
Joe Knows Retirement
297 episodes — Page 2 of 6
S1 Ep 247Stop Guessing Your Roth Conversions Before This Window Closes
Most retirees guess when to do Roth conversions and that mistake can cost hundreds of thousands in unnecessary taxes. In this video, Joe explains why Roth conversions are not about if you should do them, but when and how fast you should act. This is especially important if you have a pension, over one million saved, or expect higher income later in retirement. Joe breaks down the current tax window, retirement gap years, required minimum distributions, and how pensions and Social Security timing impact your Roth strategy. This is a must watch if you hate taxes and want more control and flexibility in retirement. 🎥 Subscribe to our YouTube channel: https://bit.ly/430T9Lv 📚Get a FREE copy of Joe's book "2% Club": https://keap.page/bsd964/2-percent-toolkit-podcast.html 🟥 Read our latest article featured in Kiplinger: https://www.kiplinger.com/retirement/reasons-roth-conversions-and-pensions-work-well-together 📞 Schedule a call with our team: https://peakretirementplanning.com/schedule-a-meeting/
S1 Ep 246Your 401k Might Be Your Biggest Retirement Mistake If You Have a Pension
If you have a pension and a large 401k balance, you could be sitting on a massive tax problem in retirement without even realizing it. In this video, Joe breaks down why the traditional advice of deferring taxes can backfire for high savers and walks through seven practical strategies you can start using today to reduce taxes, control income, and protect your retirement. We cover why most people with pensions are not in a lower tax bracket in retirement, how Roth strategies can create flexibility, and how smart planning around Social Security, pensions, and investments can save you hundreds of thousands over time. If you hate taxes, have done a great job saving, and want to make sure Uncle Sam does not get more than his fair share, this episode is for you. 🎥 Subscribe to our YouTube channel: https://bit.ly/430T9Lv 📚Get a FREE copy of Joe's book "I Hate Taxes": https://keap.page/bsd964/toolkit-podcast.html 🟥 Read our latest article featured in Kiplinger: https://www.kiplinger.com/retirement/keep-your-401k-when-you-retire 📞 Schedule a call with our team: https://peakretirementplanning.com/schedule-a-meeting/
S1 Ep 24510 Retirement Fixes You Can Do TODAY
Most people overthink retirement when what they really need are a few smart fixes they can implement right now. In this episode of Joe Knows Retirement, Joe breaks down 10 quick retirement fixes you can take action on immediately. These are real strategies our clients use to reduce taxes, improve income efficiency, and avoid costly retirement mistakes. If you have a pension, are a diligent saver, or fall into what we call the Midwestern Millionaire mindset, this episode is especially for you. 🎥 Subscribe to our YouTube channel: https://bit.ly/430T9Lv 📚Get a FREE copy of Joe's book "2% Club": https://keap.page/bsd964/2-percent-toolkit-podcast.html 🟥 Read our latest article featured in Kiplinger: https://www.kiplinger.com/retirement/retiring-with-a-pension-what-to-know 📞 Schedule a call with our team: https://peakretirementplanning.com/schedule-a-meeting/
S1 Ep 24410 Tax Planning Moves Every Pension Retiree Must Know
If you have a pension and $1 Million or more saved, taxes will likely be the biggest expense of your retirement. In this video, Joe breaks down 10 critical tax planning mistakes retirees with pensions often make and what to do instead. You will learn why today's tax environment is a rare opportunity, how required minimum distributions can become a tax bomb, why Social Security is often fully taxable for pension holders, and how Roth conversions can reduce lifetime taxes for you and your spouse. This episode is based on Joe's book "I Hate Taxes" and is designed for diligent savers who want to pay their fair share and not a penny more. If you are planning retirement with a pension, this is a must watch. 🎥 Subscribe to our YouTube channel: https://bit.ly/430T9Lv 📚Get a FREE copy of Joe's book "I Hate Taxes": https://keap.page/bsd964/toolkit-podcast.html 🟥 Read our latest article featured in Kiplinger: https://www.kiplinger.com/retirement/pension-tax-planning-should-start-now 📞 Schedule a call with our team: https://peakretirementplanning.com/schedule-a-meeting/
S1 Ep 243DIY Retirement Planning? 4 Reasons to Hire an Advisor
You've done everything right. You saved. You invested. You built a pension. But many of the best DIY retirees we see eventually reach a point where working with an advisor simply makes more sense. In this video, Joe breaks down 4 real reasons highly disciplined DIY investors decide to partner with a retirement planning team and why many tell us six months later it was one of the best decisions they made. 🎥 Subscribe to our YouTube channel: https://bit.ly/430T9Lv 📚Get a FREE copy of Joe's book "2% Club": https://keap.page/bsd964/2-percent-toolkit-podcast.html 🟥 Read our latest article featured in Kiplinger: https://www.kiplinger.com/retirement/are-you-a-diy-retirement-planner-what-you-need-to-know 📞 Schedule a call with our team: https://peakretirementplanning.com/schedule-a-meeting/
S1 Ep 242These 5 Retirement Income Strategies Change Everything if You Have a Pension
