About this podcast
Retirement Answers is a podcast built to help you succeed in retirement. The thought of retirement can be overwhelming and downright scary for many... but it doesn't have to be!
The goal of this podcast is to provide thoughtful insights and strategies to give you the confidence you need to retire successfully. At the end of the day, my ultimate goal for my clients and podcast listeners is to live a fulfilling retirement.
Follow along as I publish a new episode each week covering everything from retirement income planning, tax planning, Social Security, insurance planning, investing, and much more.
Here's to learning everything you need to know to live out your dream retirement!
Episodes
The newest 20 of 170 episodes
- The Biggest Financial Mistake Retirees Make in Their First 5 Years · 17 min · Episode 167In this episode, Jacob explains why many retirees make an innocent financial mistake: not spending enough due to fear. He unpacks how a lifetime of saving and watching balances…
- The First 5 Years of Retirement Matter More Than You Think · 26 min · Episode 166The first five years after you stop working can make or break your retirement—not because of how much you saved, but because of how you start spending it. Listen in as Jacob…
- 9 Things You Can Do With Your HSA in Retirement (And What You Can’t) · 27 min · Episode 165So you have a large HSA in retirement, but what can you really do with it? HSAs are perhaps the most tax-advantaged account out of them all... Better than IRAs and Roth IRAs…
- Most Retirees Don’t Realize They Can Pay No Taxes Using This Strategy · 15 min · Episode 164What if you could pull $100,000 from your portfolio this year to live on, but only $30,000 or $40,000 of it actually counted as taxable income? It sounds too good to be true, but…
- Working One More Year is Costing You More Than You Realize · 18 min · Episode 163Have you been telling yourself you’ll “just work one more year” to make retirement feel safer? In this episode, Jacob Duke explains that the tradeoff isn’t just financial. Jacob…
- How Much Cash Should You Hold in Retirement? (2026 Update) · 18 min · Episode 162How much cash should you have set aside as you enter the early years of retirement so you can weather market downturns without constant worry? In this episode of Retirement…
- Does My Roth 401k Satisfy The 5-Year Roth IRA Rule? · 29 min · Episode 161Have you been contributing to a Roth 401(k) for years and assumed that time counts toward the Roth IRA five-year rule when you roll it over? 👉 Book a call with me…
- Stop Saving For Retirement... (Here's Why) · 12 min · Episode 160Do you really need to be saving more for retirement? What if it's costing you something you can't get back? Join me in this episode to hear a different perspective on how much…
- Are You Waiting Too Long to Sell Winning Investments? · 19 min · Episode 159Why haven't you sold that investment that has made you a lot of money? What's stopping you? I'm hearing the question "What should I do with my big winners?" a lot more lately, so…
- What Are the Best Strategies for Reducing RMDs? · 27 min · Episode 158Are you worried that required minimum distributions (RMDs) could force unnecessary taxable income and shrink your hard-earned retirement savings? In this episode of Retirement…
- The 4% Rule Is A Terrible Retirement Income Strategy (Here's Why) · 14 min · Episode 157Have you ever wondered if certain beliefs or rules of thumb about retirement could actually jeopardize your future instead of secure it? In this episode, Jacob breaks down the 4%…
- The Lie That's Holding You Back From Retirement · 13 min · Episode 156You've got the savings, the spreadsheet, maybe even the perfect retirement date circled on your calendar, so what's actually holding you back? In this episode, I get honest about…
- Avoid These 5 Retirement Mistakes Before It’s Too Late · 16 min · Episode 155You've spent decades saving for retirement, but are you about to make the same mistakes thousands of retirees only spot when it's too late? In this episode, I walk through the…
- Why Your 401(k) Isn’t Enough - The Ideal Retirement Mix · 22 min · Episode 154You're saving for retirement, but are you saving too much into the wrong accounts? Most retirees don't realize this common issue until it's too late. In this episode, I explain…
- The Mental Trap That's Sabotaging Your Retirement · 14 min · Episode 153Have you ever wondered if chasing “more” could actually make retirement harder instead of better? In this episode of Retirement Answers, Jacob is sharing how “more is not better…
- Avoid These 8 Retirement Mistakes (They Look Harmless… But Aren’t) · 26 min · Episode 152Some of the biggest retirement mistakes don’t show up until it’s too late to fix them. Today, I’m breaking down 8 costly mistakes I see over and over again and how to avoid them…
- 5 Reasons NOT To Claim Social Security Early · 15 min · Episode 151Not sure when to take Social Security? Well, in today's episode, I am sharing 5 reasons you shouldn't take your benefits early and the hidden risks of doing so. 👉 Work With Us…
- These Are The Most Important Years of Retirement · 16 min · Episode 150If you don't get things right during this important window of time, your retirement likely won't be what you hoped... This 10 year period of time will determine the trajectory of…
- The Roth IRA 5-Year Rule Explained (Ultimate Guide) · 17 min · Episode 149Confused by the Roth IRA 5-year rule? Did you know there are two different 5-year rules? Well, it can get quite confusing, so this episode is meant to be your complete guide for…
- Most Retirement Plans Look Good on Paper, But FAIL in Reality · 12 min · Episode 148Are you sure your retirement plan is optimized for the right things? In this episode, I discuss what the true mark of a successful retirement plan is and why most people's plans…
