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The Retirement Wisdom Podcast

The Retirement Wisdom Podcast
Author: Retirement Wisdom
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Description
This retirement podcast covers the changing nature of retirement today. Our guests offer useful insights on how to retire as well as the non-financial aspects of a successful retirement transition including retiring early, working longer and making a career shift in pre-retirement.
374 Episodes
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Why wait until the end of the year to recap the best episodes of this retirement podcast? In 2022, it'll be quarterly. I know you're busy and can't catch all the conversations. But you won't want to miss any of these.
A lot of ground was covered in the first quarter of the year, including:
How cognitive bias goes beyond financial matters - and why you'll want to think big about your future
Why conventional thinking on retirement planning can get in the way of your future
The best way to begin working on your worthy goals
How to turn the stress of retiring into strength
Why the second half of life can be the best half - if you get ahead of the second curve
Listen to the full episodes from these links:
5. Think Big – Dr. Grace Lordan
4. An Economist’s Take on Retirement Planning – Larry Kotlikoff
3. How to Begin – Michael Bungay Stanier
2. Everyday Vitality – Dr. Samantha Boardman
1. The Second Curve of Life – Arthur C. Brooks
Interested in more wisdom? Scan all of the conversations in this retirement podcast here
Miss the aBest of 2021? Listen here
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About Retirement Wisdom
A 20+ year retirement is a terrible thing to waste. How will you invest your time after you leave the world of full-time work?
Working with an experienced coach and a proven process can help you explore new options, test opportunities and create a portfolio of rewarding activities and interests.
Beware of quick fix solutions.
Schedule a call to find how how the Designing Your Life process (developed by Bill Burnett & Dave Evans at Stanford) can help you unlock a new direction. One and One and small group programs are available. Take the first step toward your new life today.
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About Your Host
Joe Casey is an executive coach who also helps people design their next life after their primary career. He created his own next chapter after a twenty-six-year career at Merrill Lynch, where he was Senior Vice President and Head of HR for Global Markets & Investment Banking.
Today, in addition to his work with clients, Joe hosts The Retirement Wisdom Podcast, which thanks to his guests and loyal listeners, ranks in the top 1.5 % globally in popularity by Listen Notes. Business Insider has recognized him as one of 23 innovative coaches who are making a difference.
He’s the author of Win the Retirement Game: How to Outsmart the 9 Forces Trying to Steal Your Joy coming this summer.
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Intro and Outro voiceovers by Ross Huguet.
Michael Long, author of Taming the Molecule of More and co-author of The Molecule of More, joins us to discuss the science of dopamine, why we're constantly chasing "more," and how understanding brain chemistry can transform our approach to retirement and finding meaning.
Michael Long joins us from the Washington, DC area.
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Bio
Michael Long is a physicist, writer, and co-author of the international bestseller The Molecule of More (translated into 25 languages, 500,000+ copies sold) and the author of Taming the Molecule of More.
As a playwright, more than 20 of his shows have been produced, most on New York stages. As a screenwriter, his honors include finalist for the grand prize in screenwriting at the Slamdance Film Festival. As a speechwriter, Mr. Long has written for members of Congress, U.S. cabinet secretaries, governors, diplomats, business executives, and presidential candidates.
A popular speaker and educator, Mr. Long has addressed audiences around the world, including in a keynote at Oxford University. He teaches writing at Georgetown University, where he is a former director of writing. Mr. Long pursued undergraduate studies at Murray State University and graduate studies at Vanderbilt University.
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For More on Michael Long
Taming the Molecule of More: A Step-by-Step Guide to Make Dopamine Work for You
Website: tamingthemolecule.com
Books: The Molecule of More and Contact: Available through website for book club discussions
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Podcast Conversations You May Like
Edit Your Life – Elisabeth Sharp McKetta
The Stress Paradox – Sharon Bergquist, MD
The Science of Longevity – Coleen T. Murphy
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Mentioned in This Podcast Conversation
The Molecule of More by Daniel Leiberman and Michael Long
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About The Retirement Wisdom Podcast
There are many podcasts on retirement, often hosted by financial advisors with their own financial motives, that cover the money side of the street. This podcast is different. You'll get smarter about the investment decisions you'll make about the most important asset you'll have in retirement: your time.
About Retirement Wisdom
I help people who are retiring, but aren't quite done yet, discover what's next and build their custom version of their next life. A meaningful retirement doesn't just happen by accident.
Schedule a call today to discuss how The Designing Your Life process created by Bill Burnett & Dave Evans can help you make your life in retirement a great one – on your own terms.
About Your Podcast Host
Joe Casey is an executive coach who also helps people design their next life after their primary career and create their version of The Multipurpose Retirement.™ He created his own next chapter after a twenty-six-year career at Merrill Lynch, where he was Senior Vice President and Head of HR for Global Markets & Investment Banking. Today, in addition to his work with clients, Joe hosts The Retirement Wisdom Podcast, which thanks to his guests and loyal listeners, ranks in the top 1 % globally in popularity by Listen Notes, with over 1.6 million downloads. Business Insider has recognized Joe as one of 23 innovative coaches who are making a difference. He's the author of Win the Retirement Game: How to Outsmart the 9 Forces Trying to Steal Your Joy.
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Wise Quotes
On Dopamine as the "Molecule of More"
"If you're not familiar with dopamine, you hear it's the molecule of happiness. It's the thing that makes you happy. You get that dopamine buzz. And it turns out he's a psychiatrist, of course. I'm a physicist. We're both accustomed to analyzing systems, looking at things in a big picture. Dopamine is not about happiness. It's nowhere near happiness. It is a promise-maker. It is a driver. It is a compound, a chemical in your brain, a neurotransmitter.
What happens when a sleepless baby, a Victorian fixer-upper, and a vineyard come together? For Richard Moran, it sparked a multi-year journey of transformation—from corporate boardrooms to wine country. Along the way, he discovered lessons about serendipity, risk-taking, family, and building a place that lasts for generations. In today’s conversation, Richard shares his story of balancing a high-flying consulting career with the slower rhythms of grapevines, why creating a family gathering place matters in retirement, and the life lessons he lives by.
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Bio
Richard Moran is the author of The Accidental Vineyard: An Old House, New Vines, and a Changed Life in Wine Country.
Besides being a winemaker and a preservationist, Richard Moran’s background includes serving as a CEO, a college president, a venture capitalist and an author he is an authority on workplace issues and hosts a weekly radio program on KCBS, "In the Workplace" and has written ten books about management. Rich has also served as a director on public and private corporate boards.
He lives in California’s Wine Country.
Moran has served as a CEO, a college president, a venture capitalist, and a top-level consultant. He is a set of one. He has worked for or with some of the world’s leading organizations including Accenture, Apple, News Corp, American Airlines, PG&E and many others. He prides himself on his matter-of-fact manner of consulting and believes that many parts of the business world are needlessly complicated.
Moran holds a Ph.D. in organization behavior but his work is not academic. Research is important but he believes what is just as critical are the observations one can make by being in the “trenches”
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For More on Richard Moran
The Accidental Vineyard: An Old House, New Vines, and a Changed Life in Wine Country
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Podcast Conversations You May Like
Take the Detour – A Second Act Story – Melissa Davey
The Portfolio Life – Christina Wallace
Edit Your Life – Elisabeth Sharp McKetta
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About The Retirement Wisdom Podcast
There are many podcasts on retirement, often hosted by financial advisors with their own financial motives, that cover the money side of the street. This podcast is different. You’ll get smarter about the investment decisions you’ll make about the most important asset you’ll have in retirement: your time.
About Retirement Wisdom
I help people who are retiring, but aren’t quite done yet, discover what’s next and build their custom version of their next life. A meaningful retirement doesn’t just happen by accident.
Schedule a call today to discuss how the Designing Your Life process created by Bill Burnett & Dave Evans can help you make your life in retirement a great one — on your own terms.
