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Your Money, Your Wealth
The show, episode by episode

Your Money, Your Wealth

Your Money, Your Wealth

Making fun of finance. A US News & World Report "Top 9 Personal Finance Podcast" (2025) and "Top 12 Retirement Podcast" (2023). One of the "10 Best Personal Finance YouTube Channels" (CardRates, 2023). "Best Retirement Podcast With Humor" (FIPhysician, 2020-2024). Learn strategies that can help you retire…

601 episodes tracked
Your Money, Your Wealth podcast cover art
Scout rating38%

What $4.7M at 39 Really Gets You in Early Retirement - 607

Your Money, Your Wealth
36m ·
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Give Up a $76K Federal Pension and Retire Early: Worth It? - 606

Your Money, Your Wealth
47m ·
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Can You Afford Early Retirement AND Millions for Your Kids? - 605

Your Money, Your Wealth
44m ·
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Scout rating39%

Is 4% Too Conservative? How Much You Can Really Spend in Retirement - 604

Your Money, Your Wealth
59m ·
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Is a $400K Roth Conversion at Peak Income a Mistake? - 603

Your Money, Your Wealth
45m ·
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Should You Do Roth Conversions in a Down Market? - 602

Your Money, Your Wealth
29m ·
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Scout rating37%

Can You Retire Early? With $475K at 42, You Need a Gap Plan - 601

Your Money, Your Wealth
41m ·
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Retirement Withdrawal Strategy: Is $100K a Year at 63 Wrong? - 600

Your Money, Your Wealth
49m ·
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Retirement vs. House Down Payment: Are You Getting the Timing Wrong? - 599

Your Money, Your Wealth
36m ·
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Can You Retire with $1M at 42? The Early Retirement Lie - 598

Your Money, Your Wealth
39m ·
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We Have $12 Million. Should We Do Roth Conversions? - 597

Your Money, Your Wealth
40m ·
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4 Retirement Questions That Expose Real Money Risks - 596

Your Money, Your Wealth
43m ·
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When to Claim Social Security and Why Full Roth Conversion Might be a Mistake - 595

Your Money, Your Wealth
46m ·
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He Has $10M and Can't Spend It. Here's Why. - 594

Your Money, Your Wealth
45m ·
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Roth vs. Traditional 401(k) at $275K Income: What's the Right Move? - 593

Your Money, Your Wealth
45m ·
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We Reverse-Engineered Their $6.5M Retirement. Here's What We Found - 592

Your Money, Your Wealth
45m ·
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Scout rating42%

Roth Conversions and RMDs: Are You Ready to Retire? - 591

Your Money, Your Wealth
34m ·
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Got a Pre-Tax Fortune? Nobody Warns You About the Retirement Tax Bomb - 590

Your Money, Your Wealth
45m ·
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Retirement Margin Loans: Is Buy, Borrow, Die Worth the Risk? - 589

Your Money, Your Wealth
44m ·
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$500K Income, $900K Saved: Will FIRE at 55 Work? - 588

Your Money, Your Wealth
48m ·
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Roth Conversions vs. RMDs: Which Tax Bill Hurts More? - 587

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44m ·
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Roth Conversions: When to Pay Taxes NOW - 586

Your Money, Your Wealth
43m ·
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Don't Overcomplicate Retirement: Margin Loans, Whole Life, Roth Mistakes - 585

Your Money, Your Wealth
42m ·
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These Tax Strategies Let You Spend More in Retirement - 584

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47m ·
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$1.6M in One Stock? Here's How to Get Out Without Getting Crushed - 583

Your Money, Your Wealth
46m ·
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Safe Withdrawal Rate Debate: How Much Can You REALLY Spend in Early Retirement? - 582

Your Money, Your Wealth
43m ·
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Roth Conversions, Pension Lump Sums & Annuities: Is Bigger Always Better? - 581

Your Money, Your Wealth
37m ·
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You Have Enough to Retire Before 60. Why Are You Still Working? - 580

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45m ·
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Too Much 401k Money? The $3M Roth Conversion Problem - 579

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46m ·
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The Retirement Question Every Couple Asks: Can We Afford It? - 578

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43m ·
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This Early Retirement Strategy Could Be a Huge Mistake - 577

