Entrepreneurs, Executives, and Eccentrics

In this conversation, Bennett Maxwell, chairman of Dirty Dough, shares how his background in sales, entrepreneurship, and building scalable systems helped him grow a gourmet cookie business into a rapidly expanding franchise. He explains how Dirty Dough simplified store operations through centralized cookie production, reducing the time, expertise, staffing, and capital required for franchisees. Maxwell also discusses the risks of ...

In this conversation, entrepreneur and advisor Alexis Sikorsky shares lessons from building, scaling, surviving, and ultimately selling a software company after nearly two decades. He explains why the skills required to start a company are different from those needed to scale one, why founders should focus on leadership rather than management, and why replacing a founder with an outside CEO is not always the right answer. Drawing f...

In this conversation, Aman Verjee, founder and general manager of Practical Venture Capital, discusses how history can help investors and business leaders understand financial bubbles, technological disruption, and the rapid rise of artificial intelligence. Drawing on his experience at PayPal, Sonos, 500 Startups, and in venture capital, Verjee explains how secondary investing can provide access to more mature venture portfolios af...

In this conversation, Ari S. Goldberg, founder and managing partner of RNMKR, shares how his early experience in New York City nightlife, digital media, sports, and entertainment shaped his approach to entrepreneurship and investing. He explains how relationship building, brand positioning, and disciplined execution helped him move from promoting celebrity events to working with major business and cultural figures, including the te...

In this episode, FibroBiologics founder and CEO Pete O’Heeron shares how a career spanning hospital administration, medical devices, music, mining, and biotechnology shaped his approach to entrepreneurship. He explains the company’s work with fibroblast cells as a potential therapy for chronic disease and tissue regeneration, including the early research that led him to explore their use in spinal discs. Pete also discu...

In this conversation, professional fundraiser and marketing executive Sean Pieri shares how an unexpected job loss led him to question his identity and redefine success. To find clarity, he committed to calling one person from his past every Thursday for a year. Those 52 conversations became the foundation for his book, 52 Thursdays: One Year, 52 Calls, and the Power of Reconnection. Sean explains how reconnecting with former frien...

In this episode, Bob Hart, founder and CEO of TruAmerica Multifamily, explains how he built a major real estate business by focusing on workforce housing and the often-overlooked “missing middle” of the rental market. He shares how the company acquires older apartment communities, improves them, and provides safe, clean, and affordable housing for renters who need practical options. The conversation covers his first rea...

In this conversation, David Steele, founder and CEO of One Wealth Advisors and executive chairman of Flour and Water Hospitality Group, shares why he builds businesses to last for generations rather than preparing them for sale. He explains how service, long-term relationships, delegation, mentorship, and creative work shape his approach to leadership. The discussion challenges the traditional view of retirement and explores how pe...

In this episode, Jackie Garrett, founder, designer, and CEO of Vilah Bloom, shares how a simple idea born from the challenges of motherhood became a thriving handbag and accessories brand. She explains how her patented diaper bag that dispenses wet wipes launched the business, the journey from sewing prototypes at her kitchen table to securing major retail partnerships, and how the company evolved into a customizable handbag brand ...

In this conversation, Nicholas Allen discusses his path from architecture to building a performance marketing agency focused on legal lead generation in the U.S. He explains how he moved from small local lead gen clients into scalable pay-per-lead campaigns for personal injury, motor vehicle accident, and workers’ compensation leads. The discussion covers why Meta ads remain his strongest channel, how qualification surveys an...

In this episode, Scott Turman speaks with Paul DeRousselle, an NFL agent and author of Faith. Failure. Football., about his path from a small town in Louisiana to representing top football talent. Paul shares how his love for football began early, how law school helped shape his career, and how early failure taught him the value of preparation, humility, and discipline. The conversation covers the realities of becoming an agent, th...

In this conversation, Richard McWhorter, managing partner of SRM Private Wealth in Beverly Hills, discusses his work advising family offices, entertainers, athletes, and high-net-worth clients on wealth management, estate planning, financial planning, and long-term investment strategy. He explains how family office investing differs from standard financial planning, why each client requires a custom approach, and how critical think...

In this episode, inventor and entrepreneur Jason Rider shares the story behind C-BITE, a patented gardening clip designed to solve common plant support and trellising challenges. Jason discusses how a lifelong passion for gardening, combined with early access to 3D printing technology, led him to develop a versatile product that can connect in hundreds of configurations. He walks through the product development process, from rapid ...

In this episode, entrepreneur and Army veteran Charlie Felker shares his journey from serving in the U.S. Army and completing multiple combat deployments to building and selling home service businesses. Charlie discusses how lessons learned from operating those companies led him to launch Free2Grow, a business focused on helping home service companies improve customer service operations. The conversation explores the rapid evolutio...

In this episode, licensed therapist and coach Diana M. Garcia shares her journey from community mental health and university counseling into private practice and entrepreneurship. She discusses the realities of building a therapy business during the pandemic, the emotional challenges of running a practice, and the mindset shifts required to move from clinician to business owner. Diana also explains Acceptance and Commitment Therapy...

In this episode, Benjamin Schieken, founder and CEO of Fincast, explains how his company is changing the mortgage shopping process through AI and competitive lending technology. He shares how traditional loan shopping creates friction for borrowers and limits visibility across lenders, often leading consumers to overpay on one of the largest financial decisions of their lives. Benjamin discusses how Fincast helps borrowers compare ...

In this episode, Maggie Segrich shares the story behind building Texas’s only coworking space designed for women, communities of color, and the LGBTQ community. She discusses her path from jewelry designer and chamber founder to coworking entrepreneur, and explains how the business evolved from a small leased space into a 21,000-square-foot operation in Houston. The conversation covers the realities of scaling a physical busi...

In this episode, Lee Norwood shares how she built a successful college consulting business focused on helping families navigate the complex college admissions process while avoiding full tuition costs whenever possible. She explains the challenges students and parents face with college applications, financial aid, Common App, and school selection, especially for first-generation families and students without access to strong school...

In this episode, Scott Turman speaks with Tessa Santarpia and Susan Santarpia, co-founders of VISUALIZEin360, about their integrated approach to health, wellness, and personal transformation. They explain how their work blends neuropsychology, coaching, and holistic practices to address the full human experience rather than relying on traditional talk therapy alone. The conversation explores the role of neuroplasticity and epigenet...