About Your Podcast Host
Joe Casey is an executive coach who helps people design their next life after their primary career and create their version of The Multipurpose Retirement.™ He created his own next chapter after a 26-year career at Merrill Lynch, where he was Senior Vice President and Head of HR for Global Markets & Investment Banking.
Joe has earned Master’s degrees from the University of Southern California in Gerontology (at age 60), the University of Pennsylvania, and Middlesex University (UK), a BA in Psychology from the University of Massachusetts at Amherst, and his coaching certification from Columbia University.
In addition to his work with clients, Joe hosts The Retirement Wisdom Podcast, ranked in the top 1% globally in popularity by Listen Notes, with over 1.6 million downloads. Business Insider recognized Joe as one of 23 innovative coaches who are making a difference. He’s the author of Win the Retirement Game: How to Outsmart the 9 Forces Trying to Steal Your Joy.
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Wise Quotes
On Transitioning to a New Life
What if the secret to a longer, healthier, and more purposeful life isn’t about diets or exercise routines, but about connection, purpose, and how we approach aging itself? In this conversation, Ken Stern author of the new book Healthy to 100: How Strong Social Ties Lead to Long Lives. He shares powerful lessons from his travels across Asia and Europe, where he studied some of the most vibrant societies with a track record of longevity. From intergenerational living to lifelong learning, Ken challenges the way we think about retirement and shows how our later years can be a time of renewal, engagement, and meaning. If you’ve ever wondered how to thrive in the decades ahead, this episode will give you a fresh perspective—and the motivation to design your own path.
Ken Stern joins us from Washington DC.
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Bio
Ken Stern is the Founder of the Longevity Project, which fosters public conversation on the impact on longer lives on civil society, and engages a global audience through events, research and newsletters. Stern is the host of the award-winning podcast Century Lives, from the Stanford Center on Longevity.
Stern is the author of the new book Healthy to 100: How Strong Social Ties Lead to Long Lives. He has also been a regular contributor to a diverse group of publications such as Vanity Fair, The Atlantic, and Slate.
He is also the CEO of Palisades Media Ventures, a Washington D.C. thought leadership company.
Stern was previously the CEO of National Public Radio. Prior to joining NPR, Stern was a senior executive in American International Broadcasting, beginning his media career with Radio Free Europe/ Radio Liberty in Munich. Stern, a lawyer by training, holds degrees from Haverford College and Yale Law School. He lives in Washington, DC with his wife Beth and their son Nate.
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For More on Ken Stern
Healthy to 100: How Strong Social Ties Lead to Long Lives
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Podcast Conversations You May Like
The Super Age – Bradley Schurman
Joyspan – Kerry Burnight, PhD
Retiring: Creating a Life That Works for You – Teresa Amabile
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About The Retirement Wisdom Podcast
There are many podcasts on retirement, often hosted by financial advisors with their own financial motives, that cover the money side of the street. This podcast is different. You’ll get smarter about the investment decisions you’ll make about the most important asset you’ll have in retirement: your time.
About Retirement Wisdom
I help people who are retiring, but aren’t quite done yet, discover what’s next and build their custom version of their next life. A meaningful retirement doesn’t just happen by accident.
Schedule a call today to discuss how the Designing Your Life process created by Bill Burnett & Dave Evans can help you make your life in retirement a great one — on your own terms.
About Your Podcast Host
Joe Casey is an executive coach who helps people design their next life after their primary career and create their version of The Multipurpose Retirement.™ He created his own next chapter after a 26-year career at Merrill Lynch, where he was Senior Vice President and Head of HR for Global Markets & Investment Banking.
Joe has earned Master’s degrees from the University of Southern California in Gerontology (at age 60), the University of Pennsylvania, and Middlesex University (UK), a BA in Psychology from the University of Massachusetts at Amherst, and his coaching certification from Columbia University.
In addition to his work with clients, Joe hosts The Retirement Wisdom Podcast, ranked in the top 1% globally in popularity by Listen Notes, with over 1.6 million downloads. Business Insider recognized Joe as one of 23 innovative coaches who are making a difference. He’s the author of Win the Retirement Game: How to Outsmart the 9 Forces Trying to Steal Your Joy.
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Parenting doesn’t end when your kids grow up — it just changes. And for many, that shift can be confusing, frustrating, and even painful. How do you move from being the authority to being a supportive "peer"? And what do you do when your hopes for your adult children don’t align with who they’ve become? Today, we’re joined by Dr. Francine Toder, a clinical psychologist to discuss her new book Your Kids are Grown: Parenting 2.0 - With Strategies for Moving On. Drawing on decades of research, therapy, and her own lived experience, Dr. Toder shares practical wisdom on how to navigate this often-overlooked stage of family life. You’ll learn how to let go, listen with empathy, and focus on your own growth while building stronger, healthier relationships with your adult kids — and perhaps, rediscovering yourself in the process.
Francine Toder joins us from California.
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Bio
Francine Toder, Ph.D. is an emeritus faculty member of California State University, Sacramento and is a clinical psychologist retired from private practice. She is the author of 5 books. Her newest book is Your Kids are Grown: Parenting 2.0. Her extensive writing on diverse topics appears in magazines, professional journals, newspapers, blog sites and as edited book chapters. She resides in the San Francisco Bay area where she tries to practice the cello daily.
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For More on Francine Toder
Your Kids are Grown: Parenting 2.0.
Website
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Previous Podcast Conversations with Francine Toder
The Vintage Years – Dr. Francine Toder
Inward Traveler – Francine Toder PhD
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Podcast Conversations You May Like
All Grown Up – Celia Dodd
How to Reconnect with an Estranged Adult Child – Tina Gilbertson
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Mentioned in This Podcast Episode
How Did the Latchkey Kids of Gen X Become the Helicopter Parents of Gen Z? by David French
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About The Retirement Wisdom Podcast
There are many podcasts on retirement, often hosted by financial advisors with their own financial motives, that cover the money side of the street. This podcast is different. You’ll get smarter about the investment decisions you’ll make about the most important asset you’ll have in retirement: your time.
About Retirement Wisdom
I help people who are retiring, but aren’t quite done yet, discover what’s next and build their custom version of their next life. A meaningful retirement doesn’t just happen by accident.
Schedule a call today to discuss how the Designing Your Life process created by Bill Burnett & Dave Evans can help you make your life in retirement a great one — on your own terms.
About Your Podcast Host
Joe Casey is an executive coach who helps people design their next life after their primary career and create their version of The Multipurpose Retirement.™ He created his own next chapter after a 26-year career at Merrill Lynch, where he was Senior Vice President and Head of HR for Global Markets & Investment Banking.
Joe has earned Master’s degrees from the University of Southern California in Gerontology (at age 60), the University of Pennsylvania, and Middlesex University (UK), a BA in Psychology from the University of Massachusetts at Amherst, and his coaching certification from Columbia University.
In addition to his work with clients, Joe hosts The Retirement Wisdom Podcast, ranked in the top 1% globally in popularity by Listen Notes, with over 1.6 million downloads. Business Insider recognized Joe as one of 23 innovative coaches who are making a difference. He’s the author of Win the Retirement Game: How to Outsmart the 9 Forces Trying to Steal Your Joy.
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Wise Quotes
On Leveraging Curiosity
"...when you step back and realize that that other person or those other persons are not you and you are curious about learning about them,
Our guest today, Dr. Chris Walinski, is a dentist, researcher, MasterChef contestant, and prostate cancer survivor. His story is an inspiring one of persistence, adaptation, reinvention and turning adversity into advocacy.
Chris shares how his childhood independence led to a lifelong passion for cooking, how his wife nudged him into the MasterChef spotlight, and how a life-altering cancer diagnosis reshaped his perspective on food, prevention, and living fully.
You’ll learn:
- What Chris learned from competing on MasterChef (and from Gordon Ramsay...)