If you have a pension, your retirement income planning is completely different, and most people get it wrong. In this video, Joe breaks down 5 proven retirement income strategies specifically for people with a pension and significant savings. Whether you're part of the Midwestern Millionaire crowd or simply want to avoid unnecessary taxes and market risk, these strategies can help you spend with confidence without running out of money. 🎥 Subscribe to our YouTube channel: https://bit.ly/430T9Lv 📚Get a FREE copy of Joe's book "2% Club": https://keap.page/bsd964/2-percent-toolkit-podcast.html 🟥 Read our latest article featured in Kiplinger: https://www.kiplinger.com/retirement/retirement-planning/retirement-income-plan-for-the-two-percent-club 📞 Schedule a call with our team: https://peakretirementplanning.com/schedule-a-meeting/
S1 Ep 241Biggest Retirement Mistakes for Those With Pensions
If you have a pension and $1 million or more saved, you're in a great position, but that also means small mistakes can cost you hundreds of thousands of dollars in retirement. In this episode of Joe Knows Retirement, Joe breaks down the 4 biggest retirement mistakes people with pensions make, including the one mistake we see over and over again that creates massive tax problems later in life. 🎥 Subscribe to our YouTube channel: https://bit.ly/430T9Lv 📚Get a FREE copy of Joe's book "2% Club": https://keap.page/bsd964/2-percent-toolkit-podcast.html 🟥 Read our latest article featured in Kiplinger: https://www.kiplinger.com/retirement/retiring-with-a-pension-what-to-know 📞 Schedule a call with our team: https://peakretirementplanning.com/schedule-a-meeting/
S1 Ep 2405 In-Service Withdrawal Rules You Must Know (401k/TSP)
If you're 59½ or older and still working, there's a powerful retirement strategy most people don't fully understand: the in-service withdrawal. In this video, Joe breaks down 5 key things you must understand before moving money from your 401(k) to an IRA while still working and still getting your company match. 🎥 Subscribe to our YouTube channel: https://bit.ly/430T9Lv 📚Get a FREE copy of Joe's book "I Hate Taxes": https://keap.page/bsd964/toolkit-podcast.html 🟥 Read our latest article featured in Kiplinger: https://www.kiplinger.com/retirement/should-you-move-your-401k-to-an-ira-at-age-59 📞 Schedule a call with our team: https://peakretirementplanning.com/schedule-a-meeting/
S1 Ep 23990% of People Should NOT Do a Roth Conversion?… But You Might Need To If You Have a Pension
Most people should NOT do a Roth conversion, but if you have a pension and $1 million or more saved, the rules completely change. In this video, Joe breaks down exactly when a Roth conversion makes sense, when it doesn't, and why so many people get this decision wrong. 🎥 Subscribe to our YouTube channel: https://bit.ly/430T9Lv 📚Get a FREE copy of Joe's book "2% Club": https://keap.page/bsd964/2-percent-toolkit-podcast.html 🟥 Read our latest article featured in Kiplinger: https://www.kiplinger.com/retirement/reasons-roth-conversions-and-pensions-work-well-together 📞 Schedule a call with our team: https://peakretirementplanning.com/schedule-a-meeting/
S1 Ep 238The 7-Step Retirement Checklist Pension Owners Can't Ignore
If you have a pension and retirement is getting close, this checklist could save you thousands, if not hundreds of thousands of dollars. In this video, Joe breaks down the 7 critical checklist items every pension holder needs to have in place before retiring. From investment structure and tax planning to pension decisions, healthcare, income planning, and estate documents, this is what most people don't realize they're missing until it's too late. If you're part of the "2% club," those with a pension and $1M+ saved, this planning is different for you. 🎥 Subscribe to our YouTube channel: https://bit.ly/430T9Lv 📚Get a FREE copy of Joe's book "2% Club": https://keap.page/bsd964/2-percent-toolkit-podcast.html 🟥 Read our latest article featured in Kiplinger: https://www.kiplinger.com/retirement/opportunities-for-wealthy-people-retiring-with-a-pension 📞 Schedule a call with our team: https://peakretirementplanning.com/schedule-a-meeting/
S1 Ep 237These Retirement Regrets Cost People Their Best Years
Most retirees don't regret saving too little; they regret not enjoying retirement enough. In this video, Joe breaks down the most common retirement regrets he hears from real retirees. 🎥 Subscribe to our YouTube channel: https://bit.ly/430T9Lv 📚Get a FREE copy of Joe's book "Midwestern Millionaire": https://keap.page/bsd964/midwestern-millionaire-toolkit-podcast.html 🟥 Read our latest article featured in Kiplinger: https://www.kiplinger.com/retirement/happy-retirement/spend-your-retirement-nest-egg-and-drop-the-guilt 📞 Schedule a call with our team: https://peakretirementplanning.com/schedule-a-meeting/
S1 Ep 2365 Tax Traps That Can Destroy Your Pension in Retirement
If you have a pension, taxes may be the biggest expense of your retirement, and most people don't see it coming. In this episode, Joe breaks down the five biggest tax considerations pension retirees must plan for, including required minimum distributions, Social Security taxation, state taxes, widow's penalty, and when Roth conversions actually make sense. These strategies are especially critical for retirees with a pension and $1M+ saved, where higher income often means higher lifetime taxes if planning is done incorrectly. 🎥 Subscribe to our YouTube channel: https://bit.ly/430T9Lv 📚Get a FREE copy of Joe's book "I Hate Taxes": https://keap.page/bsd964/toolkit-podcast.html 🟥 Read our latest article featured in Kiplinger: https://www.kiplinger.com/retirement/retirement-planning/are-you-being-tax-smart-about-your-pension 📞 Schedule a call with our team: https://peakretirementplanning.com/schedule-a-meeting/
S1 Ep 23510 Reasons You Should NEVER Pay a Financial Advisor 1%
