The Retirement Wisdom Podcast

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Bio

For decades, Anna Rappaport has studied how people actually transition out of full-time work—not in theory, but in real life. And what she’s learned may challenge how you’re thinking about retirement. Anna Rappaport hasn’t just studied retirement—she’s been living a phased retirement for three decades and is still going strong at 85. As a former Society of Actuaries President and one of the profession’s most published and respected retirement experts, she has insights you’ll want to hear.

So, today, we’re focusing on phased retirement, but not as an HR policy. We’re talking about it as a life strategy—one that blends purpose, flexibility, and relationships. Anna introduces a powerful framework she calls the Life Portfolio—Health, People, Pursuits, and Places—and explains why money alone is never enough for a fulfilling next chapter.

If you’re wondering Who will I be when I retire?, this conversation is for you.

Anna Rappaport joins us from Chicago.

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Bio

Anna Rappaport is the founder and president of Anna Rappaport Consulting. Anna is an actuary, consultant, author, and speaker, and is a nationally and internationally recognized expert on the impact of change on retirement systems and workforce issues. She is a phased retiree and is passionate about women’s retirement security. Anna is a past-President of the Society of Actuaries and chairs its Committee on Post-Retirement Needs and Risks and its Aging and Retirement Research Initiative Steering Committee. Anna spent 28 years with Mercer as an employee benefit consultant, before she founded her own firm, Anna Rappaport Consulting, after leaving Mercer.

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For More on Anna Rappaport

LinkedIn

A Conversation With Anna Rappaport & Steve Siegel: Solo-Agers Disconnect

Thinking About the Future of Retirement

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Podcast Conversations You May Like

Retiring: Creating a Life That Works for You – Teresa Amabile

The Portfolio Life – Christina Wallace

Is Your Company Ready for the Aging Workforce? – Paul Rupert

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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 Portfolio You’re Ignoring

“The Life Portfolio assumes that the individual has enough money. So this is on top of money—it’s not instead of money. That’s really important. The four quadrants are: Health, Pursuits, People, and Places. If you’re not in good health, nothing else matters. But pursuits—the things that give you a sense of purpose in your life—that’s critically important. And here’s the key: you need a portfolio of them, not just one or two. Because you can always lose one or two. If your pursuit is playing tennis, you might not be able to play tennis anymore. If it’s work, it might disappear. So people should try to do a few things, see what they like, zero in on it, but not be limited to one thing.”

On The Reboot, Rewire, Retire Concept

“Rather than saying ‘Okay, I’m done with work, I’m going to play golf all the time,’ Reboot is thinking about this life portfolio. What can I do that brings value to my life? We went around the table asking what people were most concerned about regarding retirement. The biggest issue wasn’t money, wasn’t health, wasn’t caregiving—it was ‘who am I going to be when I’m not who I was anymore?’ That was a real wake-up. Rewire is getting ready—building new skills, keeping up your contacts, maintaining your skills. Those are critical things.”

On Preparing for Phased Retirement

“The preparation you should do is not when you’re ready for phased retirement—it should be way before that. Think about career planning where you’re always focusing on how you’re creating value. You need to have ways of creating value. If you have a good relationship with your employer, you can work something out. I was probably the most published and well-known retirement person in my firm at Mercer. You need credibility. Learn to use their words, not ours—if I’m talking actuarialese to my client, they’re like ‘what?’ But if I’ve translated that to their language, it’s a lot better.”

On Identifying Where You Add Value

“I think the big benefit for employees is that they have much more satisfying lives. There are also a lot of people who they get near what like the traditional retirement ages and they want to spend more time with their grandchildren. They want to take more vacations. They want to pursue a hobby, but they don’t just want to say, my work life is over. And it gives them a variety of options. So I think there’s a lot of benefit. It’s really a way of this gradually changing pursuits. And it may involve money and it might not involve making more money. But it does involve value. Now there can be, and we had a Society of Actuaries essay on employees and both, we’ve discussed the value a number of times. We’ve also discussed the routes to phased retirement because it’s not an easy deal that just automatically happens. Not usually. For employers, it’s a different thing. Depending on the kind of employer and the kind of job that people have, it lets them keep value that people have contributed. And what I want to say is that if we look at employees, and of course it varies by type of employment, there’s firm-specific human capital and there’s general human capital. And for example, if you were a currency trader, you could probably move into one job to another in two minutes. But Joe, you were a human resource director, and you had years and years of history, a lot of firm-specific human capital. What we have not done a good job of, and this is a speech I’ve been making for 25 years, probably maybe 30, is identifying what are the things that you contribute, that you really contribute value. It might be that 10% or 20% of your job, you’re doing something where you’re contributing a lot of value. And what I think is really important is for the employee to figure out how they can contribute a lot of value and the employer to figure out, and for them to reach a meeting of the minds.”

