Livin’ The Dream with Bob Bennett

In this episode, Bob Bennett, a seasoned entrepreneur, Founder and former CEO of Microfridge, Invoice Cloud, and EngageSmart, delves into the crucial role of luck in success and life. He shares insights on dispelling the myth that only extroverted individuals can excel in sales, emphasizing the power of building rapport. Bob articulates strategies for effective sales management, including the importance of embracing awkwardness and fostering trust. He discusses his leadership philosophy centered around an inverted pyramid, where leaders work for their team. Lastly, Bob provides actionable advice for new sales leaders, highlighting the significance of being a ‘player-coach’ and the importance of compounding experiences.