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45m ·
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When Roth Conversions Don't Make Sense (And When They're a No-Brainer) - 576

Your Money, Your Wealth
43m ·
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Die With Zero: Are You Giving Your Kids Too Much? - 575

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44m ·
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When Should You Take Social Security? (Don't Screw This Up) - 574

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45m ·
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Could You Retire Tomorrow If You Had To? - 573

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40m ·
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Could You Lose Half Your Retirement Income to Taxes? - 572

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51m ·
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Retire Early in Your 40s or 50s: Green Light or Reality Check? - 571

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45m ·
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Retirement Planning for Aging Parents - and Can You Retire Early? - 570

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45m ·
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Retirement Changes at These 5 Major Financial Crossroads - 569

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44m ·
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Tax-Smart Investing at Every Age: Starting Young or Catching Up - 568

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44m ·
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Rising Costs and Retirement Unknowns? Here's What to Do - 567

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50m ·
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High Net Worth Pre-Retirees Share Their Biggest Fear (Here's How to Calm It) - 566

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53m ·
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48 and Worried About Early Retirement? This Changes the Math - 565

Your Money, Your Wealth
43m ·
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Social Security Timing and When Family Wrecks Retirement - 564

Your Money, Your Wealth
42m ·
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How to Beat the "Fire Hydrant" of Future Taxes: YMYW Best of 2025 - 563

Your Money, Your Wealth
1h 02m ·
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I'm 42 and Burned Out with $2.25M. Can I Retire Early from My Toxic Job? - 562

Your Money, Your Wealth
38m ·
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Retirement Finances Whether You're Married, Separated, or Single - 561

Your Money, Your Wealth
53m ·
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The Truth About High Income Investments and Retirement Safety - 560

Your Money, Your Wealth
37m ·
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Will Buying Your Dream Home Ruin Early Retirement? - 559

Your Money, Your Wealth
48m ·
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Roth IRA vs. Traditional IRA: Which is Better for Retirement Savings? - 558

Your Money, Your Wealth
51m ·
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UGMA, 529, HSA, RMD, and Inherited IRA Tax Bombs Defused - 557

Your Money, Your Wealth
41m ·
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Roth Conversions vs. 0% Capital Gains Rate: a Retirement Tax Trap? - 556

Your Money, Your Wealth
31m ·
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Retiring Before Social Security? Consider These Portfolio Changes - 555

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41m ·
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Change of Roth Plans for the New Senior Tax Bonus? Tax-Loss Wins? - 554

Your Money, Your Wealth
34m ·
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Should You Convert to Roth Before or After You Retire? - 553

Your Money, Your Wealth
40m ·
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Don't Let Money Anxiety Ruin Your Retirement - 552

Your Money, Your Wealth
36m ·
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Where Should You Take Retirement Money First If You've Saved $2M? - 551

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49m ·
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Is Your Roth Conversion Timing All Wrong? (Financial Blunders) - 550

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49m ·
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Can You Retire on $6 Million? Here's What It Looks Like - 549

Your Money, Your Wealth
36m ·
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Is Financial Software Giving You False Retirement Confidence? - 548

Your Money, Your Wealth
47m ·
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Roth Conversions: When to Make 'Em, When to Take 'Em - 547

Your Money, Your Wealth
43m ·
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How to Accomplish Your Retirement Goals - Even Without a Fat Wallet - 546

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51m ·
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Your Roth Conversion Strategy Needs This Update - 545

Your Money, Your Wealth
38m ·
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Your Retirement Tax Strategy is Probably Unbalanced - 544

Your Money, Your Wealth
28m ·
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Can You Retire at Age 57 and Spend Big? - 543

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38m ·
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Are You Cutting Retirement Too Close? - 542

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35m ·
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Are These Millennials Saving Enough to Retire Before 60? - 541

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49m ·
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Retire Early and Spend More Without Running Out of Money - 540

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33m ·
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Where to Invest for Pre-Retirement and a GO-GO Lifestyle? - 539

Your Money, Your Wealth
27m ·
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How Much Money Do You Need to Retire in 2026? - 538

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35m ·
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Late Start on Roth Savings? Here's What to Prioritize - 537