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What does it truly mean to age well in a world where longevity is increasing, but health spans vary wildly? In this episode, we meet with Dr. Arnold Gilberg, author of The Myth of Aging: A Prescription for Emotional and Physical Well-Being. Dr. Gilberg challenges the traditional definition of retirement, arguing that total withdrawal from professional life can lead to loneliness and decline. Instead, he advocates for “semi-retirement” and finding new ways to stay needed, including his own journey of entering rabbinic training. Tune in to hear his wisdom on adapting your physical fitness as your body changes, the power of self-forgiveness, and why exercising your brain is just as critical as exercising your body.

Dr. Arnold Gilberg joins us from Los Angeles.

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Bio

Arnold L. Gilberg, MD, PhD, received his bachelor’s degree in political science and Doctor of Medicine degree from the University of Illinois. He interned at the Los Angeles General Medical Center. He is the last person alive trained by Franz Alexander, MD, a distinguished colleague of Sigmund Freud. His psychiatric training took place at the  Cedars-Sinai Medical Center, where he was chief psychiatric resident. He also has a doctorate in psychoanalysis from the Southern California Psychoanalytic Institute.

Dr. Gilberg is a distinguished life fellow of the American Psychiatric Association, the former clinical chief of psychiatry at Cedars-Sinai Medical Center in Los Angeles, and an associate clinical professor at UCLA School of Medicine (honorary).

He served for ten years under three different governors on the Medical Board of California for LA County, and has treated thousands of patients in his Los Angeles-based practice.

Today he lives with his wife in LA, where he continues to see patients on a regular basis.

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For More on Dr. Arnold Gilberg

The Myth of Aging: A Prescription for Emotional and Physical Well-Being

At 89, he’s heard six decades of L.A.’s secrets and is ready to talk about what he’s learned

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Podcast Episodes You May Like

Shift – Ethan Kross

Make Your Next Years Your Best Years – Harry Agress, MD

The Good Life – Marc Schulz, PhD

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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 Retirement

“Retirement is very loosely defined. And for some people, retirement is going from working six days a week to working four days a week. And people think, oh boy, I’m really retired. I’m working less. And especially if you like your job. And I think people who really like their work and what they’re doing should seriously consider whether retirement, total retirement, is something they want to do. Because for most professions or work, people don’t have to completely retire. They can semi-retire and work two or three days a week if that potential is given to them. Take, for example, myself. I don’t feel like really completely retiring. I’m proud of the fact that I’m 89 years old, and I still work a couple of days a week seeing patients because I like what I do. It makes me feel needed. And the hospital that I attend at tells me I can’t retire. Well, let’s talk about myself. I think my working allows me to remain involved, sing patients, sing other professionals, engaged in some teaching. And we know that people struggle with loneliness. And I do address that in my book The Myth of Aging. There’s a recent study that came out that in the United States today, one out of three people are lonely, which leads to depression, leads to anxiety, leads to psychiatric problems, leads to suicide, leads to drug abuse, and a variety of other condition. So the idea that a person remains engaged in their profession in some way is very critical, and people need to seriously take a look at their retirement, or if they are going to retire, what they might do following their retirement.”

On Adapting

“We all continue to adapt. And I think recognizing that is important. And also not beating up on yourself about these adaptations that take place. People don’t forgive themselves and people are always ready to jump on themselves. And we need to understand that this type of adaptation is very, very important and to accept it and be grateful for it. I enjoyed running marathons, Los Angeles primarily, and it’s nice for me to hold on to the memory, but I’m not really there anymore. I’m in a different place. I’m happy that I can go to our gym and exercise for 25 or 30 minutes, you know, and come up fatigued. And I feel good about that. And my wife feels similarly. We’re both at that place and we enjoy the fact that we can at least do this.”

