Chris Taylor & Dan Haylett Interviews: 3rd Annual Meet the (Un)Retirement Experts
Diana Landau | August 04, 2026
You’re in for a real treat! It's the “Ask the Experts” bonus episode. We feature two unretirement experts who know alot about what’s really important. What you are actually going to do in retirement that will be new, super fun, intellectually stimulating and meaningful?
This year, we give you the best of both worlds by tapping into retirement wisdom on both sides, the financial strategy and planning but also the equally important emotional side. In both interviews, the experts give us some solid practical advice. Far from boring, this episode will also give you some new perspectives to ponder for your second half of life.
First, we have Chris Taylor, an experienced journalist who has written financial articles for Reuters, NBCNews, Kiplinger, Fortune, Money , AARP, Wall Street Journal and more. As an award-winning personal finance writer, he focuses on the kitchen table financial topics faced by every American family: Budgeting, borrowing, spending, saving, investing and RETIRING.
Chris’s financial takeaways at different ages and stages:
• Teens: “Talk to young teens about it and be transparent. It’s really like the last taboo for people. They don’t like talking about it (money). They’re not good at it and they don’t know what to say to their kids. I think transparency is important to get the kids thinking about these issues at a young age and it will prepare them for later in life. I would say, get over your hang-ups about it.”
• 20’s to 40’s: “There’s this saying, ‘It’s not about the timing in the market but the time in the market.’ Investing at an early age and all along is key.”
• 50’s: “Gen X is behind where they need to be. Take full advantage of the ‘catch-up’ contributors every year, whether it’s your 401K or IRA, that you can take at 50+. Also, don’t be a hero and sacrifice your own retirement to pay for your kid’s college….you have to have a balance between helping them out and helping yourself out.”
• 60’s and 70’s: “You’re pulling the trigger on when you start taking Social Security, Medicare, etc. Consider part-time work in the transition and even try out mini-retirements in different locations—it will ease you into retirement.”
“This is a phase of life we’re not good at—SPENDING. We’ve been always thinking about savings. Think of your portfolio in a different way. Good savers are often not good spenders. Also, start thinking about estate planning, legacy giving and your long term medical needs for later down the road."
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Our second expert, Dan Haylett, delves into the human side of “What’s next after retirement?”
He is the host of the widely recognized “Humans vs Retirement” podcast, author of book, “The Retirement You Didn’t See Coming” and he also advocates inverting traditional retirement advising by focusing on an individual’s personal purpose and desired lifestyle before mapping out the math.
Dan’s takeaways on the emotional side of retirement:
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“The #1 financial mistake I see people make is their “enough” number. I think people aim too high. Typically the retirement they need is less than they thought. You see people work longer, save more and kind of have that mindset. Some have never really dug into their personal finances.”
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“Look internally at who you are without a job title. It’s important to get the numbers correct, but some people just keep optimizing. You have to shift from a saving mindset. When you start financial planning in the second half of life, you have to learn how to spend your money in a way that makes you feel confident and comfortable.”
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“You’re at your peak in your 60’s and then you stop work, you're not the boss anymore. But you can still use all of those skills, all of that knowledge, all of that wisdom to continue being a thought leader, giving back and mentoring. I see too many people who cold-turkey it and they need to keep going.”
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“Be curious! Of all the people I’ve observed, the successful ones have a growth mindset and are curious. They explore, they’re not afraid to try, they’re not afraid to fail and I applaud that mindset. People who have that massively flourish in retirement.”
A big thanks to Chris Taylor and Dan Haylett for sharing their time with us. Be sure to listen to this episode in full to get more thoughtful insights on how to live your best (un)retirement life!
• Chris Taylor Interview: 4:16 Timestamp
• Dan Haylett Interview: 36:30 Timestamp
Diana Landau is the Content Wrangler for Pickleball Media. After 15 years in corporate marketing, in 2012 she pivoted to write and wrangle content for Niche Media's weekly blog. She now manages the "I Used to be Somebody"
Tom Marks Interview: Survived 40+ Years in the Ad Biz to a Coming of Age in Retirement
Diana Landau | February 10, 2026
Discovering "the new you" after you retire and defining your true purpose takes many people by surprise. Carl interviews successful advertising executive, best-selling author/speaker and one of the leading voices on Retirement Happiness, Tom Marks.
Tom founded his own advertising agency, TMA+Peritus way back in 1983. He has written the bestseller "The Second-Best Business Book Ever Written" and his latest book is "Coming of Age in Retirement: An Advertising Executive's Story of Enlightenment and Revelation."
