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Retirement Answer Man

Retirement Answer Man

Roger Whitney, CFP®, CIMA®, RMA, CPWA® 653 Episodes Oct 14, 2026

A top retirement podcast hosted by Roger Whitney, a certified financial planner. It covers both financial and personal aspects of retirement, including creating a paycheck, Medicare, Social Security, tax management, and non-financial topics like travel. The podcast aims to help listeners retire with confidence and find balance between living well today and feeling secure about the future.

Episodes

Year-End Planning Checklist for Retirees
Year-End Planning Checklist for Retirees Oct 14, 2026 2626 Episode OverviewYear-end planning doesn't have to become a giant project. Roger walks through the key items every retiree should put eyes on before December 31st -- not to do everything, but to avoid the unforced errors that sneak up on you. He also takes listener questions on coordinating Social Security survivor benefits, weighing a teacher pension lump sum against a higher annual payme
The Perfect Portfolio with Peter Lazaroff
The Perfect Portfolio with Peter Lazaroff Oct 7, 2026 3812 Peter Lazaroff, Chief Investment Officer of PlanCorp and author of The Perfect Portfolio, joins Roger to explore what makes a portfolio “perfect.” The answer isn’t a mathematically optimized portfolio—it’s one that serves your life. They discuss how to align investments with your goals and purpose, manage risk, evaluate stocks and bonds, and create a simple investment process you can actu
Your Social Security Playbook: Building Your Strategy- Married Filers
Your Social Security Playbook: Building Your Strategy- Married Filers Sep 30, 2026 3163 Roger Whitney closes out his five-week Social Security series with a practical framework for married couples deciding when to claim. He explains how to coordinate benefits, avoid common mistakes, and make a decision that fits the household rather than relying on a single calculator or searching for a perfect answer.OUTLINE OF THIS EPISODE OF THE RETIREMENT ANSWER MAN PODCAST (00:00) Roger
Your Social Security Playbook: Building Your Strategy- Single Filers
Your Social Security Playbook: Building Your Strategy- Single Filers Sep 23, 2026 3010 Roger Whitney explains how solo filers can make a confident Social Security claiming decision without getting overwhelmed by complexity. He covers the biggest mistakes to avoid, introduces a practical decision-making framework, answers listener questions about survivor benefits, and closes with a simple action step for deciding when to revisit the issue.OUTLINE OF THIS EPISODE OF THE RETI
Your Social Security Playbook: The Levers You Control
Your Social Security Playbook: The Levers You Control Sep 16, 2026 3128 Roger Whitney explains six levers that can influence Social Security benefits: reviewing your earnings record, choosing when to claim, managing retirement income, reconsidering an early claim, considering where you live, and coordinating spousal or survivor benefits. The episode emphasizes that the best claiming strategy depends on each person’s priorities, resources, and desired outcome.
Your Social Security Playbook: How Your Benefit is Calculated
Your Social Security Playbook: How Your Benefit is Calculated Sep 9, 2026 2266 How is your Social Security benefit actually calculated? In this episode, Roger explains how you qualify for retirement benefits, how your earnings history determines your benefit, and why the age you claim matters. Understanding these basics will help you recognize the areas where you have agency as you build your Social Security claiming strategy.Roger also answers listener questions ab
Your Social Security Playbook: How the System Works
Your Social Security Playbook: How the System Works Sep 2, 2026 3296 Social Security is one of the most important pieces of a retirement plan, but how does the system work, and will it remain financially viable for future retirees? Roger begins a five-week series on building your Social Security playbook by exploring the program’s history, funding structure, and current financial outlook. He also discusses potential paths to solvency, how he accounts for S
Summer Reruns: Learn What to Ignore with Dr. Daniel Crosby
Summer Reruns: Learn What to Ignore with Dr. Daniel Crosby Aug 26, 2026 1964 In this summer replay, Roger talks with Dr. Daniel Crosby about learning what to ignore in an age of information overload. They explore how to filter financial advice, align decisions with your values, and focus your attention on what truly matters to your finances and your life. OUTLINE OF THIS EPISODE OF THE RETIREMENT ANSWER MAN[00:00] Roger introduces this summer replay with Dr. Danie
Summer Reruns: Gabbing with Gretchen Rubin- Your Personality and How it Plays into Your Retirement Planning
Summer Reruns: Gabbing with Gretchen Rubin- Your Personality and How it Plays into Your Retirement Planning Aug 19, 2026 1284 This Summer Replay revisits Roger’s 2018 conversation with Gretchen Rubin about the Four Tendencies and how understanding your personality can help you create a retirement plan and daily life that truly fit who you are.OUTLINE OF THIS EPISODE OF THE RETIREMENT ANSWER MAN(00:00) Roger introduces this Summer Replay conversation with Gretchen Rubin about creating a retirement plan that fits
Summer Reruns: Keep Investments Simple with Peter Lazaroff
Summer Reruns: Keep Investments Simple with Peter Lazaroff Aug 12, 2026 2503 As part of Roger’s summer replay series, he revisits a conversation with Peter Lazaroff about the value of elegant simplicity in retirement investing. They discuss why more sophisticated strategies are not necessarily better, how added complexity can create unexpected risks, and why the money supporting your retirement should remain separate from any “play money” used to explore alternati
Summer Reruns: Retiring Single with Tanya Nichols
Summer Reruns: Retiring Single with Tanya Nichols Aug 5, 2026 1493 August is encore month on the Retirement Answer Man podcast, giving Roger an opportunity to step back, reflect, and revisit some of the show's most impactful conversations. This week, he replays his discussion with Tanya Nichols on retiring single—a topic that remains just as relevant today. Together, they explore the unique planning considerations for single retirees, including building
Retirement Toolkit: Never Worry About Money Again with Jesse Mecham
Retirement Toolkit: Never Worry About Money Again with Jesse Mecham Jul 29, 2026 3931 What if budgeting wasn't about restriction, but about giving every dollar a purpose? This week, Roger sits down with Jesse Mecham, founder of YNAB (You Need A Budget), to discuss the power of intentionality with money. Together, they explore how asking one simple question, "What is this money for?" can reduce financial stress, improve decision-making, and help align your spending with the

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