Are you paying a financial advisor 1% and wondering if it's actually worth it? In this video, Joe breaks down 10 clear reasons you should NOT pay an advisor 1%. These are the most common red flags we see when people come to us after years of missed opportunities, poor communication, and incomplete planning. If your advisor only manages investments, avoids tax planning, or leaves you doing the heavy lifting, this video is for you. 🎥 Subscribe to our YouTube channel: https://bit.ly/430T9Lv 📚Get a FREE copy of Joe's book "I Hate Taxes": https://keap.page/bsd964/toolkit-podcast.html 🟥 Read our latest article featured in Kiplinger: https://www.kiplinger.com/personal-finance/is-your-financial-adviser-doing-a-good-job-for-you 📞 Schedule a call with our team: https://peakretirementplanning.com/schedule-a-meeting/
S1 Ep 234The 2% Club (Pension and $1 Million+ Saved)
The 2% Club is officially out! In this post-launch episode, Joe dives deep into why he wrote the book and how it helps those with pensions and $1M+ in savings navigate retirement like a pro. He explains the five pillars of pension planning: Tax, Investment, Income, Healthcare, and Estate Planning, and shares why being part of the 2% Club means you've earned the right to retire with confidence, purpose, and legacy. 🎥 Subscribe to our YouTube channel: https://bit.ly/430T9Lv 📚Get a FREE copy of Joe's book "2% Club": https://keap.page/bsd964/2-percent-toolkit-podcast.html 🟥 Read our latest article featured in Kiplinger: https://www.kiplinger.com/taxes/tax-planning/what-being-in-the-2-percent-club-means-for-your-retirement 📞 Schedule a call with our team: https://peakretirementplanning.com/schedule-a-meeting/
S1 Ep 2334 Things NO ONE Tells You If You Have a Pension
Most people are told they'll be in a lower tax bracket in retirement, but if you have a pension, that's often not true. In this episode, Joe breaks down the 4 most important things you must understand if you have a pension and $1M+ saved. If you're part of the "2% Club," those with pensions and $1M+ saved, this episode is a must-watch before you make irreversible decisions. 🎥 Subscribe to our YouTube channel: https://bit.ly/430T9Lv 📚Get a FREE copy of Joe's book "2% Club": https://keap.page/bsd964/2-percent-toolkit-podcast.html 🟥 Read our latest article featured in Kiplinger: https://www.kiplinger.com/retirement/pension-tax-planning-should-start-now 📞 Schedule a call with our team: https://peakretirementplanning.com/schedule-a-meeting/
S1 Ep 232If You're 60 With $3 Million Saved… This Retirement Tax Problem Is Coming
If you're around 60 years old, have $3 million or more saved, and a pension, you're in an elite financial group, but you may also be facing a massive hidden tax problem in retirement. 🎥 Subscribe to our YouTube channel: https://bit.ly/430T9Lv 📚Get a FREE copy of Joe's book "2% Club": https://keap.page/bsd964/2-percent-toolkit-podcast.html 🟥 Read our latest article featured in Kiplinger: https://www.kiplinger.com/retirement/will-you-pay-higher-taxes-in-retirement 📞 Schedule a call with our team: https://peakretirementplanning.com/schedule-a-meeting/
S1 Ep 231Tax Planning with Pensions
If you have a pension and $1M+ saved, your retirement taxes may be higher than when you were working, and most retirees never see it coming. In this episode of Joe Knows Retirement, Joe breaks down the hidden tax challenges pension holders face. 🎥 Subscribe to our YouTube channel: https://bit.ly/430T9Lv 📚Get a FREE copy of Joe's book "I Hate Taxes": https://keap.page/bsd964/toolkit-podcast.html 🟥 Read our latest article featured in Kiplinger: https://www.kiplinger.com/retirement/pension-tax-planning-should-start-now 📞 Schedule a call with our team: https://peakretirementplanning.com/schedule-a-meeting/
S1 Ep 230Pension + Social Security = A Tax Nightmare?
Most retirees assume they're in a "low tax bracket" until Social Security taxation, pensions, Medicare premiums, and RMDs collide. In this episode of Jo Knows Retirement, Joe breaks down exactly how pensions impact Social Security taxation, why the 12% tax bracket isn't really 12%, and how retirees unknowingly fall into the Social Security tax torpedo. 🎥 Subscribe to our YouTube channel: https://bit.ly/430T9Lv 📚Get a FREE copy of Joe's book "2% Club": https://keap.page/bsd964/2-percent-toolkit-podcast.html 🟥 Read our latest article featured in Kiplinger: https://www.kiplinger.com/retirement/will-you-pay-taxes-on-your-social-security-benefits 📞 Schedule a call with our team: https://peakretirementplanning.com/schedule-a-meeting/
S1 Ep 229Traditional vs Roth: Smarter Retirement Moves If You Have a Pension
Most people are told they'll be in a lower tax bracket in retirement, but if you have a pension, that's often not true. In this video, Joe breaks down Traditional vs Roth retirement accounts (401k, 403b, 457, TSP, IRA) and explain how to maximize your retirement savings while minimizing taxes. You'll learn when Roth makes sense, when it doesn't, and how pensions, Social Security, and RMDs can push taxes higher in retirement. This is especially important for higher-income earners and those with pensions who want tax diversification, flexibility, and smarter income planning. 🎥 Subscribe to our YouTube channel: https://bit.ly/430T9Lv 📚Get a FREE copy of Joe's book "2% Club": https://keap.page/bsd964/2-percent-toolkit-podcast.html 🟥 Read our latest article featured in Kiplinger: https://www.kiplinger.com/retirement/dont-do-this-when-converting-retirement-savings-to-a-roth-ira 📞 Schedule a call with our team: https://peakretirementplanning.com/schedule-a-meeting/
S1 Ep 22810 Things You MUST Do If You're Retiring With a Pension
