In this episode, Ben sits down with Casey Graham, Co-Founder and CEO of Gravy Solutions, the first-ever payment recovery solution for subscription-based businesses. Prior to launching Gravy, Casey founded the Rocket Company, which he successfully exited in 2016. During this episode, Casey opens up about how his grandfather’s suicide initially led him to the path of entrepreneurship, how his successful company exit resulted in a deep depression, and his overall perspective on company culture and leadership. He also discusses the importance of understanding your big why, separating your identity from your role at work, and much more.

In this episode, Ben sits down with Alexa Gates, Demand Generation leader at Catalyst. During their conversation, Ben and Alexa discuss the value of being direct and upfront in all communications, and why it’s essential for organizations to have a clear mission in mind from the get-go. Alexa explains how a role in demand generation can be compared to putting together the pieces of a jigsaw puzzle, and how in many ways, the function acts as the connective tissue for all marketing teams. They also discuss how we are our own biggest competition and why it’s important to check in and self-reflect regularly.

In this episode, Ben sits down with Sara Masson, the VP of Customer Success at leap tools, a company that’s on a mission to revolutionize the retail experience through AR technology. Sara recently joined the company following the birth of her daughter. During their conversation, Ben and Sara discuss a wide variety of topics including parenting, customer success, company culture and even juggling work with breastfeeding. They offer candid views on building psychological safety in the workplace, hustle culture in the startup world, and how maintaining a healthy family and social life outside of work can affect the entire company culture.