Dear SaaStr: When Should a CEO Tell Startup Employees That The Company Is Going Under?

I recently asked this of an candidate I interviewed that just went through the shut-down of a top-VC backed start-up.  It’s more common these days than in the past, given all the explosion of capital in 2020-2021 … into startups that aren’t going to make it.

It was a good reminder of two things:

  • everybody knows; but also
  • hope springs eternal.

This isn’t to say everyone knows a start-up is literally going under. But they know when things are … off.  They know as soon as it really gets harder.  Everyone knows in a startup, even a big one.

They’ll know if you might be getting acquired (odd meetings, lots of folks in button-down shirts coming into the office that no one knows who they are, etc.). And they’ll know if you are going through a very high level of financial stress.

Look, being too pessimistic rarely helps in start-ups. But the troops can handle the truth — up to a point.  Maybe 80% of the truth is a good rule.  So:

  • If there’s a 10%+ chance you are going to pull through, I say hold back.  Especially, because sometimes we are too pessimistic as founders.
  • And I think at 25%+ odds — you may well find a way. Instead, just tell folks you need more help now, and where you need it. They’ll see and know you need more help. If it’s a good team, they’ll respond. And help.
  • If there’s still a 5% chance you’ll pull through, that is rough.  I’d let folks know things are tough — but you are doing everything you can to pull it out of a hat. That there’s still a shot, and you are doing everything possible to make it happen.  You are going for it.  And here’s the path forward.  Show them.
  • If it’s 0%, tell them that day. Don’t wait.  You owe them that.  And … they already will sort of have known.  The best will already know.

Here’s the thing.  Almost everyone almost failed in the early days at least.  I almost did.  But I never did.  Be honest, be transparent, but kee[ pushing.

How to Handle, and Share, Bad News

 

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