantial retirement savings and some of thosedollars are intended for the next generation, this could be one of thehighest-leverage planning steps you can take.

 

Download the new **Smart Tax Shield Legacy Playbook** (free)– link in description 

Book your free Smart Retirement Model session →LeonardiFamilyWealthcare.com

 

#LiveOnVsLeaveOn #RetirementPlanning #AssetAllocation#TaxPlanning #LegacyPlanning #SmartRetirement

Smart Retirement Tax Planning: Pay Tax Once, Not Twice (2026)24 avr. 202600:07:40

Many retirees don’t need their RMD income, yet face double taxation — once during their lifetime and again when heirs inherit the account. In this episode, Tony Leonardi introduces the Smart Retirement Tax Shield and Smart Legacy Tax Shield — two strategies to pay tax once instead of twice. Includes real client examples with significant projected lifetime tax savings.

Download the free Smart Tax Shield Legacy Playbook and book your no-cost Smart Retirement Model at LeonardiFamilyWealthcare.com.

Retirement Income Solutions 2026: How to Turn Your Savings Into Income You Can’t Outlive17 avr. 202600:16:52

How do you turn your savings into reliable retirement incomethat lasts as long as you do? Tony Leonardi, CFP® breaks down the best retirement income solutions for 2026 — including the bucket approach, protected income layers, guardrails, and blending sources. Plus why a good financialmodel is essential. 

 

Free Roth IRA Conversion Playbook 2026 Edition: 

https://www.leonardifamilywealthcare.com/roth-ira-conversion-playbook 

 

Because there IS a Smarter Way to Retire. 

 

#RetirementIncomeSolutions #RetirementIncomePlanning#TaxEfficientRetirement #BucketApproach #ProtectedIncomeLayer#ConfidentRetirement #WealthPreservation

The 401(k) Tax Trap: Why Maxing Your 401k Can Backfire in Retirement10 avr. 202600:13:17

Maxing your 401(k) sounds smart — until the tax torpedo hitsin retirement.

Tony Leonardi, CFP® explains the three tax buckets, how Social Security taxation creates hidden spikes, and why balanced retirement income planning is essential for tax-efficient retirement and legacy protection. 

 

Timestamps: 

00:00 – The Trap Most Savers Fall Into 

03:00 – The Three Tax Buckets 

07:00 – The Most Valuable Planning Window 

11:00 – Actionable Takeaways 

 

Download my free Roth IRA Conversion Playbook 2026Edition: 

https://www.leonardifamilywealthcare.com/roth-ira-conversion-playbook 

 

Because there IS a Smarter Way to Retire. 

 

#401kTaxTrap #TaxEfficientRetirement#RetirementIncomePlanning #TaxTorpedo #RothConversions #WealthPreservation#ConfidentRetirement

Taxes and Roth Conversions 2026: 5 Strategies to Minimize Taxes in Retirement07 avr. 202600:44:24

Early April 2026 webinar recap: Tony Leonardi, CFP® shares 5powerful tax strategies — asset location, tax-efficient withdrawals, QCDs, Roth conversions, and tax-loss harvesting — to help you lower your tax bill and protect your legacy. 

 

Free Roth IRA Conversion Playbook 2026 Edition:leonardifamilywealthcare.com/roth-ira-conversion-playbook 

Free model build:calendly.com/anthony-leonardi-leonardifwc/15-minute-check-in-quick-questions-quick-answers 

 

Because there IS a Smarter Way to Retire. 

#TaxEfficientRetirement #RothConversions#RetirementIncomePlanning #QCDs #WealthPreservation #ConfidentRetirement

Longevity 2.0: – Don’t Outlive Your Money27 mars 202600:11:52

Living to 95 or 100 is more common than ever, but healthcarecosts can reach $315k+.

Tony Leonardi, CFP® explains why old rules fail, howHSAs and annuities help, and how modeling boosts success rates. 

 

Timestamps: 

00:00 – Intro & Longevity Reality 

01:00 – Why Old Rules No Longer Work 

04:00 – Real Client Story 

07:00 – Action Plan 

11:00 – Free Resources & Webinar 

 

Free Roth IRA Conversion Playbook 2026 Edition:leonardifamilywealthcare.com/roth-ira-conversion-playbook 

Free model build:calendly.com/anthony-leonardi-leonardifwc/15-minute-check-in-quick-questions-quick-answers 

 

Because there IS a Smarter Way to Retire. 

