Retirement Answer Man

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 viable for future retirees? Roger b

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 to filter financial advice, al

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 can help you create a retiremen

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 investing. They discuss why mo

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's most impactful conversation

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 of YNAB (You Need A Budget), to

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 listener question by exploring Aris

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 explores the difference between a

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't always lead to better decisi

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 future and regret about the past

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 planning decisions. He explains how

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 Retirement Toolbox, we compar

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 associated with financial advice, inv

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 information, running projections, and

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 decluttering. They discuss how clear

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 decluttering as a massive life overhaul,

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 relationships. He explains how reducing

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 financial accounts to relation

How Long Will You Live After Retirement?

Roger Whitney explores one of the most overlooked variables in retirement planning: longevity, and how assuming you’ll live too long can quietly force you to save more, s

Listener Questions: How Do I Create a Diversified Portfolio?

Roger Whitney breaks down how to create a diversified portfolio by explaining the core principles of diversification and asset allocation, then answers listener questions