In this episode of Success Leaves Clues (formerly Career Coaching Secrets), the host is Pedro and guest Forrest Derr, a fractional integrator and COO who helps founders turn chaotic, owner-dependent companies into structured, scalable businesses that can run without them.

Forrest shares hard truths from working with scaling founders between $2M–$50M revenue, where the real bottleneck is often not the team—but the owner themselves. He breaks down why accountability issues usually come from lack of clarity, how empowering teams changes everything, and why most founders unknowingly build businesses that trap them instead of freeing them.

The conversation dives deep into the shift from trading time for money to building outcome-based consulting models, the danger of overusing AI without real strategic thinking, and why systematizing—though boring—is the key to scaling and eventually exiting a business.

Forrest also walks through his own fractional COO model, including his one-day deep-dive diagnostic process and six-month engagement structure designed to install leadership systems and replace himself with a strong internal second-in-command.

Connect with

LinkedIn: https://www.linkedin.com/in/forrestkderr/?skipRedirect=true
Website: https://derrconsulting.com/

Support the show

You can also watch this podcast on YouTube at:
https://www.youtube.com/@thesuccessleavesclues

If you are a coach looking to grow your business, you can find out more about Purple Circle at http://joinpurplecircle.com