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Matt Munson

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What I Was Surprised to Lose When I Sold My Company

A few weeks after selling my company, I walked into our empty office and was surprised by the grief that met me there. I had spent years believing we were building a product and a business. Only at the end did I understand how much we had also been building a place to belong.

What I Was Surprised to Lose When I Sold My Company
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Stop Fundraising and start "Checking the Market"

How a simple mindset shift changed the way I think about fundraising.

Stop Fundraising and start "Checking the Market"
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The Value of Preserving Optionality

The founders who keep the most options available often end up with the strongest negotiating position. A few thoughts on fundraising, cash flow, exits, and preserving optionality.

The Value of Preserving Optionality
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Why So Many Founders Feel Lonely (And What to Do About It)

The highest-leverage investment most founders keep delaying.

Why So Many Founders Feel Lonely (And What to Do About It)
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Why Many Founders Keep Bending (And How to Stand Up Straight)

Many founders learned early that staying safe meant bending to everyone else’s needs. Here’s why standing up straight changes everything.

Why Many Founders Keep Bending (And How to Stand Up Straight)
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It’s ok.

The things that are feeling hard about being you today? It's ok.

It’s ok.
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Why Founders Obsessively Check Revenue (And What It’s Really About)

A CEO coaching perspective on anxiety, safety, and the deeper reason so many founders constantly refresh dashboards, email, and metrics.

Why Founders Obsessively Check Revenue (And What It’s Really About)
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When do founders get to feel safe?

Many founders secretly believe the next milestone will finally bring peace. What if the feeling you’re looking for was never going to come from the company at all?

When do founders get to feel safe?
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Learning to Begin from Being

A reflection on self-worth, identity, and the shift from striving to being. How my own inner work is changing the way I lead, coach, love, and live.

Learning to Begin from Being
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Startups Are Full of Surprises

Why resilience and rapid experimentation matter so much in startups.

Startups Are Full of Surprises