- How his cancer journey shifted his mindset on prevention, nutrition, and resilience
- The role of antioxidants, anti-inflammatory foods, and gut health in longevity
- The top prostate-friendly foods
- The importance of cutting back on ultra-processed foods, red meat, alcohol, and sugar
- Chris’s lessons on reinvention in midlife and retirement
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Bio
Dr. Chris Walinski has been an author, inventor and trusted expert in dentistry for over 25 years and has authored a dental text that has been translated into 10 languages.
He is one of the earliest dentists to use lasers in dentistry, Dr. Walinski has been called upon to make presentations around the world at professional conferences and universities. Since 2004, he has taught thousands of doctors on the topics of cosmetics, minimally-invasive dentistry, technology and the use of lasers. His lectures have taken him to almost 50 countries at this point.
Dr. Walinski is the Executive Director of the World Clinical Laser Institute and the International Dental Laser Research Institute, and is a Founding member of the American Academy of Oral Systemic Health. He is a Diplomate and Past-President of the World Congress of Minimally Invasive Dentistry. He is a proud member of Sigma Xi, the Scientific Research Honor Society, and his Fellowships include the International College of Dentists, The Royal Society of Medicine, The International Association for Laser Dentistry and the American Society for Lasers in Medicine and Surgery.
Dr. Walinski’s lifelong love of cooking resulted in him competing on this season’s MasterChef on FOX. He also has three lovely children and is married to the love of his life and wife of six years. They live together with their English Springer Spaniel, Lacey.
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For More on Chris Walinski
The Prostate Site
3 recipes to try: ‘MasterChef’ alum’s cake, soup, rice - Ohio State Alumni Magazine
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Prostate Cancer Testing
Free Prostate Cancer Testing Near You
NFL Crucial Catch - FIND A CANCER SCREENING LOCATION NEAR YOU*
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Podcast Conversations You May Like
How Not to Age – Dr. Michael Greger
The Well-Lived Life – Dr. Gladys McGarey
Take Charge of Your Well-Being – John La Puma, MD
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About The Retirement Wisdom Podcast
There are many podcasts on retirement, often hosted by financial advisors with their own financial motives, that cover the money side of the street. This podcast is different. You’ll get smarter about the investment decisions you’ll make about the most important asset you’ll have in retirement: your time.
About Retirement Wisdom
I help people who are retiring, but aren’t quite done yet, discover what’s next and build their custom version of their next life. A meaningful retirement doesn’t just happen by accident.
Schedule a call today to discuss how the Designing Your Life process created by Bill Burnett & Dave Evans can help you make your life in retirement a great one — on your own terms.
About Your Podcast Host
Joe Casey is an executive coach who helps people design their next life after their primary career and create their version of The Multipurpose Retirement.™ He created his own next chapter after a 26-year career at Merrill Lynch, where he was Senior Vice President and Head of HR for Global Markets & Investment ...
Join our group and design your retirement.
Six Fridays starting on October 3rd.
Learn more here.
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Is there more to a great life than happiness and meaning? Dr. Shige Oishi thinks so. He's the author of Life in Three Dimensions: How Curiosity, Exploration and Experience Make a Fuller, Better Life, and he defines psychological richness as a life filled with diverse, interesting, and perspective-shifting experiences. Unlike the well-trodden paths of happiness (contentment) and meaning (purpose-driven focus), psychological richness is about exploration, challenge, and even taking on uncomfortable challenges —because growth lives outside the comfort zone. And retirement is a catalyst to explore this third dimension of life. Yet, psychological richness doesn’t require dramatic change. It’s quite accessible through small shifts, and by simply trying something new. Try new foods, meet someone new, or change your routine. And seize opportunities to be spontaneous and playful. Listen in and learn more about how psychological richness can enhance your life in retirement.
Shige Oishi joins us from Chicago.
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Bio
Dr. Shige Oishi is the Marshall Field IV Professor of Psychology at the University of Chicago. He is the author of Life in Three Dimensions: How Curiosity, Exploration and Experience Make a Fuller, Better Life. Dr Oishi is one of the foremost authorities on happiness, meaning, and culture. He is the author of The Psychological Wealth of Nations, and his research has been featured in major media outlets, including The New York Times and The Wall Street Journal.
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For More on Dr. Shige Oishi
Life in Three Dimensions: How Curiosity, Exploration and Experience Make a Fuller, Better Life
Website
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Podcast Conversations You May Like
The Art of the Interesting – Lorraine Besser, PhD
How to Retire – Christine Benz
Make Your Next Years Your Best Years – Harry Agress, MD
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About The Retirement Wisdom Podcast
There are many podcasts on retirement, often hosted by financial advisors with their own financial motives, that cover the money side of the street. This podcast is different. You’ll get smarter about the investment decisions you’ll make about the most important asset you’ll have in retirement: your time.
About Retirement Wisdom
I help people who are retiring, but aren’t quite done yet, discover what’s next and build their custom version of their next life. A meaningful retirement doesn’t just happen by accident.
Schedule a call today to discuss how the Designing Your Life process created by Bill Burnett & Dave Evans can help you make your life in retirement a great one — on your own terms.
About Your Podcast Host
Joe Casey is an executive coach who helps people design their next life after their primary career and create their version of The Multipurpose Retirement.™ He created his own next chapter after a 26-year career at Merrill Lynch, where he was Senior Vice President and Head of HR for Global Markets & Investment Banking.
Joe has earned Master’s degrees from the University of Southern California in Gerontology (at age 60), the University of Pennsylvania, and Middlesex University (UK), a BA in Psychology from the University of Massachusetts at Amherst, and his coaching certification from Columbia University.
In addition to his work with clients, Joe hosts The Retirement Wisdom Podcast, ranked in the top 1% globally in popularity by Listen Notes, with over 1.6 million downloads. Business Insider recognized Joe as one of 23 innovative coaches who are making a difference. He’s the author of Win the Retirement Game: How to Outsmart the 9 Forces Trying to Steal Your Joy.
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Wise Quotes
On Novelty
"So these results suggest that if you want to make your life psychologically richer,
Want to create a retirement your boss will envy? Design it.
New group program starts on October 3rd.
Six weeks to a new direction.
Learn more
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Most of us know about lifespan and healthspan—but have you thought about your joyspan? Gerontologist Dr. Kerry Burnight is the author of Joyspan: The Art and Science of Thriving in Life's Second Half. She shares her research and practical wisdom on how to extend not just the years of our lives, but the years we will truly enjoy living. Drawing from her “Joyspan Matrix” and decades of experience, Kerry, a nationally recognized advocate for positive aging, offers a fresh perspective and new thinking on thriving in later life for your consideration.
We discuss:
The importance of joyspan alongside lifespan and healthspan
What she's learned from her longest running case study (her Mom)
Lessons from her grandmothers’ contrasting approaches to aging
The four pillars of the Joyspan Matrix: Grow, Connect, Adapt, and Give
Why connection is as vital as medicine
How purpose can change our biology and well-being
Practical ways to spark curiosity and joy through personal projects
Kerry Burnight joins us from Southern California.
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Bio
Dr. Kerry Burnight, America’s Gerontologist, is sparking a revolution to make older better.
Fed up with the fear-driven, anti-aging hysteria, hundreds of thousands of people turn to “Dr. Kerry” for her practical, effective and uplifting approach to navigating longevity. Her approach to aging is based upon a profound truth: the key to good longevity isn’t the length of your life, it’s the quality of your life. Efforts to maximize lifespan and even healthspan don’t address the whole picture. Longevity is meaningless if you don’t like your life. Burnight introduces the critical concept, “joyspan,” based on the science of well-being, contentment, connection, meaning, growth, choice, and purpose.
She earned her PhD in Gerontology at the University of Southern California. Dr. Burnight taught Geriatric Medicine and Gerontology for 18 years at the University of California, Irvine School of Medicine. She was an invited speaker to the U.S. White House at the Elder Justice Summit and at the U.S. Department of Justice. She has appeared on CBS News, NBC News, The Doctors, Money Matters, and The Dr. Phil Show.
