7 Comments

This was incredibly helpful. I sold my tech company three years ago, and for the first two years, I was tied up in an earn-out with the acquirer. I ended up staying an extra year, caught in a loop of debating, overthinking, and over-intellectualizing—exactly like you warn against.

Last week, I was finally freed. For the first time since 2004, I find myself without a job, CEO title, or founder role. I’m trying to lead from my heart, but it’s definitely a challenge.

Your thoughts on feeling the need to leave Silicon Valley really resonated with me. I’ve been feeling something similar about Denver—not that I have to leave, but there’s this pull toward the mountains, toward nature, and specifically, to a little place called Crested Butte.

It seems silly because location doesn't seem like the most important variable but my mind won't let it go. I keep coming back to location, almost daily, for over a year now.

I’m still figuring out what this calling means and what to do about it, but your perspective is inspiring. Thank you!

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Step into that feeling. If something about it is relentlessly alluring, see what it's all about. Jump to that lily pad and see where it takes you :)

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Wonderful post. Thank you 🙏

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So beautifully said and timely for me.

Just yesterday, a dear friend and client told me:

“This work we do together is helping me to perceive what the next step is for the change. I don’t need to have the full path figured out. I’m gradually tracing a map”

I’ll take it as a sign that I, myself, am on the right path too 🌱

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Great advice from your friend 🙏

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Exactly arrived when I need it the most.

"One step at a time and let the intuition or feeling guide you."

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Very well written Andy. As an accountant and finance guy, can definitely relate to spreadsheets NOT helping with the bigger questions in life.

Intuition over quantitative analysis here for me.

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