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36m ·
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Social Security Rules Changed: Your Pension Doesn't Matter Anymore - 536

Your Money, Your Wealth
17m ·
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When Do Roth Conversions STOP Making Sense? - 535

Your Money, Your Wealth
26m ·
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Roth Conversions vs. IRMAA, Using Retirement Funds to Pay the Mortgage, Retirement Spending Plan - 534

Your Money, Your Wealth
28m ·
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Early Withdrawals, Tech Stocks vs. International, Annuities, ESOP and NUA - 533

Your Money, Your Wealth
33m ·
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"The Payoff is Huge": Jonathan Clements' Final Initiative to Empower Lifelong Savers - 532

Your Money, Your Wealth
19m ·
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Tariffs Killed My Portfolio. Should I Claim Social Security Early? - 531

Your Money, Your Wealth
26m ·
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Portfolio Drift, Avoiding Capital Gains, and a $6M Retirement - 530

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36m ·
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When to HOLD OFF on Doing Roth Conversions - 529

Your Money, Your Wealth
37m ·
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Retirement Savings: When to Take Your Foot Off the Gas - 528

Your Money, Your Wealth
34m ·
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Taxable Income, Dividends, Roth & SMA: What's Missing in Your Early Retirement? - 527

Your Money, Your Wealth
42m ·
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Roth IRA is "The Greatest Account Ever" Per Ed Slott. But Why? - 526

Your Money, Your Wealth
51m ·
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Risks Threaten Retirement. Rewire Your Plans - 525

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55m ·
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Will the Tax Cuts and Jobs Act Be Extended? - 524

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47m ·
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These Three Investments Make for a Happier Retirement - 523

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43m ·
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Choosing Your Retirement Income Style and Top 5 Ways to Manage Market Volatility - 522

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43m ·
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What's the Future of Social Security Under the New Administration? - 521

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41m ·
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Haven't Yet Saved a Million. Can We Still Retire Early? - 520

Your Money, Your Wealth
49m ·
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What's a Safe Withdrawal Rate in Retirement? (So You Won't Run Out of Money) - 519

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45m ·
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Should You Switch Retirement Contributions to Roth? - 518

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40m ·
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0% Capital Gains Tax vs. Roth Conversion vs.... a Cruise? - 517

Your Money, Your Wealth
37m ·
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Mutual Funds vs. ETFs, Bonds to Bourbon - 516

Your Money, Your Wealth
33m ·
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Financial Planning for Marriage, Separation, and Singlehood - 515

Your Money, Your Wealth
51m ·
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Deferred Comp, Roth Strategies, Asset Protection (and Gold) - 514

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31m ·
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I Work in a Toxic Office. Can I Retire Early? - 513

Your Money, Your Wealth
36m ·
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Choosing the Right Investments for You - 512

Your Money, Your Wealth
36m ·
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Grow Your Wealth Tax-Free & Retire Sooner: YMYW Best of 2024 - 511

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1h 02m ·
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Defusing a Future Tax Bomb With Roth Conversions - 510

Your Money, Your Wealth
33m ·
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When to Claim Social Security and the Truth About Annuities - 509

Your Money, Your Wealth
43m ·
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Bonds and Annuities, Social Security and Retirement Spending - 508

Your Money, Your Wealth
41m ·
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9 Answers to Boost Tax-Free Roth Retirement Income - 507

Your Money, Your Wealth
34m ·
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How to Plan for 35 Years of Retirement Spending With Smart Roth Conversions - 506

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50m ·
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How to Retire ASAP - and Where to Save to Get There - 505

Your Money, Your Wealth
31m ·
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Rules for Inheritances and Making Roth Contributions for Others - 504

Your Money, Your Wealth
39m ·
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When to Pay Off Your Home, Retire, and Do Roth Conversions - 503

Your Money, Your Wealth
52m ·
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Spitballing Early Retirement for the One Percenters - 502

Your Money, Your Wealth
33m ·
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How to Reduce the Widow's Tax Penalty - 501

Your Money, Your Wealth
36m ·
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Top Funniest Moments From the Your Money, Your Wealth Podcast, Vol. 2 - Ep. 500

