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

Retirement Answer Man

Business EN ↓ 657 episodes

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...

Author

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

Category

Business

Podcast website

www.rogerwhitney.com

Latest episode

Jul 8, 2026

Where to listen?

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Episodes

How to Rock Retirement on Your Own 01.03.2023

If you have been listening to this show for a while, chances are you already know how to rock your retirement. However, this can all change with the loss of a spouse. All of your best-laid plans change in an instant. That’s why this month we are focusing on going from two to one.  Learn how to navigate your mindset–transition from this sucks, to how I will work through this, to having a great life...

Should I Rebalance My Portfolio Now? 22.02.2023

Life is what happens to us when we are busy making other plans. This is especially true during transitions. As I transition to adding a new segment to this show, it’s gotten a bit messy. It’s been a bumpy road and not everything has gone according to plan. Listen in to hear how this applies to retirement planning. While you’re at it you’ll hear how to decide whether to rebalance a portfolio and ho...

What are Brokered CDs and How Do They Work? 15.02.2023

Do you ever feel like a curmudgeon when you hear about new technology? Listen in to find out what has me putting on my sourpuss hat this week. We have a variety of interesting listener questions this week. Listen in to learn about purchasing brokerage CDs and CDs on the secondary market, how to decide whether to take the pension or the lump sum, and how to determine whether to become a 1099 contra...

How Is Deferred Compensation Taxed When I Receive It? 08.02.2023

Recently, we had the finale of the Retirement Plan Live series , so I want to share my observations on what we can all learn from Rosie’s experience. There was a lot to unpack from Rosie’s plan. Before we get to the Listener Questions segment, I’ll share my thoughts with you.  Make sure to stick around after the listener questions to hear the Bring It On segment with Dr. Bobby Dubois. You’ll hear...

How Do I Calculate the Decreased Social Security Benefit If I Retire Early? 01.02.2023

I’m excited about our newest segment, Bring It On with Kevin Lyles. The Bring It On segment will discuss mindset and other non-financial aspects of retirement.  In addition to our newest segment, today you’ll hear about the books I read in January and listener questions.  Learn how to calculate a decreased benefit when retiring early, which accounts to draw from to minimize taxes, how to manage 40...

Retirement Plan Live: The Impact of the Bear Market 25.01.2023

Retirement can be tricky. There are so many unknowns, so preparing yourself mentally can be a challenge.  Mental toughness is the ability to remain positive and proactive in the most adverse situations. Our Retirement Plan Live volunteer, Rosie, is having to rely on mental toughness to stay on target through an extra challenging early retirement. Join Rosie and me today as we discuss the impact th...

Retirement Plan Live: Their Financial Resources 18.01.2023

Take a breath, check yourself, and then observe where things are at.  That’s what Rosie and I are doing on this episode of Retirement Plan Live. After the last episode in which Rosie planned out all her hopes and dreams for retirement, today we’re taking a look at her financial picture. We’ll walk through the sources of her social, human, and financial capital to see where she and her husband stan...

Retirement Plan Live 2023: Their Goals for Rocking Retirement 11.01.2023

Setting big goals is great, but they have to be the right goals or else they could become a trap. Rosie joins us again today to set her retirement goals. In this episode, you’ll hear her financial goals for her needs, wants, and wishes. We’ll discuss her financial expectations for each of these categories and how her goals fit into her values.  Don’t miss out on this second episode of Retirement P...

Retirement Plan Live: Meet Rosie and Dwayne 04.01.2023

Rosie and Dwayne retired in a bear market and now they wonder if they will have enough money to rock retirement. We will explore that question all month long in this Retirement Plan Live.  Over the course of the next few weeks, you’ll learn about Rosie and Dwayne and their journey, their goals, their resources, and their investment strategy. Then we’ll wrap up this series together with a live webi...

Should I Take My Pension Lump Sum Now or Wait? 28.12.2022

This is our last episode of 2022, so naturally, there will be a bit of reflection alongside the practical planning and your listener questions. Kevin Lyles also joins me in the Coach’s Corner to discuss living your best life in retirement.  Let’s noodle on what it means to live authentically and discover the answers to some fantastic questions that will help guide you on your retirement journey. S...

Should I Have a Mortgage on My Rental Property? 21.12.2022

Do you wonder what you’ll do with all your free time in retirement? Planning your time by filling your days with purpose and passion can help ease the stress that comes with the sudden emptiness of leaving behind a full-time career.  On this episode of Retirement Answer Man, we’ll discuss how dabbling in a few different activities can help you find your purpose. You’ll also hear the answers to que...

Should I File for Social Security If I’m Still Working? 14.12.2022

Are you curious about the changes that are coming next year on the Retirement Answer Man show? Today, you’ll have a sneak peek at one of our new segments: the Rock Life segment. Bobby Dubois joins me to discuss how to ensure that you have enough energy so that you can rock retirement.  On this episode, you’ll also hear my holiday gift-buying suggestions as well as the listener questions segment. D...

