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Retirement Answer Man

by Roger Whitney, CFP®, CIMA®, RMA, CPWA®
InvestingBusinessEducation

About the show

Roger Whitney, a longtime retirement planner, coaches listeners through the money decisions and the life changes that come with leaving work.
A top retirement podcast. Roger Whitney, CFP®, CIMA®, CPWA®, RMA, guides you on how to actually do retirement well financially and personally. This retirement podcast isn't afraid to talk about the softer side of retirement. It will teach you how to retire with confidence. Two-time PLUTUS winner for best retirement podcast / blog and the 2019 winner for best financial planner blog. This retirement podcast covers how to create a paycheck, medicare, healthcare, Social Security, tax management in retirement as well as retirement travel and other non-financial issues you'll need to address to rock retirement. Retirement isn’t an age OR a financial number. It’s finding that balance between living well today and feeling confident about your retirement. It’s about gaining more freedom to pursue the life you want. Join the rock retirement community at www.rogerwhitney.com

Latest episodes

  • Your Social Security Playbook: Building Your Strategy- Married Filers

    September 30, 2026 · 53 min

    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…

  • Your Social Security Playbook: Building Your Strategy- Single Filers

    September 23, 2026 · 50 min

    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…

  • Your Social Security Playbook: The Levers You Control

    September 16, 2026 · 52 min

    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…

  • Your Social Security Playbook: How Your Benefit is Calculated

    September 9, 2026 · 38 min

    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…

  • Your Social Security Playbook: How the System Works

    September 2, 2026 · 55 min

    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…

  • Summer Reruns: Learn What to Ignore with Dr. Daniel Crosby

    August 26, 2026 · 33 min

    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…

  • Summer Reruns: Gabbing with Gretchen Rubin- Your Personality and How it Plays into Your Retirement Planning

    August 19, 2026 · 21 min

    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…

  • Summer Reruns: Keep Investments Simple with Peter Lazaroff

    August 12, 2026 · 42 min

    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…