How a three-month reset led Cameron Herold to build the COO Alliance

Executive overview

After leaving 1-800-GOT-JUNK, Cameron Herold took three and a half months completely offline — no email, no business talk. The break forced genuine decompression and led to a structured self-audit that clarified what he loved, what he was good at, and what to cut.

The result: a deliberate career redesign focused on coaching, networking, and speaking — and eventually an organisation built exclusively for second-in-command leaders.

Knowing what you hate is as useful as knowing what you love when designing your next chapter.

The three-month reset

  • Mentored by the COO of Starbucks for 18 months before leaving Got Junk
  • Read The Artist's Way and journaled 15 minutes every morning
  • No email, no phone messages, no business conversations for 3.5 months
  • Social contact only with people who agreed not to talk about business

Self-audit outputs

  • Documented every company, venture, project, and business area he had led
  • Listed all failures, successes, and lessons — roughly 57 internal lessons captured
  • Built explicit lists: things loved, things hated, things he was great at, things he sucked at
  • Outcome: loved coaching, networking, speaking, and helping entrepreneurs execute their vision

Career redesign and the COO Alliance

  • Decided never to run an operational company again
  • Created "Back Pocket COO" — a fractional COO role before the term existed
  • First three clients: Fairway Divorce, Nurse Next Door, I Love Rewards
  • Built a community called the COO Alliance exclusively for second-in-command leaders, no entrepreneurs admitted

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