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50m ·
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How to Get Into Real Estate Investing, Spitballing Retirement - 499

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34m ·
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Spend RMDs, or Reduce Distributions and Taxes With Roth Conversions? - 498

Your Money, Your Wealth
39m ·
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Tax-Savvy In-Plan Roth Conversions and Inherited IRA Withdrawals - 497

Your Money, Your Wealth
43m ·
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Age Plus 20 Rule for Retirement Contributions - 496

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36m ·
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3 Strategies to Pay Roth Conversion Taxes - 495

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33m ·
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How to Get Into the Stock Market: Dollar Cost Average or Go All In? - 494

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42m ·
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How Much Money Do You Need to Retire ASAP? - 493

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50m ·
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Exchange Funds Explained, Roth Conversion Timing - 492

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47m ·
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Alternative Investments, Annuities, and Real Estate Syndications - 491

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47m ·
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Can You Retire? Here's How to Calculate How Much You Need - 490

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50m ·
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Good Tax Planning Can Save You HOW Much?! Find Out From IRA Guru Ed Slott, CPA - 489

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48m ·
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Market Timing Retirement Withdrawals and Roth Conversions - 488

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48m ·
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Should Siblings Take Out Life Insurance on Parents Before Inheriting $10M? - 487

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51m ·
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How to Pay Less Tax and Invest for Retirement - 486

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45m ·
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Retirement Planning With a Large Age Difference: A Case Study | YMYW Extra - 6

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42m ·
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Spitballing Retirement From Apple to a Tax-Friendly State | YMYW Extra - 5

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15m ·
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Spousal Social Security, Retirement Expenses and Roth Conversions | YMYW Extra - 4

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14m ·
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Happily Ever After in Retirement? | YMYW Extra - 3

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17m ·
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Spitballing Retirement During the Expensive Kid Years - 485

Your Money, Your Wealth
33m ·
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Roth Conversions vs. Required Minimum Distributions - 484

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38m ·
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Asset Location & Roth Conversion Retirement Spitball | YMYW Extra - 1

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30m ·
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Slopes Vs. Suits: How Couples Bridge the Retirement Gap - 483

Your Money, Your Wealth
38m ·
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FDIC vs. SIPC, Annuities, SSDI & Early Retirement Strategies - 482

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43m ·
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Which Account Should Fund Living Expenses in Retirement? - 481

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43m ·
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401(k) vs. Roth: Where to Save for Retirement - 480

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41m ·
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Tax Loss Harvesting, Tax Gain Harvesting, Financial Advisor Value - 479

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43m ·
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How to Manage Taxes When You Win the Lottery - 478

Your Money, Your Wealth
52m ·
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What's the Break-Even Point on Roth Conversions? - 477

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46m ·
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Which Mortgage for Early Retirement? What is Private Credit? - 476

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49m ·
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Is Your Retirement Withdrawal Rate Too High? - 475

Your Money, Your Wealth
51m ·
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How to Take the Uncertainty of Taxes Off the Table - 474

Your Money, Your Wealth
54m ·
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Does Your Financial Advisor Just Want to Collect Fees? - 473

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46m ·
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Will Roth Conversions Put You On Track to Retire Early? - 472

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50m ·
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How Much Should You Convert to Roth IRA? - 471

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53m ·
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Spitballing Retirement for Fat Wallets - 470

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48m ·
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401(k) Ins & Outs, Roth Conversion Benefits, and Divorce Finances - 469

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50m ·
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How Much to Save in Tax-Free, Tax-Deferred, and Taxable Accounts? - 468

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45m ·
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What Does Retirement Look Like for You? - 467

Your Money, Your Wealth
42m ·
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Roth Conversions to Pay Less Tax on Retirement Withdrawals - 466

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47m ·
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Personal Finance 101: How to Teach Teens About Money - 465

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46m ·
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Tax Strategies, Backdoor Roth, Buy vs. Rent - 464

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55m ·
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Retirement Investing, Roth Conversion Pros & Cons: YMYW Best of 2023 - 463

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1h 11m ·
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Can You Retire Early at Age 50 or 60? - 462

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38m ·
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Roth & Retirement Spitball, Insurance, and the Origins of YMYW - 461