#LongevityRisk #TaxEfficientRetirement#RetirementIncomePlanning #HSAs #Annuities #ConfidentRetirement#WealthPreservation

Sequence of Returns Risk: Protect Your Retirement from Early Market Dips20 mars 202600:12:17

Sequence of returns risk can cut your retirement successrate by 50% if markets dip early.

Tony Leonardi, CFP® explains how to use AI modeling, income floors, and annuities for tax-efficient retirement andconfident income planning. 

 

Timestamps: 

00:00 – Intro & Why Sequence Risk Matters 

01:00 – What Sequence Risk Really Is 

04:00 – Real Client Stories 

08:00 – Action Plan 

12:00 – Free Resources 

 

Free Roth IRA Conversion Playbook 2026 Edition:leonardifamilywealthcare.com/roth-ira-conversion-playbook 

Free model build:calendly.com/anthony-leonardi-leonardifwc/15-minute-check-in-quick-questions-quick-answers 

 

Because there IS a Smarter Way to Retire. 

#SequenceOfReturnsRisk #TaxEfficientRetirement#RetirementIncomePlanning #ConfidentRetirement #WealthPreservation#RetirementFinancialAdvice

RMD Traps in 2026: Proactive Planning to Slash Taxes & Preserve Your Legacy13 mars 202600:16:13

RMDs in 2026 can quietly inflate taxes and erode yoursavings.

Tony Leonardi, CFP® explains how to use QCDs, Roth conversions, and modeling to stay under IRMAA thresholds, reduce lifetime taxes by 20–30%, andpreserve more for your family. 

 

Timestamps: 

00:00 – Intro & Why RMDs Matter Now 

01:00 – RMD Basics & Traps 

04:00 – Real Client Stories 

08:00 – Actionable Steps 

12:00 – Free Resources & Offer 

 

Free Comprehensive Guide: Roth IRA Conversion Playbook 2026Edition: leonardifamilywealthcare.com/roth-ira-conversion-playbook 

Free model build:calendly.com/anthony-leonardi-leonardifwc/15-minute-check-in-quick-questions-quick-answers 

 

Because there IS a Smarter Way to Retire. 

#RMDTraps #TaxEfficientRetirement #RetirementIncomePlanning#WealthPreservation #QCDs #LegacyPlanning #ConfidentRetirement

Ep 58 | Roth Conversions 2026: Strategic Tax Savings Deep Dive06 mars 202600:13:24

Tony Leonardi on Roth conversions: Pay low now vs. highlater.

Timing, modeling, examples for 20s–retirees.

Personal— not for everyone!

Free quiz + book: LeonardiFamilyWealthcare.com/quiz.

Because there IS a Smarter Way to Retire.

The Power of Financial Modeling for Smarter Retirement27 févr. 202600:12:53

Tony Leonardi kicks off Year 2 with a deep dive on financialmodeling—calculate success, optimize portfolios, Roths, Social Security & more.

Avoid sub-optimal guesses; free model offer!

Quiz + book:LeonardiFamilyWealthcare.com/quiz.


Because there IS a Smarter Way to Retire.

Past performance is no guarantee of future results. Diversification does not ensure against loss

1st Anniversary: Why Financial Models Are Essential for Retirement Strategies20 févr. 202600:13:04

Tony Leonardi, Certified Financial Planner professional celebrates 1 year on YouTube!

Recap strategies(Roth conversions, portfolios, longevity) & why financial models areessential—success rates, tax savings, legacy.

Updated for lower 2026 rates.

Free quiz + book: LeonardiFamilyWealthcare.com/quiz


Because there IS a Smarter Way to Retire.

Hearing Health & Retirement: The Health-Wealth Connection with Audiologist Dr. Lori Aleks13 févr. 202600:23:53

Tony Leonardi, CFP® interviews audiologist Dr. Lori Aleks onhow untreated hearing loss affects cognitive health, family communication, retirement quality, and costs.

Learn prevention, testing, modern hearing aidtechnology, and why early action is a smart financial move for longevity.

Contact Dr. Aleks: www.bestlifehearingcenter.com or (203) 735-4327. 