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Joyspan: The Art and Science of Thriving in Life's Second Half
Website
On CBS Mornings with Gayle King and team (4 minutes)
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Podcast Conversations You May Like
Thinking Better to Live Better – Dr. Woo-kyoung Ahn
Ageism Unmasked – Dr. Tracey Gendron
The Joy Choice – Dr. Michelle Segar
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About The Retirement Wisdom Podcast
There are many podcasts on retirement, often hosted by financial advisors with their own financial motives, that cover the money side of the street. This podcast is different. You’ll get smarter about the investment decisions you’ll make about the most important asset you’ll have in retirement: your time.
About Retirement Wisdom
I help people who are retiring, but aren’t quite done yet, discover what’s next and build their custom version of their next life. A meaningful retirement doesn’t just happen by accident.
Schedule a call today to discuss how the Designing Your Life process created by Bill Burnett & Dave Evans can help you make your life in retirement a great one — on your own terms.
About Your Podcast Host
Joe Casey is an executive coach who helps people design their next life after their primary career and create their version of The Multipurpose Retirement.™ He created his own next chapter after a 26-year career at Merrill Lynch, where he was Senior Vice President and Head of HR for Global Markets & Investment Banking.
Joe has earned Master’s degrees from the University of Southern California in Gerontology (at age 60),...
September 7th is Grandparents' Day!
Celebrate the grandparents in your life or reflect on your own grandparenting journey.
This is a special Retirement Roundtable episode, where we invite previous guests to engage in a conversation with each other. Returning are Ted Page, author of the new book Good Grandpa: Stories from the Heart of Grandfatherhood, and Kerry Byrne, founder of The Long Distance Grandparent. They're bringing different perspectives on, and experiences with, one of retirement's most complex yet rewarding roles: modern grandparenting. This isn't the hands-off grandparenting of yesteryear. Today's grandparents face unique challenges. They must actively build connections, learn, leverage, and adapt to emerging technologies; and navigate changing family roles and dynamics, walking the delicate line between sharing wisdom and overstepping boundaries.
We Discuss:
How grandparenting has evolved
Why modern grandparenting requires more intentionality
How humor and fun create trust and lasting bonds
How to navigate different parenting philosophies with adult childrenLeveraging technology while staying mindful of balance
The powerful impact of sharing family stories and traditions
Ways to create meaningful experiences across generations
Kerry Byrne joins us from Toronto, and Ted Page joins us from Vermont.
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For More on Ted Page
Good Grandpa: Stories from the Heart of Grandfatherhood
Blog: GoodGrandpa.com – Nurturing the Next Generation
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For More on Kerry Byrne
The Long Distance Grandparent
FREE Printable Cheat Sheet to Help you Connect with your Grandchild from a Distance
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Podcast Conversations You May Like
The Long Distance Grandparent – Kerry Byrne PhD
Good Grandpa – Ted Page
The Mindful Grandparent – Dr. Shirley Showalter
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Mentioned in This Podcast Conversation
Dr. Becky
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About The Retirement Wisdom Podcast
There are many podcasts on retirement, often hosted by financial advisors with their own financial motives, that cover the money side of the street. This podcast is different. You’ll get smarter about the investment decisions you’ll make about the most important asset you’ll have in retirement: your time.
About Retirement Wisdom
I help people who are retiring, but aren’t quite done yet, discover what’s next and build their custom version of their next life. A meaningful retirement doesn’t just happen by accident.
Schedule a call today to discuss how the Designing Your Life process created by Bill Burnett & Dave Evans can help you make your life in retirement a great one — on your own terms.
About Your Podcast Host
Joe Casey is an executive coach who helps people design their next life after their primary career and create their version of The Multipurpose Retirement.™ He created his own next chapter after a 26-year career at Merrill Lynch, where he was Senior Vice President and Head of HR for Global Markets & Investment Banking.
Joe has earned Master’s degrees from the University of Southern California in Gerontology (at age 60), the University of Pennsylvania, and Middlesex University (UK), a BA in Psychology from the University of Massachusetts at Amherst, and his coaching certification from Columbia University.
In addition to his work with clients, Joe hosts The Retirement Wisdom Podcast, ranked in the top 1% globally in popularity by Listen Notes, with over 1.6 million downloads. Business Insider recognized Joe as one of 23 innovative coaches who are making a difference. He’s the author of Win the Retirement Game: How to Outsmart the 9 Forces Trying to Steal Your Joy.
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Wise Quotes
On Grandparenting
" Be there for them."
- Ted Page
On Connection
"Having a relationship with a grandparent is not a ...
Do you know what you'll be retiring to?
Join us for six Fridays starting on October 3rd and invest in Future You.
Learn more here.
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How much time do you spend working out your body versus working out your emotional health? Physical fitness requires daily practice—hitting the gym once won't deliver the results you want. But when it comes to our emotions, we often think we'll "deal with that later" or assume we don't need to actively work on our emotional well-being.
Emily Anhalt, clinical psychologist and author of Flex Your Feelings: Train Your Brain to Develop the 7 Traits of Emotional Fitness, knows this approach doesn't work. She's developed a framework for "emotional fitness"—an ongoing, proactive practice of strengthening your mental and emotional health through small, consistent habits that build resilience, curiosity, and communication skills before you need them.
In this conversation, Emily shares how emotionally fit people approach life differently, why playfulness is a valuable health practice (with research to back it up), and practical strategies you can implement today. Her insights are particularly valuable and timely for those navigating retirement transitions, when stress doesn't disappear—it simply changes form.
Emily Anhalt joins us from California.
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We Discuss
Why emotional fitness requires daily practice, just like physical fitness
How curiosity transforms defensiveness into opportunities for growth
Why playfulness can increase creativity, collaboration, and longevity
The hidden stress of retirement: identity, relationships, and meaning
Setting boundaries: every "yes" is also a "no" to something else
The power of "Relationship Retros" for proactive connection
Using emojis strategically to improve communication and reduce misunderstandings
Building new friendships through your existing network
The monthly feedback message that can transform your relationships
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Bio
Dr. Emily Anhalt is the author of Flex Your Feelings: Train Your Brain to Develop the 7 Traits of Emotional Fitness. She is a clinical psychologist, author, and cofounder of Coa, the gym for mental health.
For the past fifteen years, Dr. Anhalt has worked clinically with executives, founders, and tech employees, and has conducted extensive research with prominent psychologists and entrepreneurs about how leaders can improve their emotional health.
Dr. Anhalt has collaborated with companies like Google, Salesforce, NBCUniversal, NASDAQ, and the NBA.
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For More on Dr. Emily Anhalt
Flex Your Feelings: Train Your Brain to Develop the 7 Traits of Emotional Fitness
Website
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Podcast Conversations You May Like
Ditch Your Baggage – Dr. Bob Rosen
Retire Happy – Dr. Catherine Sanderson
The Emotionally Intelligent Retirement – Kate Schroeder & Nick Wignall
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About The Retirement Wisdom Podcast
There are many podcasts on retirement, often hosted by financial advisors with their own financial motives, that cover the money side of the street. This podcast is different. You’ll get smarter about the investment decisions you’ll make about the most important asset you’ll have in retirement: your time.
About Retirement Wisdom
I help people who are retiring, but aren’t quite done yet, discover what’s next and build their custom version of their next life. A meaningful retirement doesn’t just happen by accident.
Schedule a call today to discuss how the Designing Your Life process created by Bill Burnett & Dave Evans can help you make your life in retirement a great one — on your own terms.
About Your Podcast Host
Joe Casey is an executive coach who helps people design their next life after their primary career and create their version of The Multipurpose Retirement.™ He created his own next chapter after a 26-year c...
How much have you invested for the financial side of your retirement?
How about the non-financial side?
Join us for six Fridays starting on October 3rd and get moving on your roadmap.