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40m ·
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How to Invest: Bonds, CDs, and Roth Conversions - 460

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47m ·
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Advisor Touts 8% Returns, But Says I Can Only Withdraw 4%?! - 459

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51m ·
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Retirement Spending and Timing Your Mortgage Payoff - 458

Your Money, Your Wealth
49m ·
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How to Cut Your Taxes Before Year-End - 457

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49m ·
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How to Bridge the Gap to Retirement Income: Pension Spitball - 456

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55m ·
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Can High Earners Fund a Roth IRA Without Paying More Tax? - 455

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53m ·
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Is Our Retirement Savings Enough to Ever Retire? - 454

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44m ·
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No Retirement Advice or Recommendations, Just Spitballing - 453

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41m ·
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Why Would a Tax Advisor Discourage 529 Plan College Savings? - 452

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39m ·
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Mega Backdoor Roth Conversion 5-Year Rule and Bond Investing - 451

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42m ·
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Retirement Withdrawals: What's a Safe Distribution Rate? - 450

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35m ·
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What To Do With Your Employer-Sponsored Retirement Plan? - 449

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44m ·
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Low Mortgage Interest Rate vs. Future Gains: Is Trading Up Worth It? - 448

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46m ·
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Can You Shorten Your Working Years? - 447

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40m ·
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DIY Early Retirement Planning - 446

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36m ·
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Market Timing, Pension, & Roth Conversion Retirement Spitball - 445

Your Money, Your Wealth
40m ·
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What Are the Rules for Taking Money From a Roth IRA? - 444

Your Money, Your Wealth
35m ·
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Spitballing Retirement and Social Security for Worst Case Scenarios - 443

Your Money, Your Wealth
50m ·
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RSU, Mutual Funds, Bonds, and Annuities - 442

Your Money, Your Wealth
52m ·
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Early Retirement Withdrawals & Capital Gains Tax Explained - 441

Your Money, Your Wealth
41m ·
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Are Roth Conversions Really As Good as They Sound? - 440

Your Money, Your Wealth
48m ·
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$7M Tax-Free or $10M Retirement? Backdoor Roth or Lower Fees? - 439

Your Money, Your Wealth
42m ·
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When Will You Be Able to Retire? - 438

Your Money, Your Wealth
31m ·
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Two Unspoken Assumptions About Collecting Social Security - 437

Your Money, Your Wealth
50m ·
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Invest or Pay Off the Mortgage? - 436

Your Money, Your Wealth
50m ·
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How to Maximize Your Inheritance: IRA Options and RMDs - 435

Your Money, Your Wealth
46m ·
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Ready to Retire? 5 Retirement Spitball Analyses - 434

Your Money, Your Wealth
47m ·
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Bonus Depreciation, Retirement Income, and Portfolio Diversification with Real Estate - 433

Your Money, Your Wealth
30m ·
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Tax Jailbreak Early Retirement Strategy: Sense or Nonsense? - 432

Your Money, Your Wealth
34m ·
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How to Calculate Your Retirement Needs in Future Dollars - 431

Your Money, Your Wealth
39m ·
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How to Consider Your Pension Options for Retirement - 430

Your Money, Your Wealth
42m ·
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HSA to Roth, RMD Investing, and Social Security Strategies - 429

Your Money, Your Wealth
33m ·
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What to Do With Inheritance Money? - 428

Your Money, Your Wealth
47m ·
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Trust Issues, Death & Taxes: Estate Plan Spitball - 427

Your Money, Your Wealth
48m ·
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Spitballing Retirement Real Estate and Tax Strategies - 426

Your Money, Your Wealth
41m ·
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Annuity? CD? Money Market? Where to Invest for Safety - 425

Your Money, Your Wealth
38m ·
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Investments vs. Retirement Withdrawal Strategy, FDIC Insurance - 424

Your Money, Your Wealth
44m ·
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What to Do When There's Too Much Money in Your Traditional IRA - 423

Your Money, Your Wealth
28m ·
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How to Reduce Taxes and Get Better Investing Returns? Asset Location - 422

Your Money, Your Wealth
33m ·
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Roth Conversions & Retirement Spitball Analysis - 421

