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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:
Key Takeaway:
Action beats planning. Momentum beats perfection. Get early wins first—THEN build the structure around what's working.
By Brett Trainor4.9
3838 ratings
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:
Key Takeaway:
Action beats planning. Momentum beats perfection. Get early wins first—THEN build the structure around what's working.

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