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by nonplussed 1953 days ago
I can't stress the the "ideally successful" part enough. I've worked at a couple startups where the entrepreneur was serial but this was their first "success". I felt I learned very little. Both companies reached a comfortable point and then the founder didn't know what to do beyond that.

I came to understand why there's a lot of stories of VCs forcing out the founder and bringing in a new CEO who had experience in growing a company.

1 comments

I agree. I didn't want to make too much of a point of that, because if you filtered just for founders with prior exits, you might have a hard time scoring early opportunities with them (they usually have plenty of people to fill the first 20-50 jobs). But yes - joining Square the day it was announced that Jack Dorsey started another startup would have been a no-brainer for that career path (same with Max Levchin's Affirm and many other examples).
This is very cherry-picked. Actually research has found that prior business success does not predict future success at all. Though failure does predict failure, so at least avoid that.
How is it mathematically possible for prior failure to predict failure, without prior success predicting success?
Yeah, I'm wondering the exact same thing.

1. Take a population of 100 people. There is a 50% chance that a random person from that population can create a successful business (obviously 50% is a made up number)

2. All 100 attempt to start a business. 50 succeed, 50 fail.

3. The 50 that failed now have a 25% of succeeding in their future business endeavors. The 50 that succeeded apparently have the same 50% of success.

4. Now, given the same population, there is only a 37.5% chance that that a random person will succeed in their next business, which is in direct contradiction to point number 1.

I'm not entirely sure I did that right. I'm no statistician so there may be some glaring logical flaws there, but that seems correct according to my intuition.

(edit: formatting)

> There is a 50% chance that a random person from that population can create a successful business... All 100 attempt to start a business. 50 succeed, 50 fail.

This is the most glaring wrong assumption that causes your and GP's confusion.

90+% of startups fail.

Note: "failure predicts failure but success does not predict success" could still be true even if business failure rates were >= 50%! But the fact that failure rates are higher than 50% is the first and simplest mistake in this line of reasoning.

I know nowhere near 50% of startups succeed (and have heard the 90% failure rate many times). However, I don't think that is relevant to the mathematics of it.
It's very possible:

- Prior failure, most likely the next venture will fail.

- Prior success, most likely the next venture will fail.

Basically, odds are that a venture will fail regardless of past performance, similar to how past lottery winning doesn't predict future lottery winning. Personally, I don't think it's necessarily true (successful founders will already have an existing audience and investors for their next product), but mathematically this could be one way it holds true.

I suppose it could be that if you had a prior success, your chance of future success is the same as if it was your first attempt.
If (past failure) then (future failure)

Else if (past success) then (future Unk)

In other words: you can be successful for many reasons, but typically fail for one.

I was curious on this and did some googling.

One thing that I found per a paper from 2008 (https://hbswk.hbs.edu/item/performance-persistence-in-entrep...):

"All else equal, a venture-capital-backed entrepreneur who starts a company that goes public has a 30 percent chance of succeeding in his or her next venture. First-time entrepreneurs, on the other hand, have only an 18 percent chance of succeeding, and entrepreneurs who previously failed have a 20 percent chance of succeeding."

I remember reading something that had a collection of anecdata indicating that b2b success seemed to be repeatable but b2c did not.

Would love to see what other research data is out there.

I should have added some context for why in my opinion it's important to have an experienced founder when you're an early employee. Remember - based on the framework I presented, the goal is not to optimize for wealth generation - for that you would have stayed at your mega corp. For simplicity, I am assuming that you cannot predict success at this early stage of your career (although clearly some people have phenomenal track records).

Instead, the goal is to learn the best practices (lean startup, hiring above your weight, shipping early, doing things that don't scale, etc), meet the right people (colleagues and investors), and also very importantly, learn how to build the right culture (this is a far more complicated issue than most first-time founders realize - hence the need for someone with ideally some historical perspective).

Can you share your sources?