Your Money, Your Wealth
50m ·
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Mutual Funds vs. ETFs, SECURE 2.0 & Capital Gains Strategies - 420

Your Money, Your Wealth
40m ·
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How to Start Planning for Retirement - 419

Your Money, Your Wealth
32m ·
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"Will I Ever Be Able to Retire?" - 418

Your Money, Your Wealth
34m ·
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What to Do When You Get a Huge Pay Increase - 417

Your Money, Your Wealth
37m ·
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Set-and-Forget Investing, Real Estate vs. Bonds, Pension, Social Security and Medicare - 416

Your Money, Your Wealth
42m ·
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SECURE 2.0, FIRE, Tax Arbitrage & Roth Retirement Spitball - 415

Your Money, Your Wealth
45m ·
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Medicare IRMAA, Roth Pro-Rata, & Real Estate Strategies - 414

Your Money, Your Wealth
45m ·
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Spitballing Diversified Portfolios for Retirement - 413

Your Money, Your Wealth
46m ·
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SECURE Act 2.0 & Retirement Rich, Cash Poor - 412

Your Money, Your Wealth
46m ·
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Bear Market Survival & the 5W1H of Roth Conversions: YMYW Best of 2022 - 411

Your Money, Your Wealth
45m ·
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Diversification Vs. Fees: What's More Important for Retirement Investing? - 410

Your Money, Your Wealth
39m ·
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Who to Trust? Second Opinion Retirement Spitball - 409

Your Money, Your Wealth
42m ·
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Where to Save for Early Retirement? - 408

Your Money, Your Wealth
39m ·
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Fixed Indexed Annuities, RMDs, and Early Social Security - 407

Your Money, Your Wealth
50m ·
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How to Forecast Your Expenses in Retirement - 406

Your Money, Your Wealth
52m ·
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Life Insurance, Muni Bonds, and Dividend Stocks in Retirement - 405

Your Money, Your Wealth
47m ·
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Roth IRA 5-Year Rules: How to Withdraw Money With No Taxes or Penalties - 404

Your Money, Your Wealth
47m ·
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Inflation Investing, Asset Location, and Real Estate Retirement Spitball - 403

Your Money, Your Wealth
48m ·
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Will Your Retirement Savings Last Until You're 90 Years Old? - 402

Your Money, Your Wealth
43m ·
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Should Young People Save for Retirement? - 401

Your Money, Your Wealth
36m ·
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Anything Stupid or Overlooked in Your Retirement Plan Spitball? - 400

Your Money, Your Wealth
44m ·
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Survivor Social Security and Lowering Taxes in Retirement - 399

Your Money, Your Wealth
43m ·
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How to Manage Financial Market Stress? With the Help of a Caddie - 398

Your Money, Your Wealth
42m ·
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Spitballing Retirement Planning in Your 40's & 50's - 397

Your Money, Your Wealth
47m ·
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Backdoor Roth, Investing, and Taxes - 396

Your Money, Your Wealth
48m ·
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Spitballing Early Retirement by the Ocean with Husband and Boyfriend - 395

Your Money, Your Wealth
46m ·
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How to Deal With Taxes When Income Goes Through the Roof - 394

Your Money, Your Wealth
47m ·
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Is Now the Time for a Roth Conversion, or Wait Until Retirement? - 393

Your Money, Your Wealth
44m ·
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How to Spitball Retirement Taxes and the 4% Rule - 392

Your Money, Your Wealth
42m ·
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Spitballing Retirement Planning in Your 30s - 391

Your Money, Your Wealth
43m ·
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Working After Retirement and Wealth Gifting Strategies - 390

Your Money, Your Wealth
37m ·
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Save for a Home or Save for Retirement? - 389

Your Money, Your Wealth
45m ·
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Pay Tax on This Move Now to Potentially Have More to Spend Later - 388

Your Money, Your Wealth
41m ·
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A Model Retirement Plan Spitball Analysis - 387

Your Money, Your Wealth
46m ·
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Should We Hold Off on Retiring Until the Markets Recover? - 386

Your Money, Your Wealth
41m ·
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Bonds and Series I Bonds, High Inflation, and High Interest Rates - 385

Your Money, Your Wealth
43m ·
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Can We Retire Soon? Retirement Spitball Analysis - 384

