A Smarter Way To Retire with Tony Leonardi, CFP®

PODCAST · business

A Smarter Way To Retire with Tony Leonardi, CFP®

A Smarter Way to Retire is your guide to building a confident financial future. Hosted by Tony Leonardi, CFP® this podcast breaks down the key steps to retirement planning in a clear, actionable way. Whether you’re approaching retirement or already there, you’ll get expert insights on financial modeling, wealth preservation, and making informed decisions for your future. Tune in for practical advice, thoughtful discussions, and a smarter way to retire.See website for full disclosures:www.LeonardiFamilyWealthcare.com

  1. 67

    Live On vs Leave On Assets: The Most Important Distinction in Retirement Planning

    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

  2. 66

    Smart Retirement Tax Planning: Pay Tax Once, Not Twice (2026)

    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.

  3. 65

    Retirement Income Solutions 2026: How to Turn Your Savings Into Income You Can’t Outlive

    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

  4. 64

    The 401(k) Tax Trap: Why Maxing Your 401k Can Backfire in Retirement

    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

  5. 63

    Taxes and Roth Conversions 2026: 5 Strategies to Minimize Taxes in Retirement

    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

  6. 62

    Longevity 2.0: – Don’t Outlive Your Money

    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

  7. 61

    Sequence of Returns Risk: Protect Your Retirement from Early Market Dips

    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

  8. 60

    RMD Traps in 2026: Proactive Planning to Slash Taxes & Preserve Your Legacy

    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

  9. 59

    Ep 58 | Roth Conversions 2026: Strategic Tax Savings Deep Dive

    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.

  10. 58

    The Power of Financial Modeling for Smarter Retirement

    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

  11. 57

    1st Anniversary: Why Financial Models Are Essential for Retirement Strategies

    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/quizBecause there IS a Smarter Way to Retire.

  12. 56

    Hearing Health & Retirement: The Health-Wealth Connection with Audiologist Dr. Lori Aleks

    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

  13. 55

    Ep 53 | 5 Biggest Tax Updates for 2025 Filing in 2026

    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.

  14. 54

    Generational Wealth Transfer: Protect Your Legacy From Tax Traps

    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.

  15. 53

    Build a Smarter Portfolio in 5 Steps: Modern Portfolio Theory & The Efficient Frontier

    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 

  16. 52

    Optimal Portfolio Allocation: How Monte Carlo Finds Your Retirement Sweet Spot

    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/quizBecause there IS a Smarter Way to Retire. 

  17. 51

    Ep 49 | Monte Carlo Simulations: Your Retirement’s Most Important Number

    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.

  18. 50

    2025 Year in Review – Wins, Surprises, and What's Next in 2026

    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.

  19. 49

    Last-Chance 2025 Moves: 5 Things to Do Before December 31

    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  

  20. 48

    The Silent Retirement Killer That Can Wipe Out $1.8 Million (Sequence of Returns Risk Explained)

    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!

  21. 47

    Your 401(k)/IRA = BEST place to save, WORST place to retire or die

    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 DieMost 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 nationwideTimestamps 00:00 – The shocking truth about your retirement accounts02:10 – 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 yearsTake the free 2-minute quiz + get Tony’s book: https://www.leonardifamilywealthcare.com/quizBook a complimentary 15-minute review: https://calendly.com/anthony-leonardi-leonardifwc/15-minute-check-in-quick-questions-quick-answersBecause there IS a Smarter Way to Retire.

  22. 46

    6 RMD Strategies That Save My Clients $100k+ (You’ll Wish You Knew #5 Sooner)

    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

  23. 45

    Required Minimum Distributions: The Fundamentals Every Retiree Must Know

    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 windowI'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.comIRS Uniform Lifetime TableBook: A Smarter Way to Retire: 10 Steps Towards a Confident Financial FutureCOMING 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.comInstagram: @TonyLeonardiCFPBook: A Smarter Way to Retire (available on Amazon)Schedule a consultation: LeonardiFamilyWealthcare.comDISCLAIMER: 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 strategyBusiness > Investing

  24. 44

    Roth Conversions Deep Dive: The Complete Guide

    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 yearsWho 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 situationsStep-by-Step Implementation (8 Steps): Financial modeling, conversion budget calculation, CPAcoordination, execution before Dec 31, tax payment strategy, estimated payments, five-year tracking, annual reviewsCritical 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 taxesCurrent Context: Tax Cuts and Jobs Act made permanent by July 2025 bill, 7 weeks left toexecute 2025 conversions, Medicare IRMAA thresholds, ACA subsidy impactsListen 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.