If you have a pension and you're approaching retirement, your planning is very different than most people and missing just one of these could cost you hundreds of thousands of dollars. In today's episode of Joe Knows Retirement, Joe walks through the 10 most important planning items every retiree with a pension needs to have in place, from Roth conversions and Social Security timing, to Medicare IRMAA, estate planning, and legacy strategies. 🎥 Subscribe to our YouTube channel: https://bit.ly/430T9Lv 📚Get a FREE copy of Joe's book "2% Club": https://keap.page/bsd964/2-percent-toolkit-podcast.html 🟥 Read our latest article featured in Kiplinger: https://www.kiplinger.com/retirement/retiring-with-a-pension-what-to-know 📞 Schedule a call with our team: https://peakretirementplanning.com/schedule-a-meeting/
S1 Ep 227Federal Employees: This TSP Roth Conversion Rule Changes Everything
Federal employees finally have a long-awaited opportunity inside the TSP starting in 2026: Roth Conversions. Here is what you need to know about Roth Conversions and how they work within your Thrift Savings Plan to ensure you maximize your FERS benefits. 🎥 Subscribe to our YouTube channel: https://bit.ly/430T9Lv 📚Get a FREE copy of Joe's book "2% Club": https://keap.page/bsd964/2-percent-toolkit-podcast.html 🟥 Read our latest article featured in Kiplinger: https://www.kiplinger.com/retirement/what-federal-employees-should-know-for-retirement 📞 Schedule a call with our team: https://peakretirementplanning.com/schedule-a-meeting/
S1 Ep 226Have a Pension & $1M+ Saved? Here's Why Smart Retirees STILL Hire Help
You've done everything right: you have a pension, $1M+ saved, and no real fear of running out of money. So why do so many smart, financially savvy retirees still choose to work with a professional retirement planning team? In this episode of Joe Knows Retirement, Joe breaks down the 4 key reasons successful DIY retirees eventually decide to get help, not because they have to, but because they want to optimize, protect their spouse, and stop leaving money on the table. 🎥 Subscribe to our YouTube channel: https://bit.ly/430T9Lv 📚Get a FREE copy of Joe's book "2% Club": https://keap.page/bsd964/2-percent-toolkit-podcast.html 🟥 Read our latest article featured in Kiplinger: https://www.kiplinger.com/retirement/are-you-a-diy-retirement-planner-what-you-need-to-know 📞 Schedule a call with our team: https://peakretirementplanning.com/schedule-a-meeting/
S1 Ep 225Stop Working if You Have a Pension!
If you're earning $80,000 a year but could retire today with a $50,000 pension, are you actually working for just $30,000? In this episode of Joe Knows Retirement, Joe breaks down a mistake we see all the time with people who have generous pensions. Many continue working out of habit without realizing they may already be financially free. 🎥 Subscribe to our YouTube channel: https://bit.ly/430T9Lv 📚Get a FREE copy of Joe's book "2% Club": https://keap.page/bsd964/2-percent-toolkit-podcast.html 🟥 Read our latest article featured in Kiplinger: https://www.kiplinger.com/retirement/pension-tax-planning-should-start-now 📞 Schedule a call with our team: https://peakretirementplanning.com/schedule-a-meeting/
S1 Ep 224Pension? Millionaire? THIS Is Your Real Problem in Retirement
Are you a hard-working, frugal Midwestern Millionaire who saved diligently, lived below your means, and now… can't get yourself to actually spend in retirement? You're not alone. In today's episode, Joe breaks down why retirees with pensions and $1M+ saved often struggle to enjoy the retirement they worked decades for and how proper planning can finally give you permission to spend, gift, and live more freely. 🎥 Subscribe to our YouTube channel: https://bit.ly/430T9Lv 📚Get a FREE copy of Joe's book "2% Club": https://keap.page/bsd964/2-percent-toolkit-podcast.html 🟥 Read our latest article featured in Kiplinger: https://www.kiplinger.com/retirement/happy-retirement/spend-your-retirement-nest-egg-and-drop-the-guilt 📞 Schedule a call with our team: https://peakretirementplanning.com/schedule-a-meeting/
S1 Ep 223Do NOT Roth Convert If You Meet These 6 Rules
Most people hear "Roth conversions save taxes"… but that's NOT always true. In today's episode, Joe breaks down 6 situations where a Roth conversion can actually hurt you, especially if you are in or near retirement. Whether you have a pension, you're a Midwestern Millionaire, or you're part of that 2% of retirees with over $1M saved, tax planning is critical. The Roth rules are not one-size-fits-all and making the wrong move could cost you tens or even hundreds of thousands of dollars over your lifetime. 🎥 Subscribe to our YouTube channel: https://bit.ly/430T9Lv 📚Get a FREE copy of Joe's book "I Hate Taxes": https://keap.page/bsd964/toolkit-podcast.html 🟥 Read our latest article featured in Kiplinger: https://www.kiplinger.com/retirement/reasons-roth-conversions-and-pensions-work-well-together 📞 Schedule a call with our team: https://peakretirementplanning.com/schedule-a-meeting/
S1 Ep 222Most 62-Year-Olds Miss This… Even With $2M Saved
He worked 40 years, saved $2M, has a $40K pension, and claimed Social Security at 62, but the real surprise came after we ran his analysis. 🎥 Subscribe to our YouTube channel: https://bit.ly/430T9Lv 📚Get a FREE copy of Joe's book "Midwestern Millionaire": https://keap.page/bsd964/midwestern-millionaire-toolkit-podcast.html 🟥 Read our latest article featured in Kiplinger: https://www.kiplinger.com/retirement/can-you-retire-at-60-with-1-million-dollars-saved 📞 Schedule a call with our team: https://peakretirementplanning.com/schedule-a-meeting/
