“I had absolutely no idea what I was doing.”
That’s how Tim Keen described running a $2M agency with 15 people.
Not hypothetically.
Literally while it was happening.
He fell into clients,
Fell into hires,
And Fell into chaos.
And then one day he sold the agency.
Here’s the part I couldn’t stop thinking about:
It was a good exit.
But it could’ve been so much better.
Because most agencies, maybe yours included, are quietly unsellable.
In this episode, Tim walks through the gray middle nobody talks about.
The stretch between “I’m good at the work” and “this is a real business.”
We get into things like:
– Why his second year was harder than the first (even with more revenue)
– The mistake that caused 100% client churn and 100% team churn
– Why “anti-agency” thinking actually weakens your business
– And the one rule he’d force on every owner: one service, one niche
There’s a moment later in the episode where Tim says:
“You have to decide if you want a fun job or a good business.”
That line alone is worth sitting with.
Catch the full episode on The Agency Uplift Podcast
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— Sean
P.S. Mid episode, Tim explains how he closed deals he had no right winning, including a $70k/month retainer, purely through positioning and language. If sales still feel chaotic, don’t skip that part.