Tom was born in Chicago. His mother was a designer with her own company and his father was an advertising executive. His dad's biggest claim to fame was that he was the marketing genius behind Orville Redenbacher's Gourmet Popping Corn. "It was an idyllic childhood," he says. Growing up he always wanted to be in the advertising biz like his father and after graduating from Claremont McKenna College, he founded his own agency. He says he made the mistake of not having any clients at the start. "It was hard in the beginning but once you turn a corner, it's a dream." His clients included McDonald's, Footlocker, Honeywell and California Avocados to name just a few.
After working very long hours and weekends for decades, Tom had a retirement AHA moment. "I just felt like I was losing my mojo. I didn't want to work weekends or nights anymore. I could feel myself slowing down." His transition into retirement did not go well, however. "In a word, it was horrible! I made a lot of mistakes." He tells us he just started doing what other people were doing and lost his individualism. Tom made lots of lists. "I was on a hamster wheel and I needed to get off."
So he consulted friends for suggestions and one said he should write a memoir. "I discovered the writing process was fun for me." His latest best-seller is about finding your own path to happiness in retirement combined with a poignant, funny memoir. Tom lives in Tucson with his wife and has two more books coming out this year.
Tom Mark's Advice to Finding Happiness in (Un)retirement:
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"Be careful about what you read (about retirement.) So many of the books on retirement are about the "how" and not the "why."
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"In retirement, we are no longer defined by our professions. We shouldn't be defined by our possessions. We can be whoever, whatever, whenever we want to be. It's the part of life when individualism is at its greatest opportunity and importance."
• I Used to be Somebody World Tour: Croatia
Diana Landau is the Content Wrangler for Pickleball Media. After 15 years in corporate marketing, in 2012 she pivoted to write and wrangle content for Niche Media's weekly blog. She now manages the "I Used to be Somebody" blog.
Fritz Gilbert Interview: Mr. Retirement -- Author of "The Retirement Manifesto"
Diana Landau | October 21, 2025
Ok, this is a BIG DEAL! Carl interviews a retirement legend in this 100th EPISODE!
Carl chose retirement expert/book author/speaker/do-gooder Fritz Gilbert as his 100th podcast guest. Fritz's award-winning blog, The Retirement Manifesto, is focused on helping people achieve a great retirement. Since 2015, Fritz has written 441 articles and 1 million words about how to live your best life in retirement. Fritz retired after more than three decades in corporate America, where he progressed through the various levels of a multinational corporation serving the global aluminum industry. He's still changing lives, read on!
Fritz grew up in the small town of Hillsdale, MI with his parents and two older sisters. His father was a college professor and his mother a teacher. This meant their summers were free to explore the great outdoors, one of Fritz's true passions. It's no surprise that Fritz was a curious, hi-energy kid. He says he wanted to be an NFL punter growing up, then to be a doctor. He attended Wittenberg University in Ohio. He says, "My father always told me I could be whatever I wanted to be." On a whim as a senior, he interviewed with an aluminum industry exec that evolved into a highly successful 33-year career.
Tired of the corporate world's politics, he retired in 2018. But, three years before retirement and this is important, he started thinking and strategizing about what his ideal retirement life would look like in 2015. "I got out at 55," he tells us. He started a blog, which he had never done before and kept on writing. He wrote the 10 Commandments of Retirement, which focuses on attributes to keep in mind daily in retirement, such as; have a great attitude, pursue your passions, stay flexible to change, try new things and more. "I would have never dreamed that 10 years later the blog would become so successful with over 16,000 followers. I was curious and I took that first step!"
He wrote and wrote about not just the financial parts of retirement, but the equally (if not more so) purpose parts of retirement. "I love the relationships I've had too. It's a deep subject, I'm still writing. It's turned into something I love to do." Recently Fritz decided not to do a full-time blog after 10 years so he has time to pursue other passions. He loves to mountain-bike in the Blue Ridge Mountains of Georgia, spend time with family, work in the garden, and lots more.
Fritz is also helping his wife with her passion, Freedom for Fido, a community group that builds fencing for low-income families that have dogs chained in the yards. They've built 187 fences in 6 years with the coordination of several hundred volunteers. "It's created this incredible network, we're getting exercise building fences, and I can't even begin to tell you about the impact we're making on the community." Just like that little kid in Hillsdale, Fritz is still high-energy, loving the outdoors and still curious!
Fritz Gilbert's (Un)Retirement advice:
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"Learn to listen and follow your curiosity. Look for things that might interest you and take that step."
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"The path to fulfillment and enjoyment is to just try new things. Do as many as you can. Some will hit and some will miss. But enjoy the ones you like and keep going!"
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The 90-10 Rule: People focus 90% on the financial part before retirement. It's amazing--once you're in retirement, you spend about 10% thinking about the financial part and 90% thinking about what you are going to do now. It's the purpose side of retirement that people need to think about before they retire."
