Entrepreneur's Enigma: 20-Minute Entrepreneur & Founder Interviews

Today’s guest is Gaylen Wilson, a heart transplant survivor, 20-years-sober former alcoholic, relationship author, erectile dysfunction advocate, Certified Thriving Relationship Coach, and co-founder of The Monument Method Institute with his wife, Heather. His life has been shaped by repeated reinvention—from farm and career failures to alcoholism, sobriety, financial hardship, and rebuilding professionally.

In 2014, a...

Note: This episode is a longer one. But well worth a listen.

Stephan Bajaio believes that success takes time and effort, and he emphasizes this lesson through what he calls the "four Ps."

Drawing on his experience, Stephan shares practical advice with business owners: when evaluating a web page, especially a services page, he encourages them to look beyond surface-level details.

He questions whether important points about a serv...

Adrienne Wilkerson is the co-founder and CEO of Beacon Media + Marketing, a national digital marketing agency specializing in mental and behavioral health organizations.

She started her first business in 2001, is an Inc. 5000 winner for three consecutive years, a published author, and the host of The Beacon Way podcast.

Adrienne helps founders and leaders stop second-guessing their marketing and start showing up in a way that a...

Lindsay Rios is a Fractional CRO & owner of GTM Done Right, helping B2B companies turn accidental growth into intentional growth. Many of the businesses she works with have built revenue growth through referrals, word of mouth and organic inbound. But eventually those channels stop producing the same results, growth becomes less predictable, and leadership realizes they need a more intentional go-to-market strategy.

This is w...

Kira Hartley Klinger is an entrepreneur, bestselling author, and e-commerce expert who has built a successful career turning overlooked treasures into valuable finds. Since launching her first online shop in 2003, she has become a top-rated Etsy seller with more than 17,000 sales and a devoted following in vintage textiles.

Her bestselling Fabric Wars book series shares the remarkable stories behind the rare fabrics she discovers,...

Larry Kesslin is an author who explores the difference between happiness and joy in his life and work. He describes happiness as a response to circumstances, but sees joy as something deeper—a profound knowing of what, who, and why you are. Through his writing and personal philosophy, Larry emphasizes that true joy comes from inner understanding and self-awareness, rather than external validation or fleeting emotions.

He rece...

Marlen Kakkori is the creator of The Podcast Interview Leverage Method™ and founder of The Podcast Conversion Lab. She helps entrepreneurs turn podcast interviews into partnerships, referrals, and clients by leveraging conversations long after the episode is published. Originally from Europe and now based in Mexico, she works with experts, authors, coaches, and consultants looking to generate real business results from podcast gues...

Dr. Fredric Abramson is the CEO of Golden Thread Technology.

He started the company to harness the power of DNA analysis to lower athletic injury risks. His approach is built around an AI machine learning framework that uses each athlete’s unique genetic blueprint to identify important differences in body structure, nutrition requirements and performance behaviors.

The mobile interface provides ongoing, real-time, practica...

Eric Dingler is a global marketing strategist who believes that if your business requires you to be in the office, you don’t have a business; you have a high-stress job.

After living in 20 countries over the last four years, Eric has mastered the art of "remote-first" leadership and ultra-clear marketing. He’s the creator of the Marketing Momentum Framework and the R.O.D² Team Freedom Framework, designed to help entre...

Jason Willis-Lee is a seasoned Spanish and French to English medical translator with 25 years of experience specializing in clinical trials, medical reports, and academic research.

He has built a sustainable career rooted in precision and effective communication. Alongside his deep translation expertise, Jason is passionate about coaching and mentoring industry colleagues, empowering translators, interpreters, and copywriters to ...

With over a decade of experience in interior design, Felicia Wallace-Benton specializes in transforming spaces into reflections of each client’s unique vision. Her innate ability to recognize the untapped potential in any interior serves as the foundation of her design philosophy—envisioning not just what is, but what could be.

With a keen eye for detail, color, and texture, Felicia creates interiors that seamlessly bl...

Bill Widmer is an SEO veteran with over a decade of experience, including building and selling a high-traffic travel blog and writing content for B2B SaaS like Ahrefs, Semrush, Monday, and more.

These days, he's obsessed with using AI to augment SEO so growing SaaS companies can show up in AI results without the giant agency pricetag.

Bill is also the founder of Momentum Lab, where he coaches ADHD solopreneurs out of overwhelm ...

Kym Insana is a multimillion-dollar business owner, digital marketing expert, and mother of four boys. As founder of AlwaysOn Digital, she helps major brands—including the United States Air Force, Enfamil, the Texas Rangers, and Johnston & Murphy—drive engagement and sales through high-impact digital campaigns.

With over 20 years in digital marketing and advertising in New York City, Kym left her corporate career t...

Carl Walsh is a speaker, consultant, and business coach who blends theatrical expertise with corporate leadership. With 20 years as an award-winning actor and director, 25 years in corporate management — including as an IT Director — and 15 years as a professional speaker, he brings dynamic storytelling and strategic insight to business growth.

As the co-host of The Oval Table podcast and co-founder of Alpha Dogs Smal...

Peace Ike is an executive coach, dialogue facilitator and culture strategist who works across both secular and faith-based spaces to build bridges and foster cultural transformation.

After earning her Doctorate in Physical Therapy from the University of Pittsburgh, she spent 15 years repairing broken bodies—only to discover her deeper calling: repairing broken bonds.

In 2018, she launched her nonprofit organization The Ga...

Bofta Yimam is a powerhouse speaker, coach, entrepreneur, and Emmy® award-winning journalist who helps large audiences and her private clients uncover the golden stories that will inspire impact and create change.

She’s on a mission to challenge you to explore your experiences so you can own your story, lean into your power and communicate your expertise allowing you to win in business — and in life.

Bofta is the firs...

Kandas Rodarte has been building things online for three decades, and she's learned most of what she knows the hard way. She hosts the Gratitude Geek podcast, now 300+ episodes strong, and runs the Gratitude Geek Lab, a community for Gen X women solopreneurs who are done with hustle culture and ready to build businesses that can actually survive real life. Living with metastatic breast cancer since 2014 has taught Kandas that resil...

Itai Sadan is the CEO and Co-Founder of Duda, a professional website builder for agencies and SaaS Platforms.

Under Itai's leadership, Duda rapidly expanded its professional website builder product suite with an emphasis on empowering web professionals with cutting-edge tools to help them create beautiful conversion-driving websites at scale.

To date, Duda hosts more than a million active websites that have been built by over 2...

Alicia Rius is a leadership coach, entrepreneur, and former startup COO who helps first-time managers and founders lead with clarity, confidence, and impact.

She began her career as a high-performing individual contributor before moving into project management — where she first experienced the shift from doing the work to leading it. That transition sparked a lifelong curiosity about what actually makes people effective lead...