Your Money, Your Wealth
38m ·
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Where to Find Retirement Income When the Stock Market Freaks Out - 383

Your Money, Your Wealth
29m ·
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Where Should You Save for Retirement? Where Does Real Estate Fit? - 382

Your Money, Your Wealth
35m ·
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Don't Retire Until You Can Answer These Five Practical Questions - 381

Your Money, Your Wealth
46m ·
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How to Ditch a Bad SIMPLE IRA? What's a Prohibited Transaction? - 380

Your Money, Your Wealth
29m ·
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6 Money Strategies for Down Markets Depending on Your Goals - 379

Your Money, Your Wealth
49m ·
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Is My BF BSing Me on RMDs? Required Minimum Distributions Explained - 378

Your Money, Your Wealth
42m ·
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Roth IRA, 457, TSP, and Retire Early Spitball - 377

Your Money, Your Wealth
45m ·
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Self-Employed Retirement, Fixed Index Annuities, and Investment Property - 376

Your Money, Your Wealth
43m ·
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Roth Conversion Retirement Spitball Analysis - 375

Your Money, Your Wealth
43m ·
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Annuities, Social Security, and Real Estate Taxes - 374

Your Money, Your Wealth
32m ·
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Can We Retire Early? Investing and Retirement "Rothification" - 373

Your Money, Your Wealth
38m ·
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Retirement Spitball: Social Security, Pension, and Self-Employed - 372

Your Money, Your Wealth
59m ·
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When Must You Pay Roth Conversion Taxes? - 371

Your Money, Your Wealth
34m ·
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Taxes and Real Estate Investing Explained - 370

Your Money, Your Wealth
27m ·
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Should You Claim Social Security Early? - 369

Your Money, Your Wealth
30m ·
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Why Is It So Difficult to Time the Market? - 368

Your Money, Your Wealth
39m ·
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Dollar-Cost Averaging, Small Cap, and Stable Value Funds - 367

Your Money, Your Wealth
41m ·
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Roth Conversions vs. Roth Contributions - 366

Your Money, Your Wealth
50m ·
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Real Estate Investing: What Are Cash-on-Cash and Cap Rate? - 365

Your Money, Your Wealth
42m ·
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Covered Call Investing Strategies Explained, RMDs, and Social Security Taxation - 364

Your Money, Your Wealth
42m ·
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Stock Acquisition, HSA, AMT, TSP, RSU, and Trust as Retirement Beneficiary - 363

Your Money, Your Wealth
49m ·
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Early Retirement, Roth Conversion Tax: YMYW Best of 2021 - 362

Your Money, Your Wealth
46m ·
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Financially Able But Afraid to Retire - 361

Your Money, Your Wealth
31m ·
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Should You Invest in the Stock Market or Buy Real Estate? - 360

Your Money, Your Wealth
34m ·
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Social Security Benefits for Spouses, Ex-Spouses, and Survivors - 359

Your Money, Your Wealth
41m ·
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Roth Conversions, the Rule of 55, and Retirement Withdrawal Regrets - 358

Your Money, Your Wealth
42m ·
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Does the 5 Year Rule Apply to Each Roth Conversion? - 357

Your Money, Your Wealth
46m ·
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Spitballing Retirement and the Build Back Better Tax Proposal - 356

Your Money, Your Wealth
44m ·
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Saving and Investing for Retirement with Company Stock, Bonds, and VTSAX? - 355

Your Money, Your Wealth
32m ·
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Retirement Pension Lump Sum or Monthly Annuity Payment? - 354

Your Money, Your Wealth
55m ·
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Retirement Spitballing, Social Security, and Hiring & Ghosting Financial Advisors - 353

Your Money, Your Wealth
45m ·
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Dividends, Asset Classes, and Diversification: How to Invest for Retirement? - 352

Your Money, Your Wealth
45m ·
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Estate Planning, Social Security, and TSP to Roth Conversions - 351

Your Money, Your Wealth
47m ·
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Spitballing the Sequence of Retirement Savings - 350

Your Money, Your Wealth
51m ·
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How to Pay the Tax on a Roth Conversion - 349

