
Got dinner with a founder buddy yesterday. Halfway through the meal he hits me with "Andrew, when do you know it's time to fire someone?"
I told him about an employee I had to let go from my agency years ago.
She was great to start, super motivated and driven.
Then over time, the quality of her work just went down.
I tried asking her how I could help turn things around, but nothing changed.
- She stopped showing up to our one-on-ones.
- Couldn't do her job without explicit instructions.
- She would do the bare minimum task and turn in work with a bunch of mistakes
I hate firing people, so naturally I gave her the benefit of the doubt. “Maybe my own expectations are unreasonable.”
Eventually I ended up letting her go, but long after I should’ve made the call.
So when my friend told me about a similar situation, I straight up told him - let them go.
If you’re finding yourself needing to write out explicit instructions for stuff that feels like “common sense”, that’s a red flag.
If it feels like common sense, that’s because it is.
Also, if you have to spend more time and energy fixing their work than doing it yourself, why did you hire that person in the first place?
At a larger company, there’s more leeway for underperformance. But in an early stage company, you simply don't have the luxury of waiting to find out.
A wise man once said: “Fire fast, hire slow.”

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