The Corporate Escapee

I'm My Own Worst Enemy (And You Probably Are Too)


Listen Later

There's a Lit song that's been stuck in my head for weeks: "My Own Worst Enemy." And it's the perfect metaphor for my entire solo journey.

I've blocked myself at every stage—consulting, fractional leadership, and now with The Escapee Collective. Not intentionally, but by doing what corporate trained me to do: overanalyze, overstructure, and wait for perfection before taking action.

In this episode, I walk you through the three times I made the same mistake—and what I'm doing differently now.

If you're overthinking, over-structuring, or waiting for the "perfect" website, pitch deck, or system before you start—this one's for you.

In This Episode:

  1. The consulting mistake: Building the perfect website, pitch deck, and pricing before having a single conversation with a client (and why it led to zero wins)
  2. The fractional repeat: Doing the EXACT same thing again—new methodology, new deck, same lack of results
  3. The Escapee Collective lesson: How TikTok took off with zero plan, then how I complicated it again with masterminds, classes, and modules—and why I had to simplify
  4. Why corporate trains us backwards: Plan first, act second works in corporate—but solo requires the opposite
  5. What actually works: Conversations, experimentation, messy wins FIRST—then structure
  6. The 79% reality: Why most burned-out corporate workers won't take action (and how to be in the 35% who do)
  7. How to catch yourself: Recognizing when you're building systems before you have proof


Key Takeaway:

Action beats planning. Momentum beats perfection. Get early wins first—THEN build the structure around what's working.

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

The Corporate EscapeeBy Brett Trainor

  • 4.9
  • 4.9
  • 4.9
  • 4.9
  • 4.9

4.9

38 ratings


More shows like The Corporate Escapee

View all
The Diary Of A CEO with Steven Bartlett by DOAC

The Diary Of A CEO with Steven Bartlett

8,791 Listeners

Influencer Confidential by Sidewalker Daily

Influencer Confidential

20 Listeners

The Town with Matthew Belloni by The Ringer

The Town with Matthew Belloni

1,123 Listeners