  25. 43

    Year-End Tax Planning: 5 Strategies Before December 31st

    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 limits0% capital gains up to $96,700 (married)/$48,350 (single)QCD limit: $108,000401(k) contribution: $23,500 ($34,750 for ages 60-63)Key StrategiesTax loss harvesting with real $40K gain offset exampleRoth conversion bracket management (22% vs 32% example)Donor-advised fund strategy that saved $90,0000% capital gains harvesting to reset cost basisListen 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.

  26. 42

    Required Minimum Distributions: The Halloween Special

    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 deadlinesCurrent 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.

  27. 41

    The Art of Diversification: Why Your S&P 500 Fund Might Not Be Enough

    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 concentrationCurrent 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.

  28. 40

    Legacy Planning: Pass Wealth Tax-Efficiently

    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:SpotifyApple PodcastsYouTubeVisit 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!

  29. 39

    Healthcare Planning for a Long Retirement | Tony Leonardi, CFP®

    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!

  30. 38

    Tax-Efficient Retirement: Save More with Roth & Gifting | Tony Leonardi, CFP®

    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

  31. 37

    Alternative Investments: Diversify Smart for a Confident Retirement

    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/ebookor book a complimentary assessment!#RetirementPlanning

  32. 36

    Longevity Planning: Retire to 100+ with Confidence | Tony Leonardi, CFP®

    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

  33. 35

    AI in Financial Planning: Boost Your Retirement Success

    Join Tony Leonardi, CFP® and author of A Smarter Way to Retire, to explore how AI revolutionizes financial planning.From real-time scenario analysis to personalized insights, learn how AI-powered tools like MoneyGuidePro help you achieve your retirement goals. Visit LeonardiFamilyWealthcare.comfor a no cost e-book or to book a Complimentary Consultation.#RetirementPlanning #AI #CFP

  34. 34

    The Great Wealth Transfer: Plan Your Legacy | A Smarter Way to Retire Ep. 32

    Join Tony Leonardi, CFP®, author of A Smarter Way to Retire,as he dives into the great wealth transfer—$84 trillion moving to younger generations by 2045. Learn how to plan your legacy with trusts, gifting, GRATs,QCDs, and more, using MoneyGuidePro to help ensure your retirement stays secure. Book a complimentary assessment at[LeonardiFamilyWealthcare.com](https://LeonardiFamilyWealthcare.com/?utm_source=podcast&utm_medium=youtube)and grab our 2025 Wealth Transfer Checklist. Subscribe for weekly retirementtips! #WealthTransfer #RetirementPlanning #CFP Tags: wealth transfer, legacy planning, retirement planning,MoneyGuidePro, trusts, gifting strategies, GRAT, QCD, donor-advised funds,family limited partnerships, CFP professional, high-net-worth retirement 

  35. 33

    Tax Planning for Retirees

    Anthony Leonardi, CFP®, reveals tax planning for retirees:Roth conversions, OBBBA’s $6,000 deduction, and MoneyGuidePro’s dynamic approach. Dow surged 850 points; markets mixed. Book a free assessment atLeonardiFamilyWealthcare.com/?utm_source=podcast&utm_medium=applepodcasts.Subscribe for weekly retirement insights! Next: great wealth transfer, September 5.

