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.
Jillian Johnsrud Interview: Learn How To Take Mini Retirements
Diana Landau | January 13, 2026
How can you retire soon, and often? Carl talks with author/speaker/coach Jillian Johnsrud about the how’s of taking mini-retirements and why they're so good for you. Jillian is the author and host the popular podcast “Retire Often” that helps individuals, companies and financial advisors make sabbaticals a reality—through coaching, consulting and training. Jillian is also an in-demand speaker on the subject of taking multiple mini-retirements.
Jillian grew up in a small town in Montana and after many years away has been back in Montana for over a decade. She grew up in a blue-collar family and she didn't really have big dreams back then. She was an anxious, shy kid with dyslexia. But she says one firm, earnest high school teacher inspired her. She told Jillian, “The spelling doesn’t matter, it’s a low skill set. A better skill set is to be able to tell a good story.” This concept had a huge impact on Jillian.
She worked her way through college, juggling various retail positions. After marrying, living very frugally and saving, she felt she had the financial independence at age 32 to take the leap to become a professional writer. And yes, she also has 5 kids. “I just truly enjoyed the process of writing,” she says, not worrying so much about financial gains from it at that time.
Jillian has personally taken a dozen mini-retirements. She tells us why it's important to do it, and how to create a sabbatical for yourself, including how to talk to your employers, even what to say to your questioning family and friends about it. For example, she says to develop a positive story around your time off, not just the "I'm so stressed out" approach. Think through how it might also work for your employer and how they can manage while you're out and benefit when you get back. She says it may even take a year to plan it. But it can be done!
Jillian says the first mini-retirement she took gave her time to refresh, regroup and find her creativity again. One of her mini-retirements included a 10-week road trip to 10 National Parks with her family. “So often we recognize there’s this window of time to do something, and if we don’t do it now, we will have missed the opportunity.” Now with teens at home, Jillian still finds time to take mini-retirements for extended travel, improving her mental and physical health, and more.
Jillian Johnsrud’s Tips for the Mini-Retirement Life:
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“Give yourself permission to pause from the life you've created. Taking off one, two or three months can change everything—including your perspective and goals for your future.”
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“View your retirement as a non-judgmental science experiment. Try new things, try other things, observe and discover what works best for you.”
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“Schedule some, but less in mini-retirement. Just winging it doesn't work. Experiment with different plans, routines and boundaries to help you realize the outcome you’re looking for.”
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.
Kevin Blake Interview: Mystifying Second Act as an Illusionist
Diana Landau | December 09, 2025
Carl is amazed when he interviews the one and only Kevin Blake. Kevin is different from most of our podcast guests in that he is only in his 30’s. But he definitely took a big risk to dive into his very successful second act and he shares what he learned with the rest of us. Kevin is a former marketing exec who left a successful career to follow his dream of becoming a magician/illusionist/mentalist. He now has a wildly popular show in San Francisco at the Palace Theater.
Kevin grew up in suburban Sacramento, CA. A big part of his childhood was spent going to swim practice and becoming a star swimmer in high school and the collegiate level (He would later go on to swim in the Trials for the 2012 and 2016 Olympics!)
After college and a degree in Psychological and Brain Science, Kevin landed at Wells Fargo and pretty quickly felt he wanted something different. Walking around one day in SF he saw a sign for a “Creative Agency” and knew he would rather be following a much more creative path. As a marketing exec, he created brand identities through digital, print, motion and video for big brands such as Lagunitas Brewing Company, Duraflame, JanSport Backpacks, Intel, and more.
While Kevin enjoyed that career, he always had a passion for magic and performing shows. He developed a side gig of online magic shows for companies all the while honing his craft. The pandemic actually became a big new opportunity for him. “I was making more (money) in two months than I was making for my yearly salary.” (You'll have to listen to the podcast to learn more about that!) “It gave me the freedom to be able to quit,” he tells us. He decided to go for it and work in magic full-time. His family and friends were nervous for him and supportive. “Nervous? Yes. But I was confident.”
Kevin has performed and has competed on a national level -- America's Got Talent and Penn & Teller: Fool Us. Now he performs for sold-out, live magic shows at the Palace Theater as well as for corporate business events. “I’m lucky I have a marketing background so I can sell tickets and promote my business,” he adds. When not performing, Kevin is constantly working on his show, and also spending time with his family. And yes, he’s still swimming.
Kevin Blake, on beginning a Second Act:
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“Your time is open. What do you do with that time? We all have to fill our time with things that create meaning for us.”
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“If you've always had a passion sitting in the back of your mind, try it as a side gig. Go for it, try it, experiment and see what you find. The only thing that can happen is that you'll learn a lot.”
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“If it (second act) was really, really comfortable I wouldn't have that same fire to hustle!”
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“Finding or creating your own small network of people who do what you do is critical.”
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.
Anthony Napolitano Interview: Forced Into Early Retirement and Now a Renaissance Man
Diana Landau | November 11, 2025
Anthony Napolitano retired two years ago, at age 52. He and Carl sat down to talk about the highs, lows and great insights into creating your own personalized Life Retirement Plan. As a former VP of Product/Service Strategy for HP and GoPro, Anthony has fully embraced his new role as Chief Enjoyment Officer. He is a man of many talents, including as a prolific blogger, wine educator and a coach for high school girls' volleyball teams.
Born in Hoboken, NJ, Anthony's parents were Italian immigrants in search of the American Dream. His father was an artist and his mother stayed home with Anthony and his brother. When he was still in grade school, his family moved to California to realize that dream. Anthony played four years of college baseball for Loyola-Marymount College. "My baseball career ended when I graduated," he tells us. "Somehow I got a job at a really big company." (Hewlett-Packard)
Over the course of 24 years, Anthony held many positions within the corporation's divisions, including as VP & General Manager for consumer subscriptions, retail photo solutions and more. "I was always wanting to learn and gain new skills and there was so much opportunity in that corporate world." He talks about having a great career there and then at 47, he began thinking about not only the financial part of retirement, but also what his non-financial life was going to look like. He began to study retirement in earnest. Two years later, his company downsized and it took him a year to find new employment. That's when he got really serious about crafting an early retirement.
Anthony worked for GoPro and soon was part of another downsizing. "In a way they made the decision (to retire) for me. I'm really grateful. I was so relieved and joyful." He lived his Retirement Life Plan in that first year. He bases his plan on the four pillars of Health, Mindset, Purpose and Relationships. At the end of each year, Anthony holds himself accountable and actually grades himself on how he's doing in each of the four pillars. He is now as busy as he wants to be. "It's (retirement) isn't just a project to finish. I'm going to keep evolving," he says. "There is not one day, one hour that I wish I kept working!"
Anthony Napolitano's (Un)Retirement Insights:
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"Start making a list of the things you want to do in retirement and then hold yourself accountable."
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"Say 'No' more. It is really important to be intentional about your commitments. Try not to over-commit too soon."
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"Have time that is structured and also un-structured. It's a balance I'm trying to strike now."
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"Every week I make a point to reach out to an old friend or people who've been important in my life, to reconnect. It's so rewarding."
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.
