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Retirement Answer Man

Roger Whitney

This is NOT your typical retirement show focused only on saving and investing. It’s about making the most of your life today and in retirement. Retirement isn’t an age OR a financial number....

Episodes

20 of 667 episodes

Your Social Security Playbook: The Levers You Control

Roger Whitney explains six levers that can influence Social Security benefits: reviewing your earnings record, choosing when to claim, manag...

52:08Sep 16, 2026

Your Social Security Playbook: How Your Benefit is Calculated

How is your Social Security benefit actually calculated? In this episode, Roger explains how you qualify for retirement benefits, how your e...

37:46Sep 9, 2026

Your Social Security Playbook: How the System Works

Social Security is one of the most important pieces of a retirement plan, but how does the system work, and will it remain financially viabl...

54:56Sep 2, 2026

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

In this summer replay, Roger talks with Dr. Daniel Crosby about learning what to ignore in an age of information overload. They explore how...

32:44Aug 26, 2026

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

This Summer Replay revisits Roger’s 2018 conversation with Gretchen Rubin about the Four Tendencies and how understanding your personality c...

21:24Aug 19, 2026

Summer Reruns: Keep Investments Simple with Peter Lazaroff

As part of Roger’s summer replay series, he revisits a conversation with Peter Lazaroff about the value of elegant simplicity in retirement...

41:43Aug 12, 2026

Summer Reruns: Retiring Single with Tanya Nichols

August is encore month on the Retirement Answer Man podcast, giving Roger an opportunity to step back, reflect, and revisit some of the show...

24:53Aug 5, 2026

Retirement Toolkit: Never Worry About Money Again with Jesse Mecham

What if budgeting wasn't about restriction, but about giving every dollar a purpose? This week, Roger sits down with Jesse Mecham, founder o...

65:31Jul 29, 2026

Retirement Toolkit: How do you Balance Optimization with Simplification

How do you know when it's worth optimizing your retirement plan and when it's better to keep things simple? This week, Roger answers a liste...

53:09Jul 22, 2026

Retirement Toolkit: How to Rebalance a Retirement Portfolio

This week Roger explains why rebalancing is one of the most important disciplines in retirement planning. In the Retirement Toolkit, he expl...

55:11Jul 15, 2026

Retirement Toolkit: How Does Step Up in Cost Basis Work

This week Roger talks about one of the biggest challenges retirees face today: information overload. He explains why more information doesn'...

49:18Jul 8, 2026

Retirement Toolkit: How Required Minimum Distributions (RMDs) Work

This week Roger explores the idea of "digging where your feet are" and how focusing on what you can do today can reduce anxiety about the fu...

45:51Jul 1, 2026

IRMAA: The Medicare Premium Surprise and How to Avoid It

This week Roger breaks down IRMAA Medicare surcharges and why retirees should understand them without letting them dominate retirement plann...

49:37Jun 24, 2026

Mutual Funds vs. ETFs- Which is Better for Retirement?

This week, a simple quote about wasting time sparks a deeper conversation about why retirement isn't meant to be endlessly optimized. In the...

64:36Jun 17, 2026

Know What You Pay: A Guide to Investment & Advice Costs

Roger Whitney explores the relationship between cost and value in retirement planning, focusing on how to better understand the fees associa...

41:56Jun 10, 2026

Take the Retirement Leap of Faith with Jordan Grumet

Roger Whitney explores the idea that retirement always involves both excitement and uncertainty. While people spend years gathering informat...

58:56Jun 3, 2026

Decluttering for Retirement: Your Step-by-Step Plan

In this episode, retirement expert Roger Whitney and Marie Kondo consultant Dr. Lindsey Hardegree explore the transformative power of declut...

61:03May 27, 2026

Decluttering for Retirement: Why It's So Hard and How to Push Through

Roger Whitney continues the decluttering series by focusing on the hidden challenges that keep people stuck. Rather than treating declutteri...

44:34May 20, 2026

Decluttering for Retirement: How a Simpler Life Helps You Rock Retirement

Roger Whitney continues the decluttering series by exploring the opportunities that come from simplifying your life, finances, and relations...

39:16May 13, 2026

Decluttering for Retirement: It's More Than Cleaning Out Your Closet

Roger Whitney kicks off a new series on decluttering for retirement, explaining how the accumulation of “stuff”—from physical belongings to...

50:19May 6, 2026