Your Money, Your Wealth
46m ·
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Medicare, Social Security, and FIRE Early Retirement - 348

Your Money, Your Wealth
40m ·
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What's the Right Mix of Stocks and Bonds for Your Investment Portfolio? - 347

Your Money, Your Wealth
37m ·
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Buying and Selling Your House or Real Estate - 346

Your Money, Your Wealth
31m ·
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Working or Retiring Abroad and Early Retirement Spitball - 345

Your Money, Your Wealth
45m ·
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It Could Be Over for the Mega Backdoor Roth IRA - 344

Your Money, Your Wealth
47m ·
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HELOC, All-in-One Mortgages, and What to Do With Old Life Insurance Policies - 343

Your Money, Your Wealth
38m ·
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Roth 401(k), Conversions, RMDs, and Cap Gains - 342

Your Money, Your Wealth
45m ·
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Early Retirement Spitball Analysis - 341

Your Money, Your Wealth
41m ·
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Where to Locate Assets for Tax Efficiency Without Compromising Growth? - 340

Your Money, Your Wealth
50m ·
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Should We Do a Roth Conversion? - 339

Your Money, Your Wealth
51m ·
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What to Do When You Own Too Much of One Stock - 338

Your Money, Your Wealth
42m ·
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Is It Crazy to Be Happy Paying Tax on Massive Stock Market Gains? - 337

Your Money, Your Wealth
43m ·
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How to Spitball Your Most Tax-Efficient Retirement Withdrawal Strategy - 336

Your Money, Your Wealth
44m ·
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Which States Are the Most Tax-Friendly in Retirement? - 335

Your Money, Your Wealth
46m ·
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Are We On Track for Retirement? Financial Plan Spitball Analysis - 334

Your Money, Your Wealth
51m ·
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Are Financial Advisors Really Worth the Money? - 333

Your Money, Your Wealth
52m ·
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Roth Conversions, Medicare, and Required Minimum Distributions - 332

Your Money, Your Wealth
37m ·
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What is the Best Age to Retire, Financially Speaking? - 331

Your Money, Your Wealth
47m ·
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Has the Government Ever Reduced Social Security Benefits? - 330

Your Money, Your Wealth
48m ·
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How to Protect Investments Against a Stock Market Crash? - 329

Your Money, Your Wealth
44m ·
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Should People in High Tax Brackets Save in Roth Retirement Accounts? - 328

Your Money, Your Wealth
1h 05m ·
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How to Avoid a Tax Time Bomb: Retirement Plan Spitball Analysis - 327

Your Money, Your Wealth
49m ·
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How to Get Tax-Free Growth on Investments for Life - 326

Your Money, Your Wealth
47m ·
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Capital Gains Tax Vs. Ordinary Income Tax Explained - 325

Your Money, Your Wealth
55m ·
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Which Asset Classes Are Good Investments to Hedge Against Inflation? - 324

Your Money, Your Wealth
30m ·
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Real Estate: Should We Sell Rental Property to Buy a Primary Residence? - 323

Your Money, Your Wealth
32m ·
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Pay Down the Mortgage or Buy Long Term Care Insurance? - 322

Your Money, Your Wealth
37m ·
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Inflation, Variable Annuities, Real Estate: How to Invest Against Risk - 321

Your Money, Your Wealth
37m ·
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Early Retirement: Can You Afford to Retire Now? - 320

Your Money, Your Wealth
46m ·
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Roth IRA Excess Contributions and the Pro-Rata Rule - 319

Your Money, Your Wealth
46m ·
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Firefighters' Retirement Plan Spitballing, Annuities, and RMDs - 318

Your Money, Your Wealth
46m ·
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Charitable Giving and Roth Conversion Retirement Tax Strategies - 317

Your Money, Your Wealth
49m ·
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Monthly Retirement Pension Vs. Lump Sum Payment: How to Choose -316

Your Money, Your Wealth
50m ·
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Are These Three Investment Products Too Good To Be True? - 315

Your Money, Your Wealth
51m ·
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Is the Backdoor Roth IRA a Good Strategy For You? - 314

Your Money, Your Wealth
43m ·
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Are You Financially Ready for Retirement? - 313

Your Money, Your Wealth
58m ·

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