  36. 32

    New Schedule! Social Security Optimization & Market Update

    Join Anthony Leonardi, CFP®, author of A Smarter Way to Retire, for the launch of our new weekly schedule, startingwith Social Security optimization. Learn how to maximize benefits, avoid tax pitfalls, and leverage spousal strategies, with insights from MoneyGuidePro.Plus, a market update: Dow, S&P, and NASDAQ dipped, but bonds shine. Bookyour free retirement assessment at LeonardiFamilyWealthcare.com to boost yourplan’s success. Next up: tax planning on August 29! Subscribe now.(?utm_source=podcast&utm_medium=audio)

  37. 31

    CPI Report, Apple’s AI, Tariffs, and Retirement Planning

    Join Anthony Leonardi, CFP®, author of A Smarter Way to Retire, as he unpacks the July 2025 CPI report (headline CPI at 2.7%, core CPI at 3.1%), market swings, Apple’s AI push with Live Translation and a smarter Siri, and tariff tensions impacting stocks. Headline CPI tracks daily costs like gas, while core CPI signals long-term pressures like healthcare. Apple’s $500 billion AI investment drove a Nasdaq rally, but tariffs on India and the EU sparked volatility.Learn how to combat inflation with tax strategies,diversify investments, and stress-test your retirement with MoneyGuidePro.Book a consultation with Anthony Leonardi, CFP® professional, atCalendly.com/anthony-leonardi-leonardifwc and download the free 2025 Tax Planning Checklist at LeonardiFamilyWealthcare.com. Follow onInstagram/@TonyLeonardiCFP and Facebook/LeonardiFamilyWealthcare for tips.Subscribe for more retirement insights and plan smart to retire happy! Keywords: Retirement planning, CPI 2025, headline CPI, core CPI, Apple AI, tariffs, CFP professional

  38. 30

    Birth Rates, AI, Trade Deals, and Your Retirement Plan

    Join Anthony Leonardi, CFP®, author of A Smarter Way to Retire, as he explores how declining U.S. birth rates, medical factors like infertility, AI-driven job changes, new trade deals boosting U.S. manufacturing, and China’s one-child policy shift could impact your retirement. The U.S. birth rate hit1.6 kids per woman in 2024, below the 2.1 replacement rate, partly due to health issues like obesity and environmental chemicals. AI’s cutting jobs but also creating new roles and boosting productivity. Trade deals are driving investments like $100 billion for U.S. chip factories, promising250,000–500,000 jobs. Learn how to plan for a shrinking workforce, economicuncertainty, and growth opportunities with MoneyGuidePro. First 10 Connecticutresidents booking in August 2025 get a free retirement plan with Anthony Leonardi, CFP® professional. Book at Calendly.com/anthony-leonardi-leonardifwc and download our free 2025 Tax Planning Checklist at LeonardiFamilyWealthcare.com.Follow us on Instagram/@TonyLeonardiCFP and Facebook/LeonardiFamilyWealthcarefor weekly tips.Subscribe for more insights and plan smart to retire happy! Keywords: Retirement planning, declining birth rate, medical factors, AI job losses, AI productivity, trade deals, China one-child policy, manufacturing uptick, CFP professional, Connecticut retirement

  39. 29

    U.S.-EU Trade Deal: Boost Your Retirement in 2025

    The U.S.-EU trade deal, signed July 27, 2025, is a game-changer for your retirement! With 15% tariffs, $750B in energy sales, and $600B in business investments, it’s a blockbuster for energy and small-cap stocks. In this week’s A Smarter Way to Retire, CFP Anthony Leonardi unpacks how to leverage this deal for your portfolio. From ExxonMobil’s 3% jump to inflation risks,learn how to:-Ride energy and small-cap ETFs for growth.-Save $2,000–$4,000 with 2025 tax rates.-Hedge inflation with bonds or real estate.-Diversify globally with caution.Ignore noise and plan smart with MoneyGuidePro.Download our free 2025 Tax Planning Checklist to help secure your future. Follow us onInstagram/@TonyLeonardiCFP or Facebook/LeonardiFamilyWealthcare for weeklytips. Ready to retire smarter? Schedule a consultation today!Sources: Reuters, Dow Jones, MarketScreener, Bloomberg, DW News, The Guardian,White House, Tax FoundationKeywords: U.S.-EU trade deal, retirement planning, tariffs 2025, energystocks, small-cap ETFs, inflation 2025Length: ~12 minutes