On Doing Something New

“Well, for most people, I think trying to find something new to do, especially after you’re retired, is very critical for cognitive brain functioning because it keeps your mind at work. And we know today, neurologically, that people need to exercise their brain just as they exercise the rest of their body. So people who retire and find something new to do are helping themselves. I must say there is a small segment of the population who enjoy being retired, moving to a cabin in Northern California or Montana, and being very satisfied in that life situation. But for most of us, that doesn’t work. And so for me, I’ve always had an attachment to faith and spirituality, which I think ultimately provides people with a sense of community.”

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“Challenged me to get out of the starting blocks and far down the path of really thinking

about this next phase of my life in very different ways. I now feel like I have a solid road map.”

“I wish I’d taken this program earlier.”

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What if everything you’ve planned for financially in retirement still leaves you feeling completely lost? Today’s guest knows this paradox intimately. Dan Haylett built his career as a financial planner, helping people achieve financial independence. But what he discovered shocked him: when money stops being the problem in retirement, and that’s when the real problems show up.

Dan is a retirement transition specialist helping people navigate the psychological side of retirement that no financial plan can solve. He’s learned that people plan meticulously for financial independence but rarely prepare for psychological independence. The result? Three devastating losses hit early: loss of structure, loss of relevance, and loss of identity.

In this conversation, Dan shares his framework for retirement well-being built on five human pillars that have nothing to do with your bank account. He challenges what you think you know about retirement as a “reward” and shows you why the most successful retirements aren’t built on bucket lists and endless travel, but on something far simpler and more profound.

If you’ve ever wondered who you are when no one needs your output anymore, this episode will change how you see the next chapter of your life.

Dan Haylett joins us from the UK.

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Bio

Dan Haylett, who’s the author of The Retirement You Didn’t See Coming: a guide to the human side of retirement nobody warns you about. Dan is a financial planner and head of growth for TFP Financial Planning based in the UK. Dan focuses on financial planning, retirement planning, and life planning for people 50+. He also hosts a podcast called Humans vs. Retirement on the behavioral aspects of retirement. Prior to joining TFP, Dan held a number of positions in asset management.

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For More on Dan Haylett

The Retirement You Didn’t See Coming

TFP Financial Planning

Humans vs Retirement

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Podcast Conversations You May Like

How to Prepare Mentally for Life After Work – Joseph Maugeri

Retiring: Creating a Life That Works for You – Teresa Amabile

What Are The Keys To A Successful Retirement? Fritz Gilbert

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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 Structure in Retirement

“So the biggest surprise for me is this. Money stops being the problem. And that’s when the real problems show up, right? So I think that’s kind of the biggest surprise for me. People expect relief. Instead, they probably feel quite disorientated. They’ve planned for financial independence, but not necessarily psychological independence. And so I think the three big shocks or surprises, I think, tend to hit quite early. You get this loss of structure. So there’s kind of no diary or no default rhythm. People get this loss of relevance. Nobody needs you at 9 a.m. anymore. And this loss of identity that job title that once explained you to the world has quietly disappeared. So I think that to me is probably the three big,money stops being the problem. And then the real problems of loss, particularly structure, relevance and identity, really start to take hold. I think one of the things that I really want to reframe when it comes to structure, structure doesn’t disappear in retirement. I think it just stops being imposed on us. For decades, work has  spoon-fed you your structure to a degree, right? Work gave us a reason to get up, a place to be, people to see, and problems to solve. And I think if you remove that overnight, your brain will just panic. And I think the mistake that people try to make, or sorry, the mistake people make is trying to recreate work this kind of same hours, same busyness, just without the meaning. And instead, what I encourage people to do is to build what I would describe as kind of light scaffolding, I suppose, something like that, not rigid schedules, just kind of what I would describe as anchors.”

