After the First Million

Much like athletes, business leaders need coaches to help them perform at their best.   In this episode, Kevin Bailey talks about the exhilaration of early success and the immense pressure that can lead to burnout and imposter syndrome. Kevin shares his story of founding and scaling companies, dealing with burnout, and eventually transitioning to a focus on mindset and performance coaching for lea...

Understanding yourself is at the core of successful entrepreneurship. In this episode, Lindsay Tjepkema , former CEO and founder of Casted , shares her mantra of “being boldly yourself” through all the trials and triumphs of leading an organization. She recounts her experience leading a rapidly growing company through economic challenges and shares the delicate balance of maintaining company cultu...

Sometimes great ideas turn into companies simply because it’s the right idea at the right time in history.  I’m joined by Dagan Xavier , the visionary founder of Label Insight , a pioneer in the food data industry, that was eventually acquired by Nielsen IQ. In this episode, Dagan shares his personal story of how he transformed a simple idea to help his father understand nutrition labels into a gr...

Entrepreneurship isn’t just about making money, it’s about solving problems. In this episode, Jeremy Reymer highlights the importance of connecting with your team, customers, and industry experts. He shares his journey from starting a small trucking company to transitioning to the tech industry with DriverReach .  Throughout the conversation, you’ll hear him reflect on the challenges he faced—like...

Leadership is about responsibility, not approval. In this episode, Devin Bramhall talks about her journey as the former CEO of Animalz and the  challenges that came with leading a marketing agency. She opens up about the tough calls she’s had to make and the inevitability of making decisions that won’t satisfy everyone. Her experience highlights the crucial balance between leadership integrity and...

Do you have what it takes to start all over again? In this episode, we’re joined by Steven Plappert , the resilient entrepreneur behind Forecastr and former co-founder of FantasyHub . Steven opens up about the emotional rollercoaster of launching startups, the invaluable lessons learned from his humiliating public failure, and the role relationships played in his ability to bounce back and find su...

How did the owner of an event planning agency transform her business into one of the top 10 fastest-growing tech companies? This is the journey of Lee Rubin , recognized as a 2023 Top 200 Female Founder, and the dynamic force behind Confetti , ranked #124 on the Inc. 5000 list of fastest-growing companies. With a passionate team of 70 and a recent strategic acquisition, Lee's story is not just abo...

What happens when a nuclear engineer decides to redefine the finance world? This is the story of Michael King , a former Nuclear Engineer who became a visionary Fractional CFO. Michael's career has been marked by resilience and determination, transitioning from the disciplined world of the U.S. Navy to the dynamic field of finance. He founded KFE Solutions , a growing fractional CFO shop, and didn...

What does it take to lead a company to success through turbulent times? In this episode, join Tiffany Sauder, CEO of Element Three and a 2018 40 Under 40 honoree, shares her journey of steering her company through two significant economic downturns and earning multiple spots on the Inc. 5000 list. Tiffany provides a candid exploration of her entrepreneurial path, discussing the challenges of expan...

How do you come to terms with the possibility that you might not be the ideal person to lead your company long-term? This is the story of Nick Smarrelli , a 10x Inc. 5000 winner and former CEO of GadellNet . During his time there, he helped them expand from 10 to over 200 employees. To say he successfully navigated the complex challenges of entrepreneurship would be an understatement. In this epis...

Imagine starting your career thinking you want to be an engineer and becoming a CEO instead. This is Mark Caswell’s story. And in this episode, he shares how, during his time as CEO, Resultant acquired four companies, more than doubled its revenue, and expanded its team from 60 to nearly 500 employees nationwide. He walks us through his "messy middle" of scaling a business through multiple areas....

This is your destination for feeling empowered in building your business.  These are the real, raw stories of entrepreneurs and business owners who have built their businesses through the messy middle of $1-50 Million, hosted by serial entrepreneur Matt Tait. Matt knows what it’s like to scale past the first million, and on this show he’ll be bringing on other entrepreneurs and business owners who...