How To Ride A Roller Coaster is the official podcast of Clutch City. Each episode brings you honest, tactical conversations with founders navigating the highs and lows of entrepreneurship - from wild pivots to clutch wins.
What happens when you hit rock bottom and have to rebuild everything? In this episode of How to Ride a Roller Coaster , David Ezell sits down with entrepreneur and Inked Stores founder Jay Sapovitz to discuss the highs, lows, and hard truths behind building a successful business and life. Before becoming the CEO of a multi-million-dollar company, Jay battled a gambling addiction that nearly cost…
What happens when your life flatlines… and it completely changes how you see business? In this episode of How to Ride a Roller Coaster , I sit down with Draye Redfern, former professional cyclist turned entrepreneur who has built, scaled, and exited multiple companies (including a $40M+ sale to Berkshire Hathaway). But this isn’t just a success story. Draye shares how a near-death experience, and…
Hannah Howard is a former Division I athlete and Power Five head coach who has made the leap from elite college athletics into tech leadership as the CEO of Rematch U.S. In this episode of How to Ride a Roller Coaster , Hannah shares her journey from the court to the boardroom, including what it means to lose your first professional dream, how coaching is really running a business, and why…
Selling online feels simple... until taxes quietly start working against you. In this episode of How to Ride a Roller Coaster , host David Ezell sits down with Jared Smithson , Founder of RJM Tax Exemption and one of the leading experts in U.S. e-commerce tax compliance. Jared has helped over 5,000 businesses navigate sales tax, multi-state nexus, and regulatory landmines that most founders don’t…
Finance isn’t just numbers. It’s identity, access, and peace of mind. Yet so many women, millennials, Gen-Z professionals, and underserved investors feel invisible in the world of wealth management. Today’s episode shines a spotlight on changing that. I’m joined by Lacy Garcia , CEO and Cofounder of Willow , a fintech platform that matches individuals with fiduciary financial advisors who actually…
In this episode of How to Ride a Roller Coaster , David Ezell sits down with Amanda Taylor — entrepreneur, real estate investor, and bold money mindset coach — to talk about what it really looks like to rewrite your story. After 15 years in dentistry and walking away from a 25-year relationship, Amanda completely rebuilt her life. She discovered freedom through real estate, launched multiple…
In this episode of How to Ride a Roller Coaster , host David Ezell sits down with Perry Sheraw — a pioneer in marketing automation and customer experience strategy . Long before tools like HubSpot and Klaviyo became industry staples, Perry was building CRM systems from scratch, connecting call centers to digital marketing, and architecting the early blueprints of what we now call customer journey…
What if the smartest business move you ever make… is not to scale? In this episode of How To Ride A Roller Coaster , host David Ezell sits down with Matt Krayton , Founding Principal of Publitics , a communications and political strategy firm that helps leaders, organizations, and public figures navigate high-stakes challenges, shape public opinion, and build trust in an age of polarization. Matt…
What if the key to higher performance wasn’t working harder — but understanding your brain? In this episode of How To Ride A Roller Coaster , host David Ezell talks with Dr. Eugene Choi , a neuroscience-based executive coach and former LA County health system leader who managed operations for six major hospitals and over 250 clinics. After witnessing burnout and pressure derail even the most…
Leading Under Pressure with Fighter Pilot Precision — Christian “Boo” Boucousis, CEO of Afterburner In this episode of How To Ride A Roller Coaster , David Ezell is joined by Christian “Boo” Boucousis , CEO of Afterburner and author of the Amazon best-seller The Afterburner Advantage . Boo and his team have spent 30 years bringing the mindset and precision of fighter pilots into business — helping…