  40. 28

    2025 Markets: Tax Cuts, Tech, and Tariffs Shape Your Retirement

    Markets hit record highs, and a U.S.-Japan trade deal sparked auto stocks, but tariffs and 2.7% inflation demand a plan.In this week’s A Smarter Way to Retire, CFP Anthony Leonardi breaks down this weeks economic moves, and the One Big Beautiful Bill Act’s impact on your retirement. From Nvidia’s AI surge to tariff revenue and consumer strength, learn how to:-Save $2,000–$4,000 with 24% and 32% tax rates.-Diversify to dodge tariff-driven tech dips (like Texas Instruments).-Protect against 2.7% inflation with real estate or bonds.-Leverage small caps boosted by the Japan deal and tariff revenue.-Ignore noise like Powell firing rumors and focus on real strategies. Download our free 2025 Tax Planning Checklist to secure your future. Follow us onInstagram/@TonyLeonardiCFP or Facebook/LeonardiFamilyWealthcare for weeklytips. Ready to retire smarter? Schedule a consultation today!Keywords: One Big Beautiful Bill Act, tax cuts 2025, retirementplanning, tariffs 2025, inflation 2025, AI stocksLength: ~5 minutes

  41. 27

    Tax Cuts & Market Moves: Boost Your Retirement in 2025

    New tax cuts save you thousands! Learn how markets & the One Big Beautiful Bill Act impact your retirement. Get our free 2025 Tax Planning Checklist! #TaxCuts2025The One Big Beautiful Bill Act (signed July 4, 2025) locks in tax cuts that could save you thousands a year, but markets are volatile. In this week’s A Smarter Way to Retire, CFP Anthony Leonardi unpacks the latesteconomic news (July 7–14, 2025) and its impact on your retirement. From 35% tariffs on Canada (and new 30% threats on Mexico/EU) to a 2.7% inflation spike, we cover the risks—like higher costs squeezing your budget—and opportunities,like tariff revenue and tax-driven economic growth boosting your portfolio.Learn how to:-Save thousands with permanent 24% and 32% tax rates.-Stress-test your portfolio for tariffs and inflation with MoneyGuidePro.-Leverage the 23% Section 199A deduction for businesses or rentals.-Ride GDP growth from tax cuts for stronger stock returns.-Ignore rumors like Operation Chrysalis and focus on real strategies.Download our free 2025 Tax Planning Checklist to maximize savings and protectyour retirement. Follow us on Instagram/@TonyLeonardiCFP or Facebook/LeonardiFamilyWealthcare for more tips.Ready to retire smarter?Schedule a consultation with Leonardi Family Wealthcare today!

  42. 26

    One Big Beautiful Bill Act Episode

    New tax law alert! The One Big Beautiful Bill Act could save you thousands in 2025. Join CFP Anthony Leonardi to learn how lower rates, a $6,000 senior deduction, and a 23% business break impact your retirement. Download our free 2025 Tax Planning Checklist at LeonardiFamilyWealthcare.com!#RetirementPlanning #TaxTipsThe One Big Beautiful Bill Act, signed July 4, 2025, is shaking up taxes for retirees and business owners. In this episode of A Smarter Way to Retire, CFP Anthony Leonardi breaks down how this law’s permanent 24% and 32% tax rates, $40,000 SALT cap, 23% Section 199A deduction, and $6,000 senior deduction can save you $2,000–$11,000 a year. But withphase-outs and a $3.5T deficit, you need to act fast! Learn actionable strategies to maximize savings, protect your portfolio, and plan your legacy.Download our free 2025 Tax Planning Checklist at LeonardiFamilyWealthcare.comand follow @TonyLeonardiCFP on Instagram/X for more tips. Subscribe to retire smarter!Sources: Ways and Means Committee, Congress.gov, Tax Foundation

