Meaningful Exits for Founders (2016)
medium.com
medium.com
> a founder selling at the Series D price of $210M, would make the same amount of money at exit as they would have if they’d sold for $38M after having only raised a seed round
So the consideration is really the "11% of the post-series-D acquisition price," plus any money the founders receive in share buybacks at Series B/C/D.
Still, even considering this the point probably still stands that it could be smarter to raise less investment and sell earlier, rather than raise more and sell later.
When that happens it's a no brainer: sell. You can still build another company while having a cushion for you and your family.
An exception to this would rule would be that you have a good chance at becoming a leading company in your domain.
In other words- if you had a family, you would find it difficult to support them and finance a new venture.
In your life there are maybe two or three opportunities for such a leveling up and missing out on a guaranteed one is not something I would do. Of course if you are dead certain that you will be able to get more out of it you should but if the certainty is anything under 75% or so you should probably take the certain route and see if you can be smart to do it again through some other route.
This is a tough call to make, but also a luxury problem, most founders never get to that point.
The thing you definitely shouldn't do is change your lifestyle, that way you will be almost certainly back to square #1 after a couple of years.
$1.1m is simultaneously not that much and more than you think, it depends a lot on your chosen perspective.
If this is what you meant, $38M still seems like a pretty lofty pre-money valuation!
Their offers then serve as a floor - and potential bidding war - for each other. If an acquirer offers you $20M for the company but an investor offers you $5M on $10M pre, you tell the investor "Well, we have an acquisition offer for $20M, it doesn't make sense for us to do a deal at less than $20M pre." If an investor offers you $15M on $30M pre but the acquirer offered you $20M, you tell the acquirer "Well, we have a termsheet that values the company at $30M, we'll stay independent unless you can beat that." All firms are, of course, able to up their offer to try and beat the competition.
Unless you were really growing, or had a massive addressable market you're barely touching (in which case, you'd probably question exiting at that price, even if it's wise), it might be hard as a "bolt-on" to an existing org.
Why would that be the case? The $210m company has 5 times more value - building up to that is really hard, and not really just a matter of how much runway you have available.
(Alternatively, you know that VC's overvalue things, so maybe it's easier to inflate the numbers on paper than actually building real value in the business. That's certainly true but really cynical.)
It's not hard to make an argument that a VC will make it easier to find buyers for your company.
In the Bigelow HeroX challenge, they point out that the price range they see for private sales can range by well over 50%. Just finding those acquirers can be a challenge and it isn't obvious to me that it is 5 times easier to find those buyers at $38M than at $210M.
It's definitely useful to run through examples and the average case is as good as any. But, beware assuming the average case is you, or more likely to be you.
To boil this down... It may be that a founder is working for free or even taking risks for free, by continuing rather than exiting.
This is true outside of startups too. Musk only owns 10% of Tesla. If the board was going to hire a superstar CEO to run Tesla, they'd probably need to give him that much equity anyway over time. So, they basically get him for free.
I have no clue about average time between rounds but if we say 1 year for every round, (1y for seed, 2y for A etc) only going from seed to A is a meaningful improvement if you calculate $/y.