Learn more here.
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Transitions are rarely easy, whether you're leaving your career or any other life chapter that has helped define you. Cassidy Krug knows this firsthand. A 2012 Olympian in diving, she grew up immersed in the sport—coached by her parents, competing at Stanford, and training for years beyond. When she reached her dream of competing at the London Games, she also knew it was time to move on.
In this conversation, Cassidy Krug shares the lessons she learned about navigating major life transitions—from sport to career, and from an “all-in” life to an “à la carte” one. She talks candidly about the identity shifts, the uncertainty of new beginnings, and the importance of reflection, interpretation, and community. Her story offers inspiration and practical wisdom for anyone facing their own turning points, especially those contemplating or entering retirement.
Cassidy Krug joins us from Los Angeles.
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We Discuss
The emotional challenges of retiring from something when you still love what you do
Why we tend to cling too long to what we do—and what helps us let go
The critical role of interpreting your story, not just reacting to change
How asking for help (and informational interviews) opened new doors in her career
Creating an “à la carte” life after diving, balancing career, creativity, and relationships
The value of curiosity and trying new things—even when you’re used to being an expert
Why investing in community matters so much after leaving a team or workplace
The best advice she received (and what she wishes she had) about embracing change
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Bio
Cassidy Krug is the author of Resurface: A Guide to Navigating Life’s Biggest Transitions. She is a former Olympic diver, a writer, and a brand and innovation strategist based in Los Angeles. She graduated from Stanford with an English degree and she won two NCAA diving titles there.
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For More on Cassidy Krug
Resurface: A Guide to Navigating Life’s Biggest Transitions
Website
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Podcast Conversations You May Like
The Portfolio Life – Christina Wallace
Strategic Quitting – Julia Keller
Edit Your Life – Elisabeth Sharp McKetta
The Skill Set for Life’s Transitions – Bruce Feiler
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About The Retirement Wisdom Podcast
There are many podcasts on retirement, often hosted by financial advisors with their own financial motives, that cover the money side of the street. This podcast is different. You’ll get smarter about the investment decisions you’ll make about the most important asset you’ll have in retirement: your time.
About Retirement Wisdom
I help people who are retiring, but aren’t quite done yet, discover what’s next and build their custom version of their next life. A meaningful retirement doesn’t just happen by accident.
Schedule a call today to discuss how the Designing Your Life process created by Bill Burnett & Dave Evans can help you make your life in retirement a great one — on your own terms.
About Your Podcast Host
Joe Casey is an executive coach who helps people design their next life after their primary career and create their version of The Multipurpose Retirement.™ He created his own next chapter after a 26-year career at Merrill Lynch, where he was Senior Vice President and Head of HR for Global Markets & Investment Banking.
Joe has earned Master’s degrees from the University of Southern California in Gerontology (at age 60), the University of Pennsylvania, and Middlesex University (UK), a BA in Psychology from the University of Massachusetts at Amherst, and his coaching certification from Columbia University.
Six Fridays This Fall to Design What You'll Be Retiring To
Starts on October 3rd
Learn more here - Limited to 10 participants. Take the first step toward shaping your future - register now.
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On this episode of The Retirement Wisdom Podcast, we’re joined by Carl Landau, creator and host of I Used to Be Somebody. Carl brings warmth, humor, and introspection as he explores the twists and turns of retiring after an entrepreneurial journey. He shares why letting go of your work identity, redefining purpose, and discovering a mix of new creative outlets—like podcasting, documentary filmmaking, and pickleball—can light up your retirement.
Carl reminds us that slowing down doesn’t mean stopping, and that reinvention can be both fun and fulfilling.
What You’ll Learn
How Retirement is an Evolving Process—finding your way takes some time, especially for high achievers
Why Setting Boundaries is Key —how to avoid turning hobbies into a new full-time job... and losing your freedom
How Letting Go Frees You—who you were doesn't define who you'll be next
Why Saying “No” is a Game Changer— create space for what truly matters now to you, not for other people's agendas
How to Build Your New Life — develop a meaningful life plan, not just a financial one for retirement
Carl Landau joins us from Sacramento, California.
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Bio
Carl Landau is the founder of Pickleball Media. He has been an entrepreneur since the age of 26 and started and sold three successful media companies, published five magazines (software development, winemaking and craft brewing industries). He currently hosts the popular podcast I Used to be Somebody, inspiring 50-plus-year-olds how to build their (un)retirement good life. He’s the co-author of the book, Pickleball for Dummies.
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For More on Carl Landau
I Used to Be Somebody
Pickleball for Dummies
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Podcast Episodes You May Like
Your Identity Beyond Your Job Title – Laverne McKinnon
Lessons Learned in Retirement That Can Help You – Judith Nadratowski
The Art of a Balanced Life in Retirement – Dr. Marybeth Crane
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About The Retirement Wisdom Podcast
There are many podcasts on retirement, often hosted by financial advisors with their own financial motives, that cover the money side of the street. This podcast is different. You’ll get smarter about the investment decisions you’ll make about the most important asset you’ll have in retirement: your time.
About Retirement Wisdom
I help people who are retiring, but aren’t quite done yet, discover what’s next and build their custom version of their next life. A meaningful retirement doesn’t just happen by accident.
Schedule a call today to discuss how the Designing Your Life process created by Bill Burnett & Dave Evans can help you make your life in retirement a great one — on your own terms.
About Your Podcast Host
Joe Casey is an executive coach who helps people design their next life after their primary career and create their version of The Multipurpose Retirement.™ He created his own next chapter after a 26-year career at Merrill Lynch, where he was Senior Vice President and Head of HR for Global Markets & Investment Banking.
Joe has earned Master’s degrees from the University of Southern California in Gerontology (at age 60), the University of Pennsylvania, and Middlesex University (UK), a BA in Psychology from the University of Massachusetts at Amherst, and his coaching certification from Columbia University.
In addition to his work with clients, Joe hosts The Retirement Wisdom Podcast, ranked in the top 1% globally in popularity by Listen Notes, with over 1.6 million downloads. Business Insider recognized Joe as one of 23 innovative coaches who are making a difference. He’s the author of Win the Retirement Game: How to Outsmart the 9 Forces Trying to Steal Your Joy.
Don't leave your retirement to chance.
Design It.
Join us for six Fridays starting on October 3rd and get moving on your roadmap.
Learn more here.
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On this episode of The Retirement Wisdom Podcast, we’re joined by Nathalie Martin, author of The Inspired Retirement, an excellent new book that will help you reframe what it means to retire well. In today's conversation, she challenges the assumptions many people bring to retirement—and shares how mindfulness, clarity, and intention can lead to a more inspired next chapter.
What You’ll Learn
Why the ‘three plagues’ of aging are avoidable
How three non-financial pillars of retirement are gamechangers
How mindfulness and movement can enhance your life
Why one-size-fits-all approaches to purpose miss the mark—and what to do instead
A practical exercise to prioritize what matters most in your life as you plan for retirement
Nathalie Martin joins us from New Mexico.
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Bio
Nathalie Martin is a chaired professor at the University of New Mexico School of Law, where she teaches mindfulness and law as well as elder law, commercial law, and consumer law. A longtime yoga and meditation teacher and practitioner, she also teaches contemplative practices in varied settings, from hospitals and senior centers to law school classrooms.
Nathalie is the author of over forty articles and nine books, including Lawyering from the Inside Out and Yoga for Lawyers, and her legal scholarship has been cited by the US Supreme Court. With The Inspired Retirement, Nathalie brings her decades of experience and expertise to a general audience.
