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Ask HN: Is it okay to just bootstrap it, even when VCs are knocking?

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Re: Ask HN: Is it okay to just bootstrap it, even when VCs are knocking?

#41
Jason Cohen has an amazing talk on bootstrapping, with some very solid advice from his own experiences: https://m.youtube.com/watch?v=otbnC2zE2rw

Personally I think there is a lot of “kudos” for getting VC funding, so founders often get lured just for status reasons, joining the competition to become a unicorn.

Unless you want to (or need to) “swing for the fences”, why give up ownership?

Being a founder is already hella risky, and accepting VC money increases your leverage and your risk, which is just uneconomic for an average individual to do (unless they are already wealthy). Don’t double down on a risky bet.

VCs get preferential shares, and they have a lot of different ways of taking control in the clauses of the contracts you sign which disempower you, and in return you get shitty common shares and often lose control for the worst reasons.

I helped found a small business, and we retained full ownership which worked out great for us, although we will never get those mystical 7/8/9 figure payouts. The majority of founders only make wages[1]. We were in an incubator during our inception and I saw a lot of businesses get sidetracked by all the funding bullshit, control issues, stress, wasting time chasing investors, trying to follow conflicting or bad advice.

If you do want to chase funding, consider applying for https://www.ycombinator.com/apply/ which will help avoid you getting shafted. Other VC transactions are highly negotiation information asymmetric, because they have done many many transactions and you are doing your first, so you will get taken advantage of. By joining YC you get the help of a repeat player (game theory) with strong backing and solid knowledgeable advice, so you have far more negotiating strength.

[1] It is hard to get figures on returns for founders, but the median is bad. Most VC funds lose money[2], so VC backed founders do worse (common shares). Some analysis for YC backed founders (and YC founders are more successful on average than most): https://news.ycombinator.com/item?id=31350478 https://news.ycombinator.com/item?id=30926821

[2] https://news.ycombinator.com/item?id=24911009

Re: Ask HN: Is it okay to just bootstrap it, even when VCs are knocking?

#42
Given that you're enjoying what you're doing, you're making decent money, and you have a path to scale, personally I would (and did) do exactly the same as you. Once you take VC money you're in a completely different situation, where you need to grow fast to show them a return. Also, you need to grow much more to get the same return for yourself than you would if you just bootstrapped. If you want to become a billionaire (or hundred-millionaire), then yeah, you should take VC money. But if you just want to make a comfortable living and ultimately achieve financial freedom, I'm not even sure VC money improves your odds. And it definitely comes with a lot of added obligation and stress.

That said, I've never actually taken investment, so I can't speak from personal experience on that side.

Re: Ask HN: Is it okay to just bootstrap it, even when VCs are knocking?

#45
I worked for a startup that had bootstrapped but eventually received VC funding. The culture change was palpable, which I can only attribute to influence from the VCs. Everything became about growth, growth, growth - which really sucked the enjoyment out the work. I and several others ended up quitting.

If you're satisfied with being paid to solve clients' problems - which is a very common and in my opinion positive mindset, whether one is a business owner or an employee - then if I were you, I'd just stick with that. You've already achieved something to be very proud of!

It sounds like your "Silicon Valley" type friends have ideologically bought in to a pipedream. Please be true to yourself and your own beliefs and try not to succumb to peer pressure, is my advice.

Re: Ask HN: Is it okay to just bootstrap it, even when VCs are knocking?

#46

Congratulations on finding success and satisfaction in your work. I hope to one day find the same. Personally, I think you should keep doing what you’re doing. If you accept VC money you are now beholden to your shareholders and are no longer in control of your business. The degree of autonomy you have, the quality of your product, and the satisfaction you derive from your work will all surely suffer as a result. It’…

I'd agree, although selling the business outright (or retaining a small percentage) and then moving on to something else would allow you to try and repeat the success (which admittedly you may never be able to), but without any financial concerns.

Re: Ask HN: Is it okay to just bootstrap it, even when VCs are knocking?

#47
I've had several small successes that would pay for my life in the last years. When I lost interest I just sold and moved on.

Thing is I enjoy my life. I value free time and low stress way more than luxury. I have all the things I want and can afford everything I need.

My point is you are in the position to choose what is best for you. Don't follow the money just because money, except that's what you value most.

Re: Ask HN: Is it okay to just bootstrap it, even when VCs are knocking?

#48
You're not a weirdo, but you should also be realistic that, if a megacorp wanted, they could easily create a subpar clone of your offering, and drive you to obsolescence with marketing within months.

There was a recent story here on HN from someone who described just that. Can't remember the link, alas. EDIT: found it, see reply below.

Re: Ask HN: Is it okay to just bootstrap it, even when VCs are knocking?

#49

Given that you're enjoying what you're doing, you're making decent money, and you have a path to scale, personally I would (and did) do exactly the same as you. Once you take VC money you're in a completely different situation, where you need to grow fast to show them a return. Also, you need to grow much more to get the same return for yourself than you would if you just bootstrapped. If you want to become a billion…

> Once you take VC money you're in a completely different situation, where you need to grow fast to show them a return.

This. The VC model is to turn the business into a gamble: grow huge, or die trying - "planet-scale growth or self-destruct". (The third outcome, "get acquired" is a wash) They an afford to lose that gamble the majority of the time, because the minority of big wins make up for it. They do it in parallel.

But for the business owner, it's just one roll of the dice. A single shot at a time.

You don't seem to want this gamble. Good for you. Tell them politely that this doesn't suit your plans at this time.

Re: Ask HN: Is it okay to just bootstrap it, even when VCs are knocking?

#50

You're not a weirdo, but you should also be realistic that, if a megacorp wanted, they could easily create a subpar clone of your offering, and drive you to obsolescence with marketing within months. There was a recent story here on HN from someone who described just that. Can't remember the link, alas. EDIT: found it, see reply below.

Ah, I remembered I made an anki note about it, because I liked one of the quotes. Here you go:

"Failure sneaks up on you slowly, then all at once."

Andrew Wilkinson, founder of Flow (a distributed to-do list app), on how his company withered because he didn't consider cash-heavy competition to be comparable due to an