Diana Landau is the Content Wrangler for Pickleball Media. After 15 years in corporate marketing, in 2012 she pivoted to write and wrangle content for Niche Media's weekly blog. She now manages the "I Used to be Somebody" blog.
Carin Stutz Interview: Restaurant Industry Icon Pays It Forward
Diana Landau | September 23, 2025
Carin Stutz has been Somebody -- an icon in the food service and restaurant world for decades. Carl interviews her about her meteoric career starting in service and working her way up to Division VP for Wendy's International, Exec VP for Applebee's, President of Global Business Development for Brinker International (Chili's Grill & Bar, Maggiano's Little Italy, etc.) and now the good work she is doing to give back to the restaurant industry she loves. Her industry awards and accolades are a very long list.
After college she started as a management trainee for Wendy's and quickly fell in love with the restaurant biz. "I think I learned early on that you have to advocate for yourself," she says. Carin has held top-level positions at seven different restaurant organizations, where she led hundreds of franchises across multiple brands in 34 countries.
Carin (un)retired two years ago at age 67. Her Mom was ill and she says she started realizing that quality of life can deteriorate quickly. "You start thinking about how much time you have left. It was a wake-up call." Carin now sits on nine boards and has founded a global network called GLEAM, which is 100% volunteer-run and provides mentoring and career enhancement opportunities to those in the restaurant industry. "I feel so much has been given to me. I wanted to give back," she adds.
When not mentoring, volunteering, and speaking all over the country, Carin spends time traveling with her husband, enjoying family and friends and tries to attend two concerts a week. She says, "Just say YES to more things. Get outside. Do something. Stay active!"
Carin Stutz's (Un)retirement Tips:
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"What do you do when the applause dies? (After a big career.) You ultimately have to recognize your own accomplishments because it really does stop and you need to be okay with that."
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"I was working all the time so I didn't have hobbies when I (un)retired. I started thinking about what I didn't have in my life and what I could have now."
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"Have friends! There's something about friendship that lifts you up and just enriches your soul."
• I Used to be Somebody World Tour: Croatia
Diana Landau is the Content Wrangler for Pickleball Media. After 15 years in corporate marketing, in 2012 she pivoted to write and wrangle content for Niche Media's weekly blog. She now manages the "I Used to be Somebody" blog
Who Am I Now? Or Weirdly, Strangely Delights You Discover in (Un)retirement
Carl Landau | February 29, 2024
It's been a few years now since I ended my full-time career and (un)retired. I have had more time for myself and everything else in general with not so many stressful demands on my time. I've noticed my perspective about some things has changed. Am I a weirdo or do you notice it in (un)retirement too?
In my full-time career, I felt like my schedule was always at warp speed, even bringing my laptop on vacation. (Ok, I still do that.) But I'm actually enjoying becoming sort of "Zen-like" about very ordinary things that I either hated to do or rushed through to do.
I'm a different guy now! Here's what I mean:
Trash/Recycle Guy: Once a week, we need to put out the trash can at the curb and every-other-week the recycling. I find that now I'm somehow in some sort of a contest with my next- door neighbor, Norman, who can get the cans out faster than anyone on the street. (Full exposure, I'm sure my neighbor has no idea about this supposed contest.) And when I take a walk around the neighborhood now, I'm even picking up the knocked over empty trash cans that are laying in the street. I'm this guy now?
Laundry/Football Guy: I hate doing laundry. Yet somehow I'm now looking forward to doing laundry and folding clothes while I watch football/basketball/baseball. (Did you know there is actually only 18 minutes of live action during a typical NFL game?) My wife appreciates this new laundry guy very much.
Stretch/Meditate Guy: I am an A-personality type guy that never allowed down time for anything. Now I find myself every morning spending at least 15-20 minutes of mindful stretching on a yoga mat and meditating to some music. My 17-year old cat, Felix, joins in on the yoga-mat-fun and "stretches" with me. He thinks this is his new daily routine too. (Imagine him waving his tale in my face, jumping over me and generally bothering me to the beat of the tunes.) So even the cat likes this guy.
Breakfast Tea Guy: I drank glasses of Diet Coke every morning for 45 years. A month ago, I decided to stop. I feel so much better now! I really can't believe the difference. Since I don't care for coffee, I am now a cup or two, tea-drinker with honey and a little-spoon to go with it. Yep, that's me now. I start the day relaxed and calm, vs. hyped up on diet coke. Everyone likes this guy.
Feelings Guy: I don't end any phone call or visit with my daughters without saying "I love you so much." I'm telling my college friend and roommate from 45 years ago that I love him. What in the hell is happening to me? But I think I like this empathetic, Kumbaya guy.
I sure hope this continues. I wonder what changes will happen next. What about you?