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For More on Nathalie Martin
The Inspired Retirement: Purpose and Passion in Your Next Adventure
Website: nathaliemartinmindfulness.com
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Podcast Conversations You May Like
Retiring: Creating a Life That Works for You – Teresa Amabile
Happier Hour – Cassie Holmes, PhD
Live Life in Crescendo – Cynthia Covey Haller
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Mentioned in This Podcast Conversation
Being Mortal by Atul Gawande
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About The Retirement Wisdom Podcast
There are many podcasts on retirement, often hosted by financial advisors with their own financial motives, that cover the money side of the street. This podcast is different. You’ll get smarter about the investment decisions you’ll make about the most important asset you’ll have in retirement: your time.
About Retirement Wisdom
I help people who are retiring, but aren’t quite done yet, discover what’s next and build their custom version of their next life. A meaningful retirement doesn’t just happen by accident.
Schedule a call today to discuss how the Designing Your Life process created by Bill Burnett & Dave Evans can help you make your life in retirement a great one — on your own terms.
About Your Podcast Host
Joe Casey is an executive coach who helps people design their next life after their primary career and create their version of The Multipurpose Retirement.™ He created his own next chapter after a 26-year career at Merrill Lynch, where he was Senior Vice President and Head of HR for Global Markets & Investment Banking.
Joe has earned Master’s degrees from the University of Southern California in Gerontology (at age 60), the University of Pennsylvania, and Middlesex University (UK), a BA in Psychology from the University of Massachusetts at Amherst, and his coaching certification from Columbia University.
In addition to his work with clients, Joe hosts The Retirement Wisdom Podcast, ranked in the top 1% globally in popularity by Listen Notes, with over 1.6 million downloads. Business Insider recognized Joe as one of 23 innovative coaches who are making a difference. He’s the author of Win the Retirement Game: How to Outsmart the 9 Forces Trying to Steal Your Joy.
Design Your Next Chapter
Joe Tarantino joins us to share his retirement journey - going from balancing family and work responsibilities to embarking on an ambitious cycling goal. A lifelong learner, Joe opens up about how setting a personal moonshot goal helped him transition into retirement with purpose. He wrote a book chronicling his cycling experiences. He offers candid insights on caregiving, identity shifts, and why it's essential to replace the structure and social interactions that work once provided.
Joe Tarantino joins us from Ohio.
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Bio
Joe Tarantino has cycled through all 50 U.S. states, crisscrossing a vast network of roads and trails. With 25 marathons and other endurance events under his belt, he retired from a successful 35-year career in the aerospace industry as a chemist, engineer, and operations manager, in response to God's call to a different direction in his otherwise comfortable life. While pursuing his cycling, he seeks to inspire others to chase their dreams through his writing.
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For More on Joe Tarantino
Pale Pink Roads
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Podcast Conversations You May Like
Unlock Positive Aging with Outdoor Adventure – Caroline Paul
Not Too Late – Gwendolyn Bounds
The Benefits of a New Challenge – Joe Simonetta
Big Goals – Caroline Adams Miller
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About The Retirement Wisdom Podcast
There are many podcasts on retirement, often hosted by financial advisors with their own financial motives, that cover the money side of the street. This podcast is different. You’ll get smarter about the investment decisions you’ll make about the most important asset you’ll have in retirement: your time.
About Retirement Wisdom
I help people who are retiring, but aren’t quite done yet, discover what’s next and build their custom version of their next life. A meaningful retirement doesn’t just happen by accident.
Schedule a call today to discuss how the Designing Your Life process created by Bill Burnett & Dave Evans can help you make your life in retirement a great one — on your own terms.
About Your Podcast Host
Joe Casey is an executive coach who helps people design their next life after their primary career and create their version of The Multipurpose Retirement.™ He created his own next chapter after a 26-year career at Merrill Lynch, where he was Senior Vice President and Head of HR for Global Markets & Investment Banking.
Joe has earned Master’s degrees from the University of Southern California in Gerontology (at age 60), the University of Pennsylvania, and Middlesex University (UK), a BA in Psychology from the University of Massachusetts at Amherst, and his coaching certification from Columbia University.
In addition to his work with clients, Joe hosts The Retirement Wisdom Podcast, ranked in the top 1% globally in popularity by Listen Notes, with over 1.6 million downloads. Business Insider recognized Joe as one of 23 innovative coaches who are making a difference. He’s the author of Win the Retirement Game: How to Outsmart the 9 Forces Trying to Steal Your Joy.
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Wise Quotes
On the Challenge of Early Retirement
"You leave the work site, and you just don't have the social interaction that you used to."
On Finding Purpose
"Don't settle for all these good things when there's something great you could be going after. You've got all this open time. Make sure it's spent doing good stuff, even great stuff."
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The views and opinions expressed by guests on The Retirement Wisdom Podcast are solely those of the guests and do not reflect the opinion of the host or Retirement Wisdom, LLC. The Retirement Wisdom Podcast primarily covers the non-financial aspects of retirement. From time to time we may invite guests who discuss other aspects of retirement planning, solely for educational purposes.
Own your retirement. Design It.
Join us for 6 Fridays starting on October 3rd and get unstuck.
Registration is open for the next two Design Your New Life in Retirement Groups.
The Very Early Bird discount ends on 7/31.
Learn more here.
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On this episode of The Retirement Wisdom Podcast, we explore the transformative mindset that can reshape retirement from a winding-down phase into a period of renewal and growth. Cyn Meyer unpacks why purpose and energy—not just finances—should drive your post-career life, sharing the Rewire Retirement Method and the neuroscience behind deliberate reinvention.
What You’ll Learn
Cyn's backstory that led her to get involved in the retirement space
Why your retirement can be a spiral upward, not a slow fade down
How her Five Rings of Retirement redefine life after work
The science of neuroplasticity and how it supports intentional change
How tuning into your inner energy can spur you forward
How daily gratitude practices, especially with your partner, can deepen connection
Cyn Meyer joins us from California.
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Bio
Cyn Meyer is the creator of the Rewire My Retirement program and is a modern certified life coach committed to helping older adults turn their retirement years into their best years, full of purpose and passion. She founded Second Wind Movement in 2018 as a valuable resource dedicated to older adults who are striving for healthy, active, and engaged retirement lives.
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For More on Cyn Meyer
The Rewire Retirement Method
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Podcast Episodes You May Like
The New Happy – Stephanie Harrison
Retiring: Creating a Life That Works for You – Teresa Amabile
Growing Old, Staying Rad – Steven Kotler
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About The Retirement Wisdom Podcast
There are many podcasts on retirement, often hosted by financial advisors with their own financial motives, that cover the money side of the street. This podcast is different. You’ll get smarter about the investment decisions you’ll make about the most important asset you’ll have in retirement: your time.
About Retirement Wisdom
I help people who are retiring, but aren’t quite done yet, discover what’s next and build their custom version of their next life. A meaningful retirement doesn’t just happen by accident.
Schedule a call today to discuss how the Designing Your Life process created by Bill Burnett & Dave Evans can help you make your life in retirement a great one — on your own terms.
About Your Podcast Host
Joe Casey is an executive coach who helps people design their next life after their primary career and create their version of The Multipurpose Retirement.™ He created his own next chapter after a 26-year career at Merrill Lynch, where he was Senior Vice President and Head of HR for Global Markets & Investment Banking.
Joe has earned Master’s degrees from the University of Southern California in Gerontology (at age 60), the University of Pennsylvania, and Middlesex University (UK), a BA in Psychology from the University of Massachusetts at Amherst, and his coaching certification from Columbia University.
In addition to his work with clients, Joe hosts The Retirement Wisdom Podcast, ranked in the top 1% globally in popularity by Listen Notes, with over 1.6 million downloads. Business Insider recognized Joe as one of 23 innovative coaches who are making a difference. He’s the author of Win the Retirement Game: How to Outsmart the 9 Forces Trying to Steal Your Joy.
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Wise Quotes
On Gratitude
"When we are in a state of gratitude, fear is obliterated, right? They are polar opposites. The fear cannot exist while you're in a state of gratitude. I always say you have your own passions, purpose, and growth path in retirement. Your spouse has theirs, and then you have your couple's activities together, right?
What's next? Design it.