On Identity

“The question is, who are you when no one needs your output? Let that breathe for a second. Who are you when no one needs your output? And then you start widening identity whilst you’re still working, right? Develop interests that don’t pay you. Spend time with people who don’t care what you do. And I think really importantly, notice what gives you energy outside of kind of performance and status. Because I do think if your entire sense of self is wrapped up in your role in your job, retirement will feel less like freedom and kind of more like redundancy, right? It’s that kind of instant, you’ve lost this thing and you didn’t want to lose it. So I do think it’s a massive challenge because it’s been, you know, our identity that we’ve had has given us so much, has given us status, has given us structure, it’s given us a sense of self-worth. It’s given us many things that provide us with joy and happiness. And, you know, for the first time, we’re free probably to explore with a really decent chunk of wisdom who we actually are as a person. I think the first question you ask is, what’s your name? Hopefully, if you want to kind of start building a bit of a rapport and bond with someone. And maybe the second question is, what do you do? And as we’ve just explored, you would typically answer that question with, I am a ___________. Or on a lot of occasions, someone still gives you a business card or now modern day, it’s like a QR code, right? That kind of gives you a little thing. But, if you give a business card and on that business card, it will have your name. And underneath your name, it will have your job title. It’s kind of, here you are. This is what I do. This is who I am. And my challenge I do to people, I say, well, if you didn’t have a business card, what would you give out or what would you say? And actually, let’s create a business card. Let’s think about what your business card would say. And you can be creative, you can be funny, you can be jovial, you can be serious, you can be whatever you want. But what if your business card said free to explore or, you know, just make up something creative? I’ve got a client who on his business card wrote, trying to play the top 100 golf courses in England before I die, right? That kind of thing. It’s kind of like, that was one of his missions. And you can have multiple business cards, multiple things that you want. So it’s just trying to kind of frame this thing where I think people will, because what I do see, Joe, which I think is actually quite sad, is when people hang on to past identities.”

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“Eye opening and provocative.”

“Challenged me to get out of the starting blocks and far down the path of really thinking

about this next phase of my life in very different ways. I now feel like I have a solid road map.”

“I wish I’d taken this program earlier.”

__________________________

Start the new year right with new habits.

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Thank you for joining us and listening this year.

This special year-end Best Of episode is a collection of valuable insights from our recent guests.

If you missed Part One, you can find it here

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Listen in to full conversations:

Harry Agress

Kerry Burnight

Nathalie Martin

Ken Stern

Joseph Magueri

Christine Platt

Michael Long

Carl Landau

Francine Toder

Diane Button

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You May Also Like

The Very Best of 2024 – Retirement Wisdom

Best of 2023 – Part Three

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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.

Are you ready to graduate from the grind in 2026?

Then here’s your most important project:

Future You.

Learn more

“Eye opening and provocative.”

“Challenged me to get out of the starting blocks and far down the path of really thinking

about this next phase of my life in very different ways. I now feel like I have a solid road map.”

“I wish I’d taken this program earlier.”

__________________________

Start the new year right with new habits.

FREE 3 session program – 3 Fridays in January at Noon Eastern

January 2, 9 and 16

Sign up here

__________________________

What if the most creative chapter of your life hasn’t happened yet? Today’s conversation is about second acts that arrive not quietly—but boldly. Kim Gottlieb-Walker published her debut novel at age 78 after a 50-year career as a photographer. She also leads the Vintage Writers, a lively weekly Zoom group of women authors over 70. Joining her is Roselyn Teukolsky, a former math and computer science educator who retired and now writes fiction. This conversation explores creative courage, identity shifts, the power of starting something new – and the value of community.

Kim Gottlieb-Walker and Roselyn Teukolsky join us from California.

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Planning for retirement?

Check out our recommended Best Books for Retirement

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Bios

Kim Gottlieb-Walker’s  career as a photographer covered a wide range of subjects, from classic rock and roll, reggae, and politics in the ‘60s and ‘70s to major motion pictures and television shows. Now in her late 70s, she has reinvented herself as a novelist.

While still at UCLA (where she  received a BA in Motion Picture production) and shortly thereafter, she shot for underground LA newspapers and magazines including Crawdaddy, the Staff, and Music World. She  also shot the stills for John Carpenter’s Halloween, The Fog, Christine and Escape from New York and worked at Paramount Pictures for nine years as the production photographer for Cheers, and five years for Family Ties. For three decades she  was an elected representative for still photographers on the National Executive Board of IATSE Local 600, the International Cinematographers Guild.

