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April 27, 2026

You Built a Business You Can’t Leave

April 27, 2026/ Mike Krupit
You Built a Business You Can’t Leave

Most founders hit one of two walls. The first is scale. The second wall is the opportunity to exit. Stuck means you can’t grow. And you can’t leave. There are a few ways through. The first is triage. The second is investment. The third is time.

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April 27, 2026/ Mike Krupit/ Comment
Growth Strategies, Leadership
Succession Planning, Exit Planning
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Trajectify

Startups and Small Businesses sometimes find themselves at the edge of a chasm. With success in developing and growing their business, a stage is reached where they find that the "next step" is a big one! Trajectify partners with the entrepreneur to build momentum and trajectory to be able to cross the chasm.

We offer private and group (Mastermind) coaching and hold frequent events and seminars.

Trajectify is founded my Mike Krupit, veteran of eight startups. Mike has helped dozens of companies grow and mentored and advised hundreds more.

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Recent Resources
Your Peer Group Will Tell You What No One Else Will
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Your Peer Group Will Tell You What No One Else Will
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I’ve been facilitating CEO peer groups for fifteen years. The biggest factor in whether someone gets value from a group is vulnerability. Not performative vulnerability. The kind that costs you something to say out loud, the thing you'd rather not say because it makes you look uncertain, stuck, bored, scared, or wrong. The people who get the most from these groups aren't necessarily the ones with the biggest problems. They're the ones willing to let the room see the problem clearly enough to help.

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I don't think every CEO needs to become a LinkedIn personality. The question is simpler. Who needs to know you exist? Where are they? And what would help them understand how you think before they ever sit across from you? That answer will change as the company grows, as your buyers change, as platforms come and go. You adjust. That I don’t think you can do anymore is decide visibility isn’t part of your job at all. Your personal brand is important to your company’s brand.

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Founders tend to think about a major transition as a singular event. You prepare, announce, close, and now you're a different company. In my experience, the company starts changing well before any of that happens. I've been through this several times now, and the details were different every time. The weirdness was pretty consistent.

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 The same restlessness that makes it hard to stay on plan is what made them start the company in the first place. The wandering mind, the refusal to be satisfied with what already exists, the ability to see something before it exists: that's not a disorder. That's the source.

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