The Very Early Bird discount ends today 7/31.
Get unstuck. Learn more here. Register here.
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What if you stepped out of your comfort zone? Lee Gale Gruen shares her inspiring journey from 37 years as a probation officer to becoming an actor, author, lecturer, dancer, and a Physics Club member in retirement. Initially lost after retiring, she stumbled upon a senior acting class that changed everything—helping her find a new identity, connection, and new pursuits. Her story offers the template for a roadmap for retirees who may be struggling to find purpose by stepping up to try new things, overcoming fear, and staying curious. Because let's face it, retirement is not the end of the line — it's an opportunity to reinvent yourself.
You'll Learn:
What it's like to be a docent
How volunteering can unlock new purpose
The importance of trying new (and returning to old) interests
What to do when fear holds you back
How to find opportunities using local resources
Lee Gale Gruen joins us from California.
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Bio
Lee Gale Gruen (Lee Gale is her first name) lives in the East San Francisco Bay area. She has two children and three grandchildren. She graduated from UCLA and had a 37-year career as a probation officer. After retiring, she became an actress, author, speaker, and blogger. She has appeared in television, films, commercials, theater, and print. She performs regularly at medical schools, portraying patients for student training, and was one of six supporting exercise/dancers in the Jane Fonda Prime Time Firm & Burn" workout DVD. Her transition to becoming an actress in her senior years has been written about in Time Magazine, the Los Angeles Times newspaper, AARP Life Reimagined, and in Marlo Thomas' book, which profiles women who have reinvented themselves. Lee Gale has had several articles and short stories published, including in the Chicken Soup for the Soul series. She is also a public speaker, lecturing on senior reinvention. She has published a memoir as well as a self-help book that complements her public lectures on senior reinvention. She has written a screenplay of her memoir titled the same as the book: "Adventures with Dad." Lee Gale blogs at LeeGaleGruen.wordpress.com under the same title as her lecture and self-help book, "Reinventing Yourself in Your Retirement Years."
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For More on Lee Gale Gruen
Reinventing Yourself and Your Retirement Years: Find Joy, Excitement, and Purpose After You Retire
Website
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Podcast Episodes You May Like
The Second Fifty – Debra Whitman
Make Your Next Years Your Best Years – Harry Agress, MD
Retirement Rookies – Stephen & Karen Kreider Yoder
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About The Retirement Wisdom Podcast
There are many podcasts on retirement, often hosted by financial advisors with their own financial motives, that cover the money side of the street. This podcast is different. You’ll get smarter about the investment decisions you’ll make about the most important asset you’ll have in retirement: your time.
About Retirement Wisdom
I help people who are retiring, but aren’t quite done yet, discover what’s next and build their custom version of their next life. A meaningful retirement doesn’t just happen by accident.
Schedule a call today to discuss how the Designing Your Life process created by Bill Burnett & Dave Evans can help you make your life in retirement a great one — on your own terms.
About Your Podcast Host
Joe Casey is an executive coach who helps people design their next life after their primary career and create their version of The Multipurpose Retirement.™ He created his own next chapter after a 26-year career at Merrill Lynch, where he was Senior Vice President and Head of HR for Global Markets & Investment Banking.
Are you ready to unlock a great life in retirement — or are you stuck in neutral?
Registration is open for the next two Design Your New Life in Retirement Groups.
The Very Early Bird discount ends on 7/31.
Get unstuck. Learn more here. Register here.
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It turns out that one of the hardest habits to break in retirement isn’t work — it’s saving. Richard Sheffield joins us to share his deeply personal and sometimes humorous story of transitioning from a performance-driven corporate career to a more intentional and enjoyable life in retirement. A former executive at UPS, and author of Spend Your Damn Retirement Money!: Beat the Spending Fear to Find Your Dream Retirement, Richard opens up about his struggle to shift from a lifelong saver’s mindset to embracing enjoying the money he worked so hard to accumulate.
He discusses how outdated retirement plans, old success signals, and societal expectations can lead us astray, even long after we've walked away from work. But through self-reflection, rewriting his financial plan, and reconnecting with what brings him joy, Richard found the freedom to spend boldly, live fully, and say yes more often.
You’ll discover:
Why many retirement plans need to be reviewed periodically - and sometimes reworked
The emotional blocks that prevent smart people from moving from accumulating to spending
Why your intentional spending matters more in retirement
The surprising benefits of getting creative with how you spend
Why it can be wise to give now, not just later
Richard Sheffield joins us from Miami.
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Bio
Richard Sheffield is a former executive and writer who shares thoughtful essays on retirement, identity, and personal reinvention. After a long career in the corporate world, Richard turned to writing as a way to make sense of his experience — and to help others navigate their own journeys into retirement. He’s a popular contributor on Medium, where his honest takes on life after work resonate with thousands of readers.
Now fully embracing a bigger, bolder, and more intentional approach to life, Richard writes about finding meaning beyond metrics and spending in ways that spark joy.
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For More on Richard Sheffield
Richard Sheffield on Medium
Spend Your Damn Retirement Money!: Beat the Spending Fear to Find Your Dream Retirement
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Podcast Episodes You May Like
How to Retire – Christine Benz
Unretired – Mark S. Walton
Your Next Years Your Best Years – Harry Agress, MD
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About The Retirement Wisdom Podcast
There are many podcasts on retirement, often hosted by financial advisors with their own financial motives, that cover the money side of the street. This podcast is different. You’ll get smarter about the investment decisions you’ll make about the most important asset you’ll have in retirement: your time.
About Retirement Wisdom
I help people who are retiring, but aren’t quite done yet, discover what’s next and build their custom version of their next life. A meaningful retirement doesn’t just happen by accident.
Schedule a call today to discuss how the Designing Your Life process created by Bill Burnett & Dave Evans can help you make your life in retirement a great one — on your own terms.
About Your Podcast Host
Joe Casey is an executive coach who helps people design their next life after their primary career and create their version of The Multipurpose Retirement.™ He created his own next chapter after a 26-year career at Merrill Lynch, where he was Senior Vice President and Head of HR for Global Markets & Investment Banking.
Joe has earned Master’s degrees from the University of Southern California in Gerontology (at age 60), the University of Pennsylvania, and Middlesex University (UK), a BA in Psychology from the University of Massachusetts at Amherst,
What's next?
Make time to design it.
Early registration is now open for our next Design Your New Life in Retirement group program.
The Very Early Bird discount ends on July 31st.
Learn more here.
Register here.
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What comes after a long, successful career at the top of your field? More and more, people are redefining retirement—saying No Thanks to a traditional retirement and instead exploring new pursuits. And for some, it’s a chance to dive into something they’ve always yearned to do.
In today’s conversation, meet Neal Lipschutz. Stepping away from a distinguished career, he discovered a surprising new purpose—writing fiction. With his debut novel No Write Way to Die just released, Neal shares the lessons he’s learning in a second act.
What might your second act look like? Like Neal, you may discover a path that draws on your skills in a new way- and brings unexpected joy.
Neal Lipschutz joins us from Ridgewood, New Jersey.
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Bio
Neal Lipschutz, a long-time journalist, was formerly a deputy editor-in-chief at The Wall Street Journal. He also previously served as WSJ's ethics and standards editor. He also at one time was the top editor at Dow Jones Newswires. His short fiction has appeared in a number of publications. "No Write Way to Die" is his first novel and the first in a series of mysteries.
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For More on Neal Lipschutz
No Write Way to Die
"This debut thriller from award-winning journalist Neal Lipschutz, former deputy editor in chief of the Wall Street Journal, combines a gripping, good old-fashioned murder mystery with the ethical consideration of just how far a person should go to protect their family."
From Headlines to Whodunits
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Podcast Conversations You May Like
The Vintage Years – Dr. Francine Toder
Edit Your Life – Elisabeth Sharp McKetta
Retiring: Creating a Life That Works for You – Teresa Amabile
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About The Retirement Wisdom Podcast
There are many podcasts on retirement, often hosted by financial advisors with their own financial motives, that cover the money side of the street. This podcast is different. You’ll get smarter about the investment decisions you’ll make about the most important asset you’ll have in retirement: your time.