Her coffee-table photo books Bob Marley and the Golden Age of Reggae and On Set with John Carpenter were published by Titan Press (UK) distributed by Random House (USA) and both are now in multiple printing. They have editions in Japanese, Russian and French. She’s  had gallery shows in London, Los Angeles and New York. Her novels are  Lenswoman in Love – a novel of the 1960s & ‘70s (her debut) and the not-yet published historical novel Caterina by Moonlight, about a girl growing up in renaissance Florence in the late 15th century. Her short story “Summer of Love – 1967” appears in the multi-award-winning anthology Feisty Deeds.

Former math and computer science teacher, Roselyn Teukolsky, is the author of A Reluctant Spy, an unconventional spy thriller, and The Fourth Woman, a cautionary tale about online dating.

Teukolsky has long been intrigued by the dilemmas faced by smart women in male-dominated settings. Working as a computer science teacher has given her the familiarity to create an authentic female protagonist, a brilliant computer scientist, who, in the latest novel, must ward off a ransomware attack and an online-dating predator.

Teukolsky has a B.Sc. in Math and Chemistry from the University of the Witwatersrand in Johannesburg, and an M.S. in Math Education from Cornell. She is the author of the Barron’s review book for AP Computer Science, which is currently in its 12th edition. Roselyn’s favorite pastime is tournament bridge. She wrote How to Play Bridge with Your Spouse … and Survive (Master Point Press) in 2002.

She lives in Pasadena, CA, with her husband, Saul Teukolsky.

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Have a Question You’d Like Answered on the Podcast?

Click here to leave a voice message

or email me at [email protected]

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For More on Kim Gottlieb-Walker 

Lenswoman in Love

www.Lenswoman.com for an overview of her photographic history

www.TheRenaissanceWoman.net

www.KimGottliebWalker.com – her author website.

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For More on Roselyn Teukolsky

A Reluctant Spy

The Fourth Woman

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Podcast Conversations You May Like

Why Retirement Was Just the Beginning – Neal Lipschutz

A Creative Pursuit with an Intergenerational Assist – Neil & Michelle McLaughlin

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 a Writing Community

“One of the things I’ve loved best about this recreation of my life is the number of people it’s brought into my life because the writers are a very supportive community. And it keeps your brain alive. There’s so much you have to learn with the learning curve of writing a book that it keeps your brain cells going. It stimulates them. I think there are many people out there who, after having had very active careers that are now retired and are feeling at lost ends. Every person has met interesting people during their lives, has had things happen to them, have had tragedies, have had happiness. Everybody has experiences in them that they might want to communicate. And writing, even though it seems like a very solitary occupation, it gives you a chance to put all of your life experience out into the world and to then connect with other people, other writers, to get the support that you need and to learn all of the different aspects of it. So it’s a very satisfying way to spend your retirement. Oh, well, it’s an amazing group of women. They’re all over 70. They’ve all reinvented themselves as writers. Some were writers beforehand, but most have reinvented themselves. And they cover all different kinds of writing of every genre. There’s self-help, there’s romance, there’s mystery, there’s historical fiction, and they’re all very talented, alert, wonderful women. And we meet every Tuesday on Zoom and commiserate and celebrate and give advice. And it has been the most wonderful support group. So we’re not isolated in retirement. We have interactions with people who have similar goals and similar challenges. It’s a tremendous support group.” – Kim Gottlieb-Walker

On Age as an Asset

” It is never too late to reinvent yourself. It’s totally within your reach. You don’t have to depend on anyone else. All you have to do is sit down and let your ideas flow. And I wouldn’t worry about ageism because now that we’re in an age where you can self-publish, it doesn’t matter how old you are. And the fact that we have had such rich lives and so many experiences informs the writing and gives the writing depth and gives it reality because it’s based on our real experiences. No matter what you’re writing, you’re bringing your life experiences into it, which is incredibly valuable. So don’t worry about ageism. Don’t worry about the publisher. Just get it out on paper. Do it yourself.” – Kim Gottlieb-Walker

On Starting to Write

“A lot of my friends have said to me, Oh, they would love to write a book. They would love to write a book. They’re going to write a book. But the point is, if you don’t sit down every day at the same time, backside in the desk, it doesn’t happen. It just doesn’t. Even if you sit and do nothing. I would ask, what are you going to do in the next 10 years? And I say, I don’t know what I’m going to do. And I say, Well, why not write in the next 10 years?” – Roselyn Teukolsky