 

Free 2-min quiz + book:https://www.leonardifamilywealthcare.com/quiz 

15-min review:https://calendly.com/anthony-leonardi-leonardifwc/15-minute-check-in-quick-questions-quick-answers 

 

Because there IS a Smarter Way to Retire. 

#HearingHealth #RetirementPlanning #HealthWealthConnection#HearingLoss #CognitiveDecline #HSAs

Ep 53 | 5 Biggest Tax Updates for 2025 Filing in 202630 janv. 202600:12:13

Tony Leonardi, CFP® covers 5 key tax updates for 2025 (filed2026): inflation-driven bracket creep, Medicare IRMAA increases, RMD & 10-year rule, $15M estate exemption, crypto reporting.

Proactive moves like Roth conversions & QCDs to save thousands. Real stories.

Free quiz + book:LeonardiFamilyWealthcare.com/quiz.

Because there IS a Smarter Way to Retire.

Generational Wealth Transfer: Protect Your Legacy From Tax Traps23 janv. 202600:13:21

Tony Leonardi, CFP® on the $7 trillion wealth transfer:estate tax shockers, gift headaches, capital gains, IRA income tax, and the 10-year rule.

Proactive strategies: gifting, stepped-up basis, insurance.

Real mistakes & triumphs.

Free quiz + book: LeonardiFamilyWealthcare.com/quiz.

Because there IS a Smarter Way to Retire.

Build a Smarter Portfolio in 5 Steps: Modern Portfolio Theory & The Efficient Frontier16 janv. 202600:11:35

Diversification isn’t just “don’t put all your eggs in onebasket” — it’s Nobel Prize-winning math that can make your money work harder with less risk. 

 

In this week’s episode of A Smarter Way to Retire, we breakdown Modern Portfolio Theory, the Efficient Frontier, and how to build a portfolio that maximizes return for your risk level. 

 

Real client story: Dropped risk 33 % with the same expectedreturn. 

 

Listen now and see if your portfolio is efficient ↓ 

 

Take the free 2-min retirement quiz + get my book:https://www.leonardifamilywealthcare.com/quiz 

 

#ModernPortfolioTheory #EfficientFrontier#RetirementPlanning #ASmarterWayToRetire 

Optimal Portfolio Allocation: How Monte Carlo Finds Your Retirement Sweet Spot09 janv. 202600:14:59

Tony Leonardi, CFP® explores how Monte Carlo simulationshelp find the optimal portfolio allocation for higher Probability of Success.Discover the trade-off between Probability of Success and Safety Margin, why average returns aren't the whole story, and how to fix inefficient investments.

Free quiz + book at LeonardiFamilyWealthcare.com/quiz

Because there IS a Smarter Way to Retire. 

Ep 49 | Monte Carlo Simulations: Your Retirement’s Most Important Number02 janv. 202600:16:33

Tony Leonardi, CFP® dives deep into Monte Carlo simulations — the key metric that shows the % chance your money lasts as long as you do.

Discover why volatility timing matters more than average returns, and the strategies to improve your Probability of Success.

Free quiz + book: LeonardiFamilyWealthcare.com/quiz.

Because there IS a Smarter Way to Retire.

2025 Year in Review – Wins, Surprises, and What's Next in 202626 déc. 202500:14:31

Tony Leonardi reviews 2025’s biggest wins (permanent TCJA rates, age-75 RMDs, market patience) and surprises (AI explosion, IRMAA hits, semi-retirementtrend).

Listener favorites: RMD strategies, 3 buckets, Roth conversions.

Peek at 2026: inflation, Medicare rises, estate tweaks.

Free retirement readiness quiz + book:LeonardiFamilyWealthcare.com/quiz.

Last-Chance 2025 Moves: 5 Things to Do Before December 3119 déc. 202500:10:58

We’re one week from Christmas and two weeks from New Year’s— the perfect time for a few quiet financial wins.

 

Tony Leonardi, CFP® shares 5 last-chance 2025 moves you canstill make before the calendar flips: 

 

1. Max out retirement contributions (401(k), IRA, backdoorRoth) 

2. Harvest tax losses in taxable accounts 

3. Make charitable gifts (and set up QCDs for 2026) 

4. Double-check RMDs and inherited IRA deadlines 

5. Review beneficiary designations 

 

These quick actions can save thousands in taxes and give youa stronger start to 2026.