About Retirement Wisdom
I help people who are retiring, but aren’t quite done yet, discover what’s next and build their custom version of their next life. A meaningful retirement doesn’t just happen by accident.
Schedule a call today to discuss how The Designing Your Life process created by Bill Burnett & Dave Evans can help you make your life in retirement a great one – on your own terms.
About Your Podcast Host
Joe Casey is an executive coach who also helps people design their next life after their primary career and create their version of The Multipurpose Retirement.™ He created his own next chapter after a twenty-six-year career at Merrill Lynch, where he was Senior Vice President and Head of HR for Global Markets & Investment Banking. Today, in addition to his work with clients, Joe hosts The Retirement Wisdom Podcast, which thanks to his guests and loyal listeners, ranks in the top 1 % globally in popularity by Listen Notes, with over 1.6 million downloads. Business Insider has recognized Joe as one of 23 innovative coaches who are making a difference. He’s the author of Win the Retirement Game: How to Outsmart the 9 Forces Trying to Steal Your Joy.
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Wise Quotes
On the Transition to Retirement
"The transition - it's a big one. One of the things I really liked about my plan to go directly from a full-time work in journalism for a big company to being on my own and trying something that no one was asking me to do, was that I didn't know I would be devoted to the process. And I knew that I would be devoting every day that wasn't taken up with somethin...
What's next for you?
Early registration is now open for our next Design Your New Life in Retirement group program. Join us.
The Very Early Bird discount ends on July 31st. Learn more here.
Register here.
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Retirement is about so much more than money.
But where do you begin to build the life you want after you leave full-time work?
Here's what we've discussed with our interesting expert guests:
The critical choice you'll want to make - now - about the years ahead
Why retirement is really about creating a new life structure
How to use retirement as a catalyst to edit your life
The four steps in a reinvention roadmap
Why happiness requires knowledge and skill
What longitudinal research reveals as the keys to a long and satisfying life
How creating a Portfolio Life can open up new possibilities in retirement
How your beliefs can affect your longevity
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Want to explore any of these ideas further?
Dive into any of the full podcast conversations here:
Cynthia Covey Haller
Teresa Amabile
Elisabeth Sharp McKetta
Joanne Lipman
Arthur C. Brooks
Marc Schulz
Christina Wallace
Becca Levy
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Explore our Best Books on Retirement
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About The Retirement Wisdom Podcast
There are many podcasts on retirement, often hosted by financial advisors with their own financial motives, that cover the money side of the street. This podcast is different. You’ll get smarter about the investment decisions you’ll make about the most important asset you’ll have in retirement: your time.
About Retirement Wisdom
I help people who are retiring, but aren’t quite done yet, discover what’s next and build their custom version of their next life. A meaningful retirement doesn’t just happen by accident.
Schedule a call today to discuss how The Designing Your Life process created by Bill Burnett & Dave Evans can help you make your life in retirement a great one – on your own terms.
About Your Podcast Host
Joe Casey is an executive coach who also helps people design their next life after their primary career and create their version of The Multipurpose Retirement.™ He created his own next chapter after a twenty-six-year career at Merrill Lynch, where he was Senior Vice President and Head of HR for Global Markets & Investment Banking. Today, in addition to his work with clients, Joe hosts The Retirement Wisdom Podcast, which thanks to his guests and loyal listeners, ranks in the top 1 % globally in popularity by Listen Notes, with over 1.6 million downloads. Business Insider has recognized Joe as one of 23 innovative coaches who are making a difference. He’s the author of Win the Retirement Game: How to Outsmart the 9 Forces Trying to Steal Your Joy.
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Wise Quotes
On Reinvention
“One of the ways to start actually, and I just wrote a piece in The New York Times about this [is] the idea of thinking about your possible selves. Now that’s a psychological term, but essentially what it means is to imagine what you might be, what you could be, and to go beyond the daydream to take some sort of action on possible selves. So that means if, let’s say I’m pivoting in a career, take a course or shadow someone, or do an informational interview. Don’t just like sit with it and cogitate. You’ve got to get out of your own brain.”
- Joanne Lipman
On Purpose & Meaning
"Purpose or meaning actually requires challenge and trauma and hardship and pain – and actually requires unhappiness paradoxically. So these are kind of complicated phenomena, but altogether, everybody can get better at getting happy if you’ve got the knowledge and skills.”
- Arthur Brooks
On Relationships
"The finding that we talk about most in our book, The Good Life, is that it’s very clear across this 86 years of research, and hundreds of papers,
Who will you become in your retirement?
Registration is now open for the next two Design Your New Life in Retirement Groups.
Very Early Bird discount available for a limited time. Take the first step toward Future You today.
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Retirement is not an end — it’s an open canvas. In this episode, Harry Agress, MD, author of Next Years Best Years: Taking Your Retirement to the Next Level, joins us to explore how retirement can become one of the most dynamic, creative, and fulfilling phases of your life. A retired radiologist and passionate photographer, Dr. Agress shares lessons from his own retirement journey — from trying an improv class with 20-somethings to donating his art to hospitals — and offers you practical insights to help you shape a retirement that’s vibrant, purpose-driven, and truly your own.
You’ll discover:
How self-reflection and worksheets helped Dr. Agress navigate the transition into retirement
Why embracing “The Four Freedoms” can unlock a new mindset
The surprising benefits of trying new things — even improv!
A simple but powerful idea: the 8-minute phone call that can rekindle relationships
Why pursuing purpose — especially in service to others — fuels a more meaningful retirement
Whether you’re preparing for retirement or already in it, Dr. Agress offers a compelling vision of how to make your next chapter the best one yet.
Harry Agress, MD joins us from New York.
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Bio – Harry Agress, MD
Following a 36-year medical career in the field of Radiology, Dr. Agress has been retired for 10 years. He is an experienced teacher and nationally recognized lecturer who takes great joy in passing on what he has learned and experienced both in medicine and in retirement.
He has been profiled in The Wall Street Journal, appeared on NBC’s “The Today Show,” lectured at the 92nd St Y (NYC) and been featured and America’s Top Doctors.
He is a Clinical Professor at Columbia University (NYC) and continues to voluntarily teach medical residents both at Columbia and Weill Cornell Medical Centers.
In his new book, Next Years Best Years, Taking Your Retirement to the Next Level, Dr. Agress dives into the many exploits and research that he and others have discovered as they create a new post-career way of living; embracing the emotional, personal and practical side of one of the most unique opportunities of our lives.
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For More on Harry Agress, MD:
Next Years Best Years: Taking Your Retirement to the Next Level
A Retired Physician Pursues a New Self Portrait in Photography
Q&A with photographer Dr. Harry Agress
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Related Podcast Episodes You May Like:
The Vintage Years – Dr. Francine Toder
Independence Day – Steve Lopez
Retiring: Creating a Life That Works for You – Teresa Amabile
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About The Retirement Wisdom Podcast
There are many podcasts on retirement, often hosted by financial advisors with their own financial motives, that cover the money side of the street. This podcast is different. You’ll get smarter about the investment decisions you’ll make about the most important asset you’ll have in retirement: your time.
About Retirement Wisdom
I help people who are retiring, but aren’t quite done yet, discover what’s next and build their custom version of their next life. A meaningful retirement doesn’t just happen by accident.
Schedule a call today to discuss how The Designing Your Life process created by Bill Burnett & Dave Evans can help you make your life in retirement a great one – on your own terms.
About Your Podcast Host
Joe Casey is an executive coach who also helps people design their next life after their primary career and create their version of The Multipurpose Retirement.™ He created his own next chapter after a twenty-six-year career at Merrill Lynch, where he was Senior Vice President and Head of HR for G...