Driving CharterUP to Transform An Industry at Scale

Building Awestruck: Friendship, Hospitality, and the Art of Co-Leadership

In this episode of the 100X Entrepreneur Podcast, host David Reske and Ryan Sprance and Dave Marcy, Co-Founders and Co-CEOs of Awestruck, discuss how a friendship forged at the World Wrestling Federation grew into a niche hospitality marketing agency, the dynamics of running a business as equal co-CEOs, the critical role of brand identity in digital advertising for hotels, and their strategic expansion into OTT advertising and content creation.

Driving CharterUP to Transform An Industry at Scale

Armir Harris, founder and CEO of CharterUP, joins host Mary J. Cronin to discuss his path to building one of America’s fastest-growing companies by reinventing a fragmented charter vehicle industry. Listeners get a behind-the-scenes look at why Harris insists on profitable growth model for CharterUP, based on disciplined unit economics and multiple revenue streams with a corporate culture that prizes lean teams, fearlessness, and resourcefulness. Armir also shares hard-won lessons on leadership at scale as he navigated from heading up a scrappy local organization to become the CEO of a 400-person global team. He talks about learning to value working chemistry with team members who will step up proactively over abstract expertise, elite résumés. Finally, he reveals his evolving vision for autonomous and hybrid shuttle systems that could disrupt legacy transit operators worldwide.

Profit with Purpose: Inside Upward Health’s 100X Growth with CEO Glen Moller

What happens when a hard-driving healthcare CEO values serving chronically ill patients as highly as profitable 100X growth? In this 100X Entrepreneur episode, Glen Moller, CEO of Upward Health, shares how he transformed a struggling startup into one of the fastest-growing healthcare companies in the U.S. by focusing on the most challenging, high-need patients, who had been written off as too hard to serve.” Hear how patient-first values, relentless execution, and a daring business model have delivered better health, sky-high satisfaction, and a coveted place among the fastest-growing companies on the Inc. 5000 list for 3 years in a row.

The Future of Real Estate Valuation: AI and On-Demand Tech with ProxyPics

In this episode of The 100X Entrepreneur Podcast, host Mary Cronin sits down with Luke Tomaszewski, the Founder and CEO of ProxyPics, to explore how he transformed a personal frustration as a real estate appraiser into a groundbreaking tech platform. Luke shares the raw, behind-the-scenes story of bootstrapping his company from a simple idea in 2016 to a thriving nationwide network of over 200,000 on-demand photographers, or "proxies," across the U.S. and Canada. The conversation highlights ProxyPics' strategic pivot toward AI and machine learning, which automated 70% of their quality control process and allowed the company to scale rapidly while maintaining high standards. Luke provides invaluable insights on the importance of founder expertise, the resilience required to survive years of financial loss, and why deep passion for your industry is the ultimate driver of 100X growth.

Zero Carbs, 100X Growth: How Carbliss is Shaking Up the Ready-to-Drink Cocktail Market

In this episode of The 100X Entrepreneur Podcast, host Mary Cronin welcomes Amanda and Adam Kroener, the visionary co-founders of Carbliss. Launched in 2019, Carbliss has disrupted the ready-to-drink cocktail market with its zero-carb, full-flavor offerings, growing from a backyard Wisconsin operation to a presence in 20 states. The Kroeners share the gritty details of bootstrapping their business, the financial discipline required to navigate a cash-intensive industry, and why they prioritize "inch wide, mile deep" organic growth over expensive national marketing campaigns. They also dive into their unique company culture—from hiring an army of brand ambassadors who truly love the product to their famous "big check" vacation rewards—offering invaluable insights for any founder looking to scale without losing their soul.