 

Take the free 2-minute retirement readiness quiz + getTony’s book instantly: 

https://LeonardiFamilyWealthcare.com/quiz

 

Book a complimentary 15-minute review: 

https://calendly.com/anthony-leonardi-leonardifwc/15-minute-check-in-quick-questions-quick-answers

 

Because there IS a Smarter Way to Retire.

 

Subscribe for weekly insights that help families acrossConnecticut and nationwide keep more of what they’ve earned.

 

#RetirementPlanning #YearEndMoves #TaxStrategy#RothConversion #FinancialFreedom

 

 

The Silent Retirement Killer That Can Wipe Out $1.8 Million (Sequence of Returns Risk Explained)12 déc. 202500:12:31

You've saved diligently for decades. Built up $1.8 million or more. Done everything right.

But there's ONE risk that can destroy your retirement in justa few years—and almost nobody talks about it.

In this episode of A Smarter Way to Retire, I break down sequence of returns risk using a real client story that will change how you think about retirement planning forever.

📊 What You'll Learn:

• Why volatility flips from friend to foe the day you retire

• How the same $1.8M portfolio can last until 95 OR run out at 82 (same returns, different sequence)• The exact math behind why one bad year early can cut 12+ years off your retirement

• 5 proven strategies to protect your portfolio from sequence risk

•Real results: How to reduce your failure rate from 22% to just 4%

⏱️ TIMESTAMPS: 0:00 - Introduction: The retirementrisk nobody discusses 1:15 - The $1.8 million nightmare (real client story)4:30 - Why volatility becomes your enemy in retirement 7:45 - The math thatshould keep you up at night 10:20

- Solution #1: Build a safe cash bucket 11:45- Solution #2: Flexible spending rules 13:10

- Solution #3: Dynamic withdrawalstrategies 14:30

- Solution #4: Strategic allocation shifts 15:50 - Solution#5: Income annuities for essentials 17:25 - Real results with guardrails inplace 19:00

- Action steps you can take today

🎁 FREE RESOURCES: 📋 Take my 2-Minute Retirement ReadinessQuiz + Get My Book Free: 👉 LeonardiFamilyWealthcare.com/quiz

📅 Schedule a Free 15-MinuteConsultation: 👉 LeonardiFamilyWealthcare.com


📚 RELATED VIDEOS: • Why Your IRAis the Worst Place to Die With Money: • How RMDs Can Destroy YourRetirement: • Building a Bear Market-Proof Portfolio:

💼 About Anthony Leonardi, CFP®:I'm a Certified Financial Planner™ professional based in Newtown, Connecticut,specializing in comprehensive retirement planning with a focus on tax efficiency, risk management, and sustainable income strategies.

📍 Leonardi Family Wealthcare Newtown,Connecticut 📧 Contact: LeonardiFamilyWealthcare.com

⚠️ IMPORTANT DISCLOSURE: This content is foreducational purposes only and should not be considered personalized investmentadvice. Every individual's financial situation is unique. Please consult with aqualified financial professional before making investment decisions.

#RetirementPlanning #SequenceOfReturnsRisk #FinancialPlanning#RetirementIncome #CFP #WealthManagement #RetirementStrategy #401k #IRA#BearMarket #MarketVolatility #RetirementTips #FinancialFreedom #NewtownCT#Connecticut

👍 If you found this valuable, pleaseLIKE and SUBSCRIBE for weekly retirement planning insights! 🔔 Hit the notification bell so younever miss an episode of A Smarter Way to Retire!

Your 401(k)/IRA = BEST place to save, WORST place to retire or die05 déc. 202500:21:11

Your 401(k)/IRA = BEST place to save, WORST place to retire or die.Discover why half your lifetime withdrawals could go to taxes + Medicare surcharges, and the exact 5-move playbook we use to cut that bill dramatically.

Real client stories + the 3-bucket framework that changes everything.

Because there IS a Smarter Way to Retire.

Why Your 401(k) and IRA Are the BEST Place to Save… and the WORST Place to Retire or Die

Most retirees are shocked to learn that roughly 50¢ of every dollar that leaves their retirement accounts over the next 30+ years could go to federal taxes and Medicare surcharges — unless they act.