Should I Invest in Individual Stocks or ETFs in Retirement? 07.12.2022

Is it worth investing in individual stocks or should you simply go with ETFs? Joe has recently parted ways with his financial planner and is beginning to manage his portfolio himself and was wondering about the benefits of these choices.  Tanya Nichols and I will explore Joe’s questions as well as others on this episode of Retirement Answer Man. Listen in to hear the benefits of owning ETFs vs ind...

Should I Pay Off My Mortgage or Invest? 30.11.2022

There comes a time when retirement planning becomes retirement doing. Many people get stuck in that gap between knowing vs. doing. While it is important to learn what you can so that you can make educated decisions, you’ll want to build a foundation to give you the confidence to act. My goal is not only to teach you information but also to help you build the structure you need to go out and rock r...

How Do I Know if an Annuity Is Right for Me in Retirement? 23.11.2022

Curiosity is an important quality to nurture as you get older; it can even help you find your purpose in retirement. Today, I’ll help you explore how to use your curiosity to discover your purpose as you embark on the next phase of your life.  This episode is packed with questions that could help you rock retirement. Listen in to learn how to know if an annuity is right for you in retirement, how...

How to Rebalance a Bond Ladder 15.11.2022

The good life is a direction, not a destination. This is why we are so focused on the process of retirement planning. Rocking retirement is all about having an adaptable process to work through.  On this episode of Retirement Answer Man, I answer a few process-based questions. You’ll learn how to work through the steps to rebalance a bond ladder and how to analyze whether you have enough to create...

What Should I Know Before Using 72T to Fund Retirement? 09.11.2022

When planning your retirement journey it is imperative that you fully explore and understand the options available. On this episode of Retirement Answer Man, Shane asks about the best ways to access his retirement accounts early. Taylor Schulte from Define Financial joins me in the listener questions segment to discuss Shane’s question by clarifying the rule of 55 and 72(t), the ups and downs of u...

Should I Invest in Commodity ETFs to Fight Inflation? 02.11.2022

If the bear market and inflation may have you worried, a bit of productive paranoia with a tinge of optimism may see you through. On this episode of Retirement Answer Man, we’ll discuss upcoming monthly themes, the next Retirement Plan Live case study, and ideas for new segments for the show. You’ll also hear answers to several listener questions. Today we’re putting our geek hats on to discuss co...

When Can I Make a Backdoor Roth Contribution? 26.10.2022

If you don’t qualify for a Roth IRA you may be interested in using a backdoor Roth to utilize the advantages of a Roth IRA. One listener wonders about the rules for contributing to a backdoor Roth. Today, I’ll clear up his question and answer many more.  Other listener questions in this episode cover using RMDs as QCDs, dealing with capital gains, and target date funds. Don’t miss out on discoveri...

RRC Anniversary Special Episode 21.10.2022
Will I Still Get Inflation Adjustments If I Wait to File Social Security? 19.10.2022

The latest news in retirement is that Social Security recipients are getting a raise in 2023. While that is helpful for everyone receiving their benefits, what about those who choose to delay taking Social Security? A couple of listeners have been wondering if they, too, will get inflation adjustments if they wait to file for Social Security. We’ll have the answer to that question and many others...

Should I Switch My Bond Portfolio to CDs? 12.10.2022

If you are getting close to retirement you have probably been watching the financial news to help you stay up to date with what is going on in the world. If so, you won’t want to miss out on hearing why this is not a good idea.  Today, I’ll also answer questions about bonds, charitable gifting, and how to find a financial advisor. Make sure to stick around until the end to hear about upcoming chan...

Which Account Should I Begin Drawing from First in Retirement? 05.10.2022

RMD tables, bond classes, international exposure, and 1099s–we’ve got answers to your questions. First up is which account is best to begin drawing from in retirement. Listen to these answers to listener questions and take some time to reflect with me about how too much data can inhibit our ability to make good decisions. Press play to listen. Too much data can hinder your decision-making process ...

What Is the Best Way to Save Money for Our Grandchildren? 28.09.2022

Many people choose to save money for their kids and grandkids in a 529 account, but one listener wonders if there is a better way to give. Learn the answer to this question and more on this episode of the Retirement Answer Man show.  Make sure to stick around until the end to hear the Coach’s Corner segment with Kevin Lyles. Kevin and I discuss growth and accepting challenges in retirement. Find o...

Should I Switch My 401K Contribution to the Roth Option Near Retirement?  21.09.2022

Life is about events, the challenges we overcome or not, our successes and failures, but, even more, it’s about how we touch and are touched by the people we meet.  Nicole is back! She is here this week to help me answer your listener questions. In this episode, we discuss the challenges of making friends in retirement, the value of international diversification, contributing to a Roth 401K vs. a...

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