  43. 25

    Financial Independence: Your 4th of July Retirement Goal

    Join Tony Leonardi, CFP® from Newtown, Connecticut, on A Smarter Way to Retire for an episode recorded July 04, 2025. Celebrate America’s 249th with insights on financial independence amidst a Fed rate cut hint (20% Julychance), oil dropping to $68.9-$70, and S&P 500 highs. Learn how a plan counters PCE (0.1% rise), jobless claims, and the 2025 TCJA sunset, while boosting health.Key Takeaways:-Plan for independence amid market shifts.-Optimize taxes before the 2026 rate hike.-Stay active to enhance financial freedom.Listen on:SpotifyApplePodcastsYouTubeVisit LeonardiFamilyWealthcare.com or download the 2025Retirement Reset Checklist for a Probability of Retirement Success meter. Subscribe and review to join this journey.

  44. 24

    The Critical Need for a Retirement Financial Plan

    The Critical Need for a Retirement Financial PlanJoin Tony Leonardi, CFP® from Newtown, Connecticut, on A Smarter Way to Retire for an episode recorded June 25, 2025. As summer heats up, discover why the number one retirement mistake—retiring without a plan—can lead tooverspending, underspending, risky investments, or missed tax savings. With the Fed holding rates steady despite 2.7% inflation and oil prices swinging ($85-$90) due to Iran-Israel tensions, Tony explains how a financial model safeguards your future.Learn to stress-test your plan and reduce financialstress linked to faster aging.Key Takeaways: Avoid overspending or underspending with a roadmap.Balance risk and seize tax savings with planning.Review annually amid economic shifts.Listen on:SpotifyApple PodcastsYouTubeVisit LeonardiFamilyWealthcare.com or download the 2025Retirement Reset Checklist for a Probability of Retirement Success meter. Subscribe and review tosupport this journey!

  45. 23

    Retirement Income Streams: Diversifying Beyond Savings

    Join Tony Leonardi, CFP® from Newtown, Connecticut, on A Smarter Way to Retire for an episode recorded June 18, 2025. Amid last week’s market dips from Middle East tensions and oil price surges, Tony reveals how to secure retirement beyond savings. Explore timing Social Security for your health and needs, choosing pension payouts (single-life, joint, or maximization with life insurance), and diversifying with dividends, annuities, and active income like consulting. Learn how strength training cuts $2,500 in healthcare costs yearly.Key Points:• Tailor Social Security timing to your lifespan.• Optimize pensions with strategic options.• Balance investments and stay active.Listen on:• Spotify• Apple Podcasts• YouTubeVisit LeonardiFamilyWealthcare.com or download the 2025 Retirement Reset Checklist for a Probability of Success meter. Subscribe and review to join this journey!

  46. 22

    The 5 Biggest Retirement Planning Mistakes and How to Avoid Them

    Welcome to A Smarter Way to Retire, hosted by Tony Leonardi, CFP® from Fairfield County, Connecticut. In this episode, recorded with insights from years of guiding retirees, Tony dives into the five biggest retirement planning mistakes that can jeopardize your financial future—and how to sidestep them.Discover why retiring without a clear strategy can leave you vulnerable, how underestimating a 30+ year retirement lifespan risks outliving your savings, and the pitfalls of claiming Social Security too early or ignoring inflation and market volatility. Plus, learn why failing to adjust your plan over time can derail your dreams. Tony also explores how staying active, like with strength training, complements financial health for a vibrant retirement.Key Takeaways:Build a personalized financial plan to avoid overspending or underspending.Plan for longevity with adjusted withdrawal rates (is 4% still enough?).Maximize Social Security by timing your claim wisely.Protect your portfolio with diversification against inflation and volatility.Review your plan annually to stay on track.Tune in for practical tips and real client stories, like the woman who hesitated to buy coffee or the man debating his dream car. Whether you’re in Newtown or beyond, this episode offers actionable steps for a confident retirement.Listen on:SpotifyApple PodcastsYouTubeLearn More: Visit LeonardiFamilyWealthcare.com for additional resources or download the 2025 Retirement Reset Checklist to start planning today. Subscribe and leave a review to help others find this valuable content!

