The Insight Interviews - Powered by Rewire

286 Cameron Bishop - Knowing Your People


Listen Later

Cameron Bishop is a seasoned executive and entrepreneur with decades of experience leading growth and transformation. He is a Managing Director and Partner at Raincatcher, a FINRA-compliant investment bank specializing in the sale of privately held companies. With over 70 M&A transactions completed as both buyer and seller, Cameron brings unmatched expertise in guiding business owners through the complex process of maximizing value in a sale. Previously, he served as CEO of Intertec Publishing, scaling it into a $400 million enterprise, and co-founded Ascend Media, a PE-backed startup that grew to $120 million in just three years.


In this episode, Steve and Cameron discuss:

  • Cameron’s journey from journalism student to serial entrepreneur
  • How one failed acquisition shaped his leadership approach
  • The role of servant leadership and listening in building strong teams
  • Adapting leadership styles to motivate diverse teams
  • The value of lifelong learning and reinvention


Key Takeaways: 

  • Failure is often the best teacher. The lessons gained from setbacks can shape resilience, sharpen decision-making, and influence leadership style far more deeply than success ever could.
  • People matter more than processes. True business success comes from understanding, motivating, and valuing individuals, not just checking boxes on technical diligence.
  • Servant leadership is about humility. By hiring people smarter than themselves, listening to their insights, and adjusting when necessary, leaders unlock greater wisdom than they could achieve alone.
  • Motivation is never universal. Every person is driven by something different, and leaders who take time to uncover those drivers can inspire their teams to perform at the highest level.
  • Lifelong learning fuels reinvention. Staying curious, adaptable, and willing to evolve ensures both leaders and their organizations remain relevant and thriving in a changing world.


“My goal is always to be the dumbest person in the room. I loved hiring smart people. I never tried to hire people in my own image, which so many senior-level people do. I wanted a very eclectic mix of senior-level executives and employees in general. For that matter, they came from different experiences and different walks of life, because they all add a different kind of value, and the sum of the parts is greater. You know, one plus one equals three is what you get out of that.” - Cameron Bishop


Connect with Cameron Bishop:

Website: https://raincatcher.com/ 

LinkedIn: https://www.linkedin.com/in/cameron-bishop-19b6804/ 

Email: [email protected]



Connect with Steve and Jason:

LinkedIn: Jason or Steve

Website: Rewire, Inc.: Transformed Thinking 

Email: [email protected]



Show notes by: Angelo Paul Tagama


Audio production by Turnkey Podcast Productions. You're the expert. Your podcast will prove it. 

...more
View all episodesView all episodes
Download on the App Store

The Insight Interviews - Powered by RewireBy Rewire Inc, Steve Scanlon, Jason Abell

  • 4.9
  • 4.9
  • 4.9
  • 4.9
  • 4.9

4.9

40 ratings