Should Everyone Have A Coach? (Ben Brooks, Founder of Pilot)

Years ago, Ben wrote that his personal mission statement was “to help people reach their full potential” and our conversation touches on this theme in many different ways.  Ben is a former car rental pro turned consultant turned HR executive.  His work in HR landed him on the cover of Human Resource Executive but instead of staying on the path to CEO he decided to carve his own path.

Our conversation touches on a number of issues including coaching, entrepreneurship, how his relationship with work has evolves, management versus leadership and what he wants written on his tombstone.  Some other topics we touch on:

  • Ben’s motivation to work at Enterprise Rent-a-Car after college and what he learned
  • His early entrepreneurial “ventures” starting at 12 years old
  • How his mindset about work shifted as he became successful in the corporate world
  • His experience hiring working with an executive coach in his late 20s
  • His experience coaching and favorite exercises
  • Why companies are scared of trusting their people
  • Why being a manager is actually an incredible opportunity for people
  • The learning and ownership upside of carving your own path
  • The value of having advisors, friends of confidants to celebrate “wins”
  • Balancing life & work and his personal sustainability
  • Deciding to give himself a raise as an entrepreneur

Links Mentioned:

Boundless: 

  1. Want to support the podcast?  Offer a one-time or recurring donation on Boundless.  
  2. Check out Boundless - The Site For Creative & Curious Rebels

📕Buy Paul’s Book (50k+ Sold): The Pathless Path
😁 Join Hundreds On Unconventional Paths: Pathless Path Community

📲Connect + Follow Paul
🙏Further Ways To Support The Podcast:
  • Accounting, Taxes, And Payroll For Your S-Corp (Ideal for $60k+ income): Collective
  • Looking for alternatives to traditional health insurance in the US? Check out Crowdhealth
  • I use Transistor to host this podcast. It rocks. Launch Yours Here
  • I record high-quality videos using Riverside: Sign Up Here
  • Epic transcription & text-based video editing via Descript
  • Want to launch a course? Teachable is what I recommend
  • Web Hosting: Skystra Fast WordPress Hosting
  • Host your own community" Circle 14-day free trial
Should Everyone Have A Coach? (Ben Brooks, Founder of Pilot)
Broadcast by