In this episode Tony Leonardi, CFP® reveals:

• The $2.4 million client story that exposes the hidden tax trap

• Why the IRS becomes your silent partner in retirement

• The simple 3-bucket framework that can save hundreds ofthousands (or more)

• The exact 5-move playbook being used right now withfamilies nationwide

Timestamps

00:00 – The shocking truth about your retirement accounts

02:10 – Mike & Linda’s $2.4M wake-up call

07:40 – The 3-Bucket Framework explained

12:20 – The 5-Move Playbook in action

17:30 – John & Susan’s real results after 5 years

Take the free 2-minute quiz + get Tony’s book: https://www.leonardifamilywealthcare.com/quiz

Book a complimentary 15-minute review: https://calendly.com/anthony-leonardi-leonardifwc/15-minute-check-in-quick-questions-quick-answers

Because there IS a Smarter Way to Retire.

6 RMD Strategies That Save My Clients $100k+ (You’ll Wish You Knew #5 Sooner)28 nov. 202500:23:00

If RMDs are coming (or already here), these 6 moves can save you tens or even hundreds of thousands.

Tony covers QCDs, the new age-75 Roth window,fill-the-bracket conversions, smart market timing, turning RMDs into tax-free legacy with life insurance, and NUA for company stock.

#RMD #RothConversion #RetirementPlanning #TaxStrategy#ConnecticutFinancialPlanner

Required Minimum Distributions: The Fundamentals Every Retiree Must Know21 nov. 202500:34:52

Turning 73 this year? Then Required Minimum Distributions are about to become a major part of your financial life—whether you're ready or not.

I'm Tony Leonardi, CFP®, and in this episode of A Smarter Way to Retire, I'm breaking down everything you need to know about RMDs: what they are, when they start, how to calculate them, and the seven most common mistakes that can trigger a 25% penalty.

IN THIS EPISODE:

  • What RMDs are and why the IRS requires them (1:00)
  • When RMDs start—and the December 31st birthday rule (5:00)
  • The April 1st trap that creates a double RMD year (5:00)
  • How to calculate your RMD step-by-step (9:00)
  • The brutal 25% penalty for missing your deadline (12:00)
  • Seven critical mistakes people make with RMDs (14:00)
  • Real stories: John's $50K mistake, Sarah's forgotten 401(k), Mike's inherited IRA surprise (20:00)
  • Your action plan based on your age (23:00)

KEY TAKEAWAYS:

✓ RMDs start at age 73 for most people✓ Your first RMD can be delayed until April 1—but this usually backfires✓ You CAN aggregate IRAs but CANNOT aggregate 401(k)s✓ Missing an RMD triggers a 25% penalty (reduced to 10% if corrected within 2 years)✓ If you're age 60-72, this is your golden planning window

I've been helping families with retirement planning for over 30 years, and I've seen people lose thousands from simple RMD mistakes. The good news? They're all 100% avoidable.

RESOURCES MENTIONED:

  • Free RMD Checklist: LeonardiFamilyWealthcare.com
  • IRS Uniform Lifetime Table
  • Book: A Smarter Way to Retire: 10 Steps Towards a Confident Financial Future

COMING NEXT WEEK: Episode 2 - Advanced RMD Strategies: QCDs, tax planning, and how RMDs interact with Social Security and Medicare.

If you found this helpful, please rate and review the show. It helps other people find this information when they need it most.

Plan smart. Retire happy.

CONNECT WITH TONY:

  • Website: LeonardiFamilyWealthcare.com
  • Instagram: @TonyLeonardiCFP
  • Book: A Smarter Way to Retire (available on Amazon)
  • Schedule a consultation: LeonardiFamilyWealthcare.com

DISCLAIMER: This podcast is for educational and informational purposes only and should not be considered financial, tax, or legal advice. Every individual's situation is unique. Please consult with a qualified financial advisor, CPA, and attorney before making any financial decisions. Tony Leonardi is a registered investment advisor. Full disclosures available at LeonardiFamilyWealthcare.com.

retirement planning, RMD, required minimum distributions, IRA, 401k, tax planning, financial planning, retirement mistakes, age 73, CFP, Tony Leonardi, Connecticut, retirement income, tax strategy

Business > Investing


Roth Conversions Deep Dive: The Complete Guide14 nov. 202500:22:12

Join Tony Leonardi, CFP® from Newtown, Connecticut, for a comprehensive Roth conversion masterclass recorded November 14, 2025.

After celebrating his birthday with fresh pasta and steaks over the firepit, Tony delivers the deep dive you've been requesting.

The Core Principle: Roth conversions only make sense if you anticipate being in a higher tax bracket in the future. Without a comprehensive financial model—your"crystal ball"—you're just guessing with six-figure decisions.

Who Should Convert: Early retirees with low-income years before RMDs, people expecting tax rate increases, large IRA balances facing massive future RMDs, those leavingmoney to heirs in peak earning years

Who Should Avoid Converting: Lower brackets in retirement, no cash for taxes, ACA subsidy recipients,near Medicare IRMAA thresholds ($103K single/$206K married), complex after-tax IRA basis situations

Step-by-Step Implementation (8 Steps): Financial modeling, conversion budget calculation, CPAcoordination, execution before Dec 31, tax payment strategy, estimated payments, five-year tracking, annual reviews

Critical Mistakes to Avoid: Converting without a plan, ignoring pro-rata rule, forgetting statetaxes, triggering IRMAA, thinking you can reverse, converting too much too fast, not having cash for taxes

Current Context: Tax Cuts and Jobs Act made permanent by July 2025 bill, 7 weeks left toexecute 2025 conversions, Medicare IRMAA thresholds, ACA subsidy impacts

Listen on Spotify, Apple Podcasts, or YouTube.

Visit LeonardiFamilyWealthcare.com for financial modeling and conversionanalysis, or download the 2025 Retirement Reset Checklist with Probability of Success Meter.

Year-End Tax Planning: 5 Strategies Before December 31st07 nov. 202500:19:59

Join Tony Leonardi, CFP® from Newtown, Connecticut, for a birthday special recorded November 7, 2025.

With eight weeks left in 2025, discover actionable year-end tax strategies that could save you thousands.

What You'll Learn:

    -How the One Big Beautiful Bill changed 2025 taxes ($31,500 standard deduction, senior bonus deductions)

-Tax loss harvesting to offset gains (including wash sale rule workarounds)

-Roth conversion sweet spots in November (with critical compliance notes on aggregation and pro-rata rules)

-Charitable giving optimization (QCDs up to $108K, bunching, donor-advised funds)

-Capital gains bracket management to harvest gains at 0% rate

-Quick year-end moves (401k, HSA, withholding, FSA)

Current 2025 Tax Context:

  • Standard deduction: $31,500 (married)/$15,750 (single)
  • Senior bonus deduction available for 65+ with income limits
  • 0% capital gains up to $96,700 (married)/$48,350 (single)
  • QCD limit: $108,000
  • 401(k) contribution: $23,500 ($34,750 for ages 60-63)

Key Strategies

  • Tax loss harvesting with real $40K gain offset example
  • Roth conversion bracket management (22% vs 32% example)
  • Donor-advised fund strategy that saved $90,000
  • 0% capital gains harvesting to reset cost basis

Listen on Spotify, Apple Podcasts, or YouTube.

Visit LeonardiFamilyWealthcare.com for year-end tax planning sessions, ordownload the 2025 Retirement Reset Checklist with Probability of Success Meter.

Required Minimum Distributions: The Halloween Special31 oct. 202500:20:52

Join Tony Leonardi, CFP® from Newtown, Connecticut, for aHalloween-themed deep dive into Required Minimum Distributions (RMDs).

Recorded October 31, 2025, this episode unmasks common RMD mistakes, explains current rules, and reveals sweet strategies like Qualified Charitable Distributions.

What You'll Learn:

-2025 RMD rules: Age 73 for those born 1951-1959, age 75 for 1960+

-Common mistakes that cost thousands (the double distribution trap, forgotten IRAs, inherited IRA changes)

-How to calculate your RMD and why it increases each year

-QCDs: Donate up to $108,000 tax-free to charity and satisfy your RMD

-Roth conversion strategies to reduce future RMDs

-The "first dollars out" rule and December 31st deadlines

Current Context:

-25% penalty for missed RMDs (10% if corrected within 2 years)

-Roth 401(k)s no longer require lifetime RMDs (as of 2024)

-New inherited IRA rules take effect in 2025

-QCD limit increased to $108,000 (indexed for inflation)

Key Strategies:

-Take first RMD by Dec 31 (not April 1) to avoid double distributions

-Use QCDs before other withdrawals to maximize tax benefits

-Convert to Roth between ages 59½-73 for tax savings

-Aggregate IRA RMDs (but not 401(k) RMDs)

Visit LeonardiFamilyWealthcare.com for the 2025 Retirement Reset Checklist with Probability of Success Meter, or book a complimentary consultation at LeonardiFamilyWealthcare.com/assessment.

The Art of Diversification: Why Your S&P 500 Fund Might Not Be Enough24 oct. 202500:19:18

Join Tony Leonardi, CFP® from Newtown, Connecticut, fresh from his family vacation in Florence, Italy, as he explores why traditional diversification strategies may no longer work. Recorded October 22, 2025, this episode revealshow the S&P 500's concentration in just five tech giants creates hidden risks for retirement portfolios.

Learn about sequence of returns risk—why the timing of market returns matters as much as average returns when you're taking withdrawals.

Discover practical strategies including asset class diversification, internationalexposure, alternative income sources, and rebalancing techniques.

Key Takeaways:

-Why the S&P 500 now effectively represents only 50 stocks

-How sequence of returns risk can derail retirement plans

-Practical diversification strategies for today's market

-Action steps to reduce portfolio concentration


Current Market Context:

-S&P 500 at record 6,736 with 30% in five companies

-Fed expected to cut rates to 3.50-3.75% by year-end

-10-year Treasury yield at 4.27%


Listen on Spotify, Apple Podcasts, or YouTube.

Visit LeonardiFamilyWealthcare.com for resources including the 2025Retirement Reset Checklist with Probability of Success Meter, or book a complimentary consultation at LeonardiFamilyWealthcare.com/assessment.

Legacy Planning: Pass Wealth Tax-Efficiently 17 oct. 202500:11:44

Join Tony Leonardi, CFP® and author of A Smarter Way to Retire, as he explores legacy and estate planning strategies to pass wealth smoothly.

Recorded in October 2025, this episode dives into how annual gifting ($19,000 exclusion), trusts, and other tools may help reduce taxes and probate costs.

Learn why planning can support control over your assets and align with your goals, from business succession to philanthropy.

Key Takeaways:

  • Discover how gifting and trusts may support tax efficiency.
  • Understand non-tax benefits like asset protection.
  • Get started with a complimentary consultation.

Listen on:

Visit LeonardiFamilyWealthcare.com or download the 2025 Retirement Reset Checklist for a Probability of Retirement Success meter. Subscribe and leave a review to join this journey!

Healthcare Planning for a Long Retirement | Tony Leonardi, CFP®10 oct. 202500:13:05

Hey everyone, it’s Tony Leonardi, CFP®!

Plan for healthcare costs with HSAs, Medigap, and our smart planning process.

Get a no cost e-book or complimentary consultation at LeonardiFamilyWealthcare.com.#RetirementPlanning Goditi il podcast di questa settimana!

Tax-Efficient Retirement: Save More with Roth & Gifting | Tony Leonardi, CFP®03 oct. 202500:19:25

Hey everyone, it’s Tony Leonardi, CFP®!

Discover tax-efficient retirement strategies to keep more of your wealth.

Learn Roth conversions, tax-loss harvesting, gifting ($19,000/person in 2025), and more with our smart planning software.

Book a complimentary consultation or get a nocost e-book at LeonardiFamilyWealthcare.com! #RetirementPlanning #TaxStrategies

Alternative Investments: Diversify Smart for a Confident Retirement26 sept. 202500:16:32

Hey, it’s Tony Leonardi, CFP®!

Learn how alternative investments like real estate & gold may help reduce portfolio volatility.

Get my no cost e-book at LeonardiFamilyWealthcare.com/ebook

or book a complimentary assessment!#RetirementPlanning

Longevity Planning: Retire to 100+ with Confidence | Tony Leonardi, CFP®19 sept. 202500:18:41

Hey everyone, it’s Tony Leonardi, CFP®! Plan for a 100+ retirement with healthcare ($315K+), HSAs, and long-term care strategies. Boost success to 90%+ with MoneyGuidePro. Get a no cost e-book or book a complimentary consultation at LeonardiFamilyWealthcare.com! #RetirementPlanning

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