The ‘too smart for your own good’ fallacy in seed investing

Alex Dunsdon
2 min readSep 28, 2016


I think smart people have an achilles heel in seed investing…

..they just cant help proving they are smart.

See, the drive and smarts that gets you to VC ‘status’ can be the very thing that holds you back because now it’s part of your self worth and self identity.

But turns out it can be a curse….as Jason Calacanis says

“I missed on Twitter and Zynga, these were £75m mistakes. So by the time Uber came along I’d stopped overthinking. I now invest in ‘billion dollar’ founders regardless of the idea”.

I did it too. I used to ‘overfit’ and ‘over-intellectualise’ the future and now have done a 180. For one…I think it the future much more random than most will admit to.

So one of my favourite investment strategies now is this…

Here’s two investments we ended up doing on that very basis;)

Dojo / Kyra
These boys had magic dust from day 1. No one would invest because they were “just an events app like yplan”.

It seems incredible now but they struggled to raise at a £1m valuation. “Just a UX on top of google maps” they said.

It obviously doesn’t work every time…nothing does.

But it feels good to me…

Let’s see how it plays out.

If you liked this and want more then this is 😊 Me , 💵What I invest in,⚡A belief in corporate innovation and 😱A movement I helped start by accident . Also check out and



Alex Dunsdon

VC Partner@SAATCHiNVEST. Seed investor in Citymapper, Farewill, Ometria + more. Chief of Staff@Redbrain. NED@Picassolabs. Founder