  47. 21

    Health and Wealth in Retirement with Philip Pape

    💪 Tony Leonardi, CFP® from Fairfield County, CT, welcomes Philip Pape of Wits & Weights, to explore the health-wealth connection in retirement.Recorded for A Smarter Way to Retire, this episode dives into why fitness matters more as we age.Learn how strength training, not cardio, is the foundation for retirees, plus Philip’s non-negotiables: protein, lifting, and recovery. Get actionable steps like tracking food or finding a gym! Visit LeonardiFamilyWealthcare.com, listen on Spotify, watch on YouTube, and grab the 2025 Retirement Reset Checklist. #RetirementHealth #StrengthTraining #HealthWealth

  48. 20

    Post-Memorial Day Check-In: Summer Goals & Market Update

    🌞 Welcome to A Smarter Way to Retirewith Tony Leonardi, CFP® from Newtown, Fairfield County, Connecticut!  Tony reflects on a memorable Memorial Dayweekend—raising a flag, firing up his pizza oven with garden mushrooms, andcelebrating family (Tony’s engagement and a new baby!). Dive into a mid-2025check-in: Are your finances and health goals on track? Explore the S&P500’s 23% trough-to-peak gain (now 5,921.54 after a 2.05% rally on May 27),last week’s volatility (1.6% drop, tariff fears), and tips to set summergoals—budgeting for trips, staying active with walks or pickleball, and more.Learn actionable steps to balance fun and stability. Visit LeonardiFamilyWealthcare.com for insights, listen on Spotify, watch on YouTube, and download the 2025Retirement Reset Checklist. Rate us on Apple! #RetirementPlanning #SummerGoals #MarketUpdate

  49. 19

    🌳 Honoring Memorial Day Amid Economic Shifts

    🌿 Welcome to A Smarter Way to Retirewith Tony Leonardi, CFP® from Fairfield County, Connecticut! On May 21, 2025, Tony shares a personal update—his sons’ travels, a garden rebuild after a flood, and spring in CT—before diving into Memorial Day’s 1868 origins and itsmeaning: honoring 1.1M fallen soldiers. Then, explore the Moody’s May 16 downgrade of US bonds to Aa1, driven by a $37T debt (up 50% since 2019’s $4.4Tspending vs. 2024’s $6.75T) and $2T annual deficits.Learn how this impacts retirees, the S&P 500’s 5.5% rise from 5,592.785 (April 30) to ~5,900 (May 21), and international stocks’ 14% 2025 gains.Get a Memorial Day tip to review your diversified portfolio. Visit LeonardiFamilyWealthcare.com for more, listenon Spotify and Apple Podcasts, watch on YouTube, or download the 2025 Retirement Reset Checklist.#MemorialDay #RetirementTips

  50. 18

    Navigating Market Volatility with Hopeful Signs

    Feeling rattled by recent market volatility? 📉 In this episode of A Smarter Way to Retire, Tony Leonardi, CFP® based in Fairfield County,Connecticut, shares three positive economic updates from May 2025 that arelifting markets and spirits. From the US-UK trade deal boosting sectors likemanufacturing, to a new US-China agreement easing trade tensions, and abipartisan pharmaceutical pricing policy cutting drug costs, these developmentsoffer hope for retirees. Learn why focusing on data—not headlines—is key tostaying grounded in your retirement plan. 🌱 Tune in foractionable insights and a reminder to step away from the 24/7 news cycle. Howdo you tune out the noise? Share your thoughts!For more retirement planning insights, visit LeonardiFamilyWealthcare.com.#RetirementPlanning #MarketVolatility #FinancialTips #FairfieldCounty

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ABOUT THIS SHOW

A Smarter Way to Retire is your guide to building a confident financial future. Hosted by Tony Leonardi, CFP® this podcast breaks down the key steps to retirement planning in a clear, actionable way. Whether you’re approaching retirement or already there, you’ll get expert insights on financial modeling, wealth preservation, and making informed decisions for your future. Tune in for practical advice, thoughtful discussions, and a smarter way to retire.See website for full disclosures:www.LeonardiFamilyWealthcare.com

HOSTED BY

Anthony Leonardi

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