S1 Ep 221Have a Pension? This Will Help You Spend Your Money…
Most retirees in the Midwestern Millionaire category are great savers and terrible spenders, even when they have $1M+ and a pension. Today, Joe breaks down the Paychecks vs. Playchecks tool we use at Peak Retirement Planning to show clients how much they can actually spend, gift, and give without fear of running out. You'll see how one couple with $3M saved realized they could spend far more than they ever imagined and still leave a legacy with purpose. 🎥 Subscribe to our YouTube channel: https://bit.ly/430T9Lv 📚Get a FREE copy of Joe's book "Midwestern Millionaire": https://keap.page/bsd964/midwestern-millionaire-toolkit-podcast.html 🟥 Read our latest article featured in Kiplinger: https://www.kiplinger.com/retirement/retirement-strategies-for-midwestern-millionaires 📞 Schedule a call with our team: https://peakretirementplanning.com/schedule-a-meeting/
S1 Ep 2203 Things to Do if You Have a Pension
Are you one of the few people with a pension? Then you're in the Top 20% and your planning needs are completely different. In this video, Joe breaks down 3 must-know moves every pension holder should make so you don't leave six or seven figures on the table. 🎥 Subscribe to our YouTube channel: https://bit.ly/430T9Lv 📚Get a FREE copy of Joe's book "2% Club": https://keap.page/bsd964/2-percent-toolkit-podcast.html 🟥 Read our latest article featured in Kiplinger: https://www.kiplinger.com/retirement/retirement-planning/are-you-being-tax-smart-about-your-pension 📞 Schedule a call with our team: https://peakretirementplanning.com/schedule-a-meeting/
S1 Ep 219Everything to Know About Roth Conversions if You Have a Pension - 21 Things to Consider
Thinking about a Roth conversion? If you have a pension and $1M+ saved, this is REQUIRED viewing. Joe breaks down 21 must-know rules to avoid massive tax mistakes, lower your future RMDs, and protect your spouse from the widow's penalty. 🎥 Subscribe to our YouTube channel: https://bit.ly/430T9Lv 📚Get a FREE copy of Joe's book "I Hate Taxes": https://keap.page/bsd964/toolkit-podcast.html 🟥 Read our latest article featured in Kiplinger: https://www.kiplinger.com/retirement/reasons-roth-conversions-and-pensions-work-well-together 📞 Schedule a call with our team: https://peakretirementplanning.com/schedule-a-meeting/
S1 Ep 218Why Advisors HATE Roth Conversions
Most advisors don't understand retirees with a pension + $1M+ saved… and today, Joe exposes why so many of them hate Roth conversions and why that advice can cost the 2% Club thousands in taxes. 🎥 Subscribe to our YouTube channel: https://bit.ly/430T9Lv 📚Get a FREE copy of Joe's book "2% Club": https://keap.page/bsd964/2-percent-toolkit-podcast.html 🟥 Read our latest article featured in Kiplinger: https://www.kiplinger.com/retirement/reasons-roth-conversions-and-pensions-work-well-together 📞 Schedule a call with our team: https://peakretirementplanning.com/schedule-a-meeting/
S1 Ep 21710 Tax Considerations Before the End of the Year
If you have a pension and $1M+ saved, 2025 may be one of the last years to take advantage of historically low tax rates. In today's episode, Joe breaks down 10 tax-saving moves you should consider before December 31st, including Roth strategies, capital gains opportunities, RMD planning, and end-of-year deductions. You've worked hard to become a Midwestern Millionaire, now make sure Uncle Sam doesn't take more than he should. Are you interested in applying to receive expert help in planning for your financial future? If so, you can apply at https://peakretirementplanning.com/schedule-a-meeting/ 🎥 Subscribe to our YouTube channel: https://bit.ly/430T9Lv 📚Get a FREE copy of Joe's book "I Hate Taxes": https://keap.page/bsd964/toolkit-podcast.html 🟥 Read our latest article featured in Kiplinger: https://www.kiplinger.com/retirement/year-end-retirement-tax-planning-actions-if-you-have-one-million-dollars-or-more 📞 Apply to talk with us: https://peakretirementplanning.com/schedule-a-meeting/
S1 Ep 216A Mentor's Legacy: Joe's Journey Into Financial Planning
In this special episode of Radio with Mindy, Joe sits down with the woman who inspired his entire career, longtime financial planner and mentor Kathy Gilliland. Together, they share the story of how Joe found his calling, the traits that set him apart early on, and the timeless values that shape successful client relationships. From industry challenges to personal sacrifices, this heartfelt conversation highlights mentorship, trust, and the evolving world of retirement planning. Are you interested in applying to receive expert help in planning for your financial future? If so, you can apply at https://peakretirementplanning.com/schedule-a-meeting/ 🎥 Subscribe to our YouTube channel: https://bit.ly/430T9Lv 📚Get a FREE copy of Joe's book "2% Club": https://keap.page/bsd964/2-percent-toolkit-podcast.html 🟥 Read our latest article featured in Kiplinger: https://www.kiplinger.com/taxes/tax-planning/what-being-in-the-2-percent-club-means-for-your-retirement 📞 Apply to talk with us: https://peakretirementplanning.com/schedule-a-meeting/
S1 Ep 215The Truth About the 60/40 Portfolio (Pension Holders Beware)
Are you still holding onto the old-school 60/40 portfolio strategy? For retirees with a pension and $1M+ saved, this traditional mix of stocks and bonds might be outdated and even costing you hundreds of thousands in growth. Are you interested in applying to receive expert help in planning for your financial future? If so, you can apply at https://peakretirementplanning.com/schedule-a-meeting/ 🎥 Subscribe to our YouTube channel: https://bit.ly/430T9Lv 📚Get a FREE copy of Joe's book "2% Club": https://keap.page/bsd964/2-percent-toolkit-podcast.html 🟥 Read our latest article featured in Kiplinger: https://www.kiplinger.com/taxes/tax-planning/what-being-in-the-2-percent-club-means-for-your-retirement 📞 Apply to talk with us: https://peakretirementplanning.com/schedule-a-meeting/
S1 Ep 214Must-Know Pension Moves for Your 50s & 60s
Are you in your 50s or 60s and have a pension? You're in the top 2%, but that also means your retirement planning needs to be different. In this episode of Joe Knows Retirement, Joe breaks down the critical steps you must take right now to protect your pension income, lower your lifetime tax bill, and ensure your spouse and kids are secure. This isn't just about numbers, it's about building a Midwestern Millionaire retirement with purpose, balance, and smart planning. Are you interested in applying to receive expert help in planning for your financial future? If so, you can apply at https://peakretirementplanning.com/schedule-a-meeting/ 🎥 Subscribe to our YouTube channel: https://bit.ly/430T9Lv 📚Get a FREE copy of Joe's book "Midwestern Millionaire": https://keap.page/bsd964/midwestern-millionaire-toolkit-podcast.html 🟥 Read our latest article featured in Kiplinger: https://www.kiplinger.com/retirement/reasons-roth-conversions-and-pensions-work-well-together 📞 Apply to talk with us: https://peakretirementplanning.com/schedule-a-meeting/
S1 Ep 2133 Things to plan for Retirement (Millionaires with a Pension)
You've done it. You're officially part of a group only 2% of retirees are in. You've got over $1 million saved and a pension. But here's the truth: that also means your retirement planning needs to look very different than most. In this episode of Joe Knows Retirement, Joe breaks down the 3 biggest mistakes we see from those in this 2% Club and how to fix them. Are you interested in applying to receive expert help in planning for your financial future? If so, you can apply at https://peakretirementplanning.com/schedule-a-meeting/ 🎥 Subscribe to our YouTube channel: https://bit.ly/430T9Lv 📚Get a FREE copy of Joe's book "Midwestern Millionaire": https://keap.page/bsd964/midwestern-millionaire-toolkit-podcast.html 🟥 Read our latest article featured in Kiplinger: https://www.kiplinger.com/retirement/retirement-planning/are-you-being-tax-smart-about-your-pension 📞 Apply to talk with us: https://peakretirementplanning.com/schedule-a-meeting/
S1 Ep 212The 2% Club: Are You Among the Elite Ready for Retirement?
Are you part of the 2% Club? This video unveils insights from Joe's upcoming book The 2% Club. Discover what makes this small group of retirees, those with both a pension and $1 million+ saved, so unique, and how you can plan like them. Joe breaks down the five pillars of pension planning, from taxes and investments to income, healthcare, and estate strategies, all tailored for those ready to retire confidently and with purpose. Are you interested in applying to receive expert help in planning for your financial future? If so, you can apply at https://peakretirementplanning.com/schedule-a-meeting/ 🎥 Subscribe to our YouTube channel: https://bit.ly/430T9Lv 📚Get a FREE copy of Joe's book "2% Club": https://keap.page/bsd964/2-percent-toolkit-podcast.html 🟥 Read our latest article featured in Kiplinger: https://www.kiplinger.com/retirement/retirement-planning/are-you-being-tax-smart-about-your-pension 📞 Apply to talk with us: https://peakretirementplanning.com/schedule-a-meeting/
S1 Ep 211Defer Taxes Into Retirement? BIG Mistake for Pension Holders
In this episode of Joe Knows Retirement, Joe breaks down one of the most dangerous myths in retirement planning: the idea that you should defer taxes into retirement because you'll be in a lower tax bracket later. That might sound smart… but for those with a pension and $1 million+ saved, deferring taxes could actually mean paying more taxes in retirement than you do today. Are you interested in applying to receive expert help in planning for your financial future? If so, you can apply at https://peakretirementplanning.com/schedule-a-meeting/ 🎥 Subscribe to our YouTube channel: https://bit.ly/430T9Lv 📚Get a FREE copy of Joe's book "I Hate Taxes": https://keap.page/bsd964/toolkit-podcast.html 🟥 Read our latest article featured in Kiplinger: https://www.kiplinger.com/retirement/retirement-planning/are-you-being-tax-smart-about-your-pension 📞 Apply to talk with us: https://peakretirementplanning.com/schedule-a-meeting/
S1 Ep 210Why Your Pension Could Make You Pay MORE in Taxes!
You've probably heard that when you retire, you'll pay less in taxes. But if you have a pension, that might not be true at all. In fact, many retirees with pensions end up paying more in taxes than they did while working, and most don't even realize why until it's too late. In this episode of Joe Knows Retirement, Joe breaks down how your pension, Social Security, and required minimum distributions (RMDs) can stack up to push you into higher tax brackets. Are you interested in applying to receive expert help in planning for your financial future? If so, you can apply at https://peakretirementplanning.com/schedule-a-meeting/ 🎥 Subscribe to our YouTube channel: https://bit.ly/430T9Lv 📚Get a FREE copy of Joe's book "I Hate Taxes": https://keap.page/bsd964/toolkit-podcast.html 🟥 Read our latest article featured in Kiplinger: https://www.kiplinger.com/retirement/opportunities-for-wealthy-people-retiring-with-a-pension 📞 Apply to talk with us: https://peakretirementplanning.com/schedule-a-meeting/
S1 Ep 209Stop Waiting to Break Even on Your ROTH!
Most retirees, and even some advisors, completely misunderstand Roth conversions. They talk about "breaking even," but that concept doesn't even exist. In today's episode of Joe Knows Retirement, Joe breaks down the math and the truth behind Roth conversions and why it's never about a "break-even." It's about tax rates, timing, and control over your money. Are you interested in applying to receive expert help in planning for your financial future? If so, you can apply at https://peakretirementplanning.com/schedule-a-meeting/ 🎥 Subscribe to our YouTube channel: https://bit.ly/430T9Lv 📚Get a FREE copy of Joe's book "I Hate Taxes": https://keap.page/bsd964/toolkit-podcast.html 🟥 Read our latest article featured in Kiplinger: https://www.kiplinger.com/retirement/why-you-should-not-put-all-your-money-into-roth-iras 📞 Apply to talk with us: https://peakretirementplanning.com/schedule-a-meeting/
S1 Ep 208Retiring Single with a Pension? You Could Pay nearly DOUBLE in Taxes
If you're single with a pension and $1 million or more saved, your retirement could look very different than you expect. Whether you're single now or planning for the possibility in the future, this episode is packed with strategies to help you avoid the Widow's Penalty, protect your retirement income, and make sure your money goes where you want it to.If you're single with a pension and $1 million or more saved, your retirement could look very different than you expect. Whether you're single now or planning for the possibility in the future, this episode is packed with strategies to help you avoid the Widow's Penalty, protect your retirement income, and make sure your money goes where you want it to. Are you interested in applying to receive expert help in planning for your financial future? If so, you can apply at https://peakretirementplanning.com/schedule-a-meeting/ 🎥 Subscribe to our YouTube channel: https://bit.ly/430T9Lv 📚Get a FREE copy of Joe's book "I Hate Taxes": https://keap.page/bsd964/toolkit-podcast.html 🟥 Read our latest article featured in Kiplinger: https://www.kiplinger.com/taxes/tax-planning/tax-saving-opportunities-in-the-one-big-beautiful-bill-obbb 📞 Apply to talk with us: https://peakretirementplanning.com/schedule-a-meeting/
S1 Ep 207Why Millionaires Still Feel Broke in Retirement
They started retirement with $1 million and ended with $5 million without chasing risky investments. In this episode of Joe Knows Retirement, Joe breaks down how real Midwestern Millionaires quietly multiply their wealth in retirement. Are you interested in applying to receive expert help in planning for your financial future? If so, you can apply at https://peakretirementplanning.com/schedule-a-meeting/ 🎥 Subscribe to our YouTube channel: https://bit.ly/430T9Lv 📚Get a FREE copy of Joe's book "Midwestern Millionaire": https://keap.page/bsd964/midwestern-millionaire-toolkit-podcast.html 🟥 Read our latest article featured in Kiplinger: https://www.kiplinger.com/retirement/if-you-are-a-millionaire-you-may-be-a-terrible-spender 📞 Apply to talk with us: https://peakretirementplanning.com/schedule-a-meeting/
S1 Ep 2067 Pension Mistakes In Retirement
If you've worked hard, saved diligently, and earned a pension, congratulations, you're part of the 2% Club! But with that comes a new challenge: avoiding the costly mistakes that could destroy your retirement plan. In this episode of Joe Knows Retirement, Joe breaks down the 7 biggest pension mistakes that could cost retirees tens or even hundreds of thousands of dollars and how to avoid them. Are you interested in applying to receive expert help in planning for your financial future? If so, you can apply at https://peakretirementplanning.com/schedule-a-meeting/ 🎥 Subscribe to our YouTube channel: https://bit.ly/430T9Lv 📚Get a FREE copy of Joe's book "2% Club": https://keap.page/bsd964/2-percent-toolkit-podcast.html 🟥 Read our latest article featured in Kiplinger: https://www.kiplinger.com/retirement/will-you-pay-higher-taxes-in-retirement 📞 Apply to talk with us: https://peakretirementplanning.com/schedule-a-meeting/
S1 Ep 205Can You REALLY Live Tax-Free in Retirement If You Have a Pension?
Can you live completely tax-free in retirement, even if you have a pension? In this episode of Joe Knows Retirement, Joe breaks down exactly how your pension, Social Security, and the new bonus deductions can impact your taxes and shows how some retirees are "divorcing the IRS" for good. Are you interested in applying to receive expert help in planning for your financial future? If so, you can apply at https://peakretirementplanning.com/schedule-a-meeting/ 🎥 Subscribe to our YouTube channel: https://bit.ly/430T9Lv 📚Get a FREE copy of Joe's book "I Hate Taxes": https://keap.page/bsd964/toolkit-podcast.html 🟥 Read our latest article featured in Kiplinger: https://www.kiplinger.com/retirement/will-you-pay-higher-taxes-in-retirement 📞 Apply to talk with us: https://peakretirementplanning.com/schedule-a-meeting/
S1 Ep 2045 Roth Conversion MISTAKES That Could Cost You Hundreds of Thousands in Retirement
If you have a pension and $1M+ saved, chances are you've thought about a Roth conversion, but most people make critical mistakes that can cost them hundreds of thousands in unnecessary taxes. In this video, Joe breaks down the 5 biggest Roth conversion mistakes we see from high-net-worth retirees, especially those in what we call the 2% Club: hardworking, diligent savers who deserve to keep what they've earned. Are you interested in applying to receive expert help in planning for your financial future? If so, you can apply at https://peakretirementplanning.com/schedule-a-meeting/ 🎥 Subscribe to our YouTube channel: https://bit.ly/430T9Lv 📚Get a FREE copy of Joe's book "2% Club": https://keap.page/bsd964/2-percent-toolkit-podcast.html 🟥 Read our latest article featured in Kiplinger: https://www.kiplinger.com/retirement/will-you-pay-higher-taxes-in-retirement 📞 Apply to talk with us: https://peakretirementplanning.com/schedule-a-meeting/
S1 Ep 203From $1M to $5M in Retirement?! Here's How It Actually Happens
They started retirement with $1 million and ended with $5 million without chasing risky investments. In this episode of Joe Knows Retirement, Joe breaks down how real Midwestern Millionaires quietly multiply their wealth in retirement. Are you interested in applying to receive expert help in planning for your financial future? If so, you can apply at https://peakretirementplanning.com/schedule-a-meeting/ 🎥 Subscribe to our YouTube channel: https://bit.ly/430T9Lv 📚Get a FREE copy of Joe's book "Midwestern Millionaire": https://keap.page/bsd964/midwestern-millionaire-toolkit-podcast.html 🟥 Read our latest article featured in Kiplinger: https://www.kiplinger.com/retirement/will-you-pay-higher-taxes-in-retirement 📞 Apply to talk with us: https://peakretirementplanning.com/schedule-a-meeting/
S1 Ep 202Why the 4% Rule Could Be Dangerous If You Have a Pension
If you've worked hard, saved diligently, and now have a pension, the 4% Rule might be holding you back. In this episode, Joe reveals how retirees with guaranteed income can spend more, stress less, and still never run out of money. Are you interested in applying to receive expert help in planning for your financial future? If so, you can apply at https://peakretirementplanning.com/schedule-a-meeting/ 🎥 Subscribe to our YouTube channel: https://bit.ly/430T9Lv 📚Get a FREE copy of Joe's book "Midwestern Millionaire": https://keap.page/bsd964/midwestern-millionaire-toolkit-podcast.html 🟥 Read our latest article featured in Kiplinger: https://www.kiplinger.com/retirement/will-you-pay-higher-taxes-in-retirement 📞 Apply to talk with us: https://peakretirementplanning.com/schedule-a-meeting/
S1 Ep 2015 Retirement Moves to Protect Your Spouse (Before It's Too Late)
One of the biggest fears in retirement is, "Will my spouse be okay if something happens to me?" This video breaks down 5 must-know retirement strategies to make sure your spouse is financially secure no matter what happens. From choosing the right advisor team to minimizing the widow's penalty, these steps can save your family hundreds of thousands of dollars and years of stress. Are you interested in applying to receive expert help in planning for your financial future? If so, you can apply at https://peakretirementplanning.com/schedule-a-meeting/ 🎥 Subscribe to our YouTube channel: https://bit.ly/430T9Lv 📚Get a FREE copy of Joe's book "Midwestern Millionaire": https://keap.page/bsd964/midwestern-millionaire-toolkit-podcast.html 🟥 Read our latest article featured in Kiplinger: https://www.kiplinger.com/retirement/will-you-pay-higher-taxes-in-retirement 📞 Apply to talk with us: https://peakretirementplanning.com/schedule-a-meeting/
S1 Ep 200Is the 12% Tax Bracket Enough for Roth Conversions? (The Truth for Millionaires with Pensions)
Are you thinking about doing a Roth conversion but wondering "How much should I convert?" or "Should I stop at the 12% bracket?" If you've got a pension, $1M+ saved, and Midwestern values when it comes to saving and spending, this episode is for you. In today's episode of Joe Knows Retirement, Joe breaks down one of the biggest misconceptions in retirement tax planning the idea that staying in the 12% tax bracket is always best. Spoiler: it's not. For the 2% of Americans who've worked hard, saved diligently, and now face complex retirement income streams, 12% might not even scratch the surface. This video explains why your pension, Social Security, and required minimum distributions (RMDs) often collide to push you into a higher bracket and how you can use strategic Roth conversions to take control before that happens. Are you interested in applying to receive expert help in planning for your financial future? If so, you can apply at https://peakretirementplanning.com/schedule-a-meeting/ 🎥 Subscribe to our YouTube channel: https://bit.ly/430T9Lv 📚Get a FREE copy of Joe's book "Midwestern Millionaire": https://keap.page/bsd964/midwestern-millionaire-toolkit-podcast.html 🟥 Read our latest article featured in Kiplinger: https://www.kiplinger.com/retirement/will-you-pay-higher-taxes-in-retirement 📞 Apply to talk with us: https://peakretirementplanning.com/schedule-a-meeting/
S1 Ep 199Most Pension Retirees Think They're Ready… But Are You Truly Prepared?
Are you truly ready for retirement or just hoping you are? In this video, Joe walks through 10 critical checklist items that every pension holder needs to review before taking the leap into retirement. Whether you're a teacher, public employee, or corporate retiree, this guide will help you understand how to protect your income, minimize taxes, and create a fulfilling retirement plan tailored to your goals. Are you interested in applying to receive expert help in planning for your financial future? If so, you can apply at https://peakretirementplanning.com/schedule-a-meeting/ 🎥 Subscribe to our YouTube channel: https://bit.ly/430T9Lv 📚Get a FREE copy of Joe's book "I Hate Taxes": https://keap.page/bsd964/toolkit-podcast.html 🟥 Read our latest article featured in Kiplinger: https://www.kiplinger.com/retirement/will-you-pay-higher-taxes-in-retirement 📞 Apply to talk with us: https://peakretirementplanning.com/schedule-a-meeting/
S1 Ep 198Should You Really Work Until 65 If You Have $1M+ & a Pension?
Many people assume they have to work until 65 just to afford health insurance or avoid running out of money. But if you've got a pension and at least $1 million saved, you may be in a much better spot than you think. Are you interested in applying to receive expert help in planning for your financial future? If so, you can apply at https://peakretirementplanning.com/schedule-a-meeting/ 🎥 Subscribe to our YouTube channel: https://bit.ly/430T9Lv 📚Get a FREE copy of Joe's book "Midwestern Millionaire": https://keap.page/bsd964/midwestern-millionaire-toolkit-podcast.html 🟥 Read our latest article featured in Kiplinger: https://www.kiplinger.com/retirement/will-you-pay-higher-taxes-in-retirement 📞 Apply to talk with us: https://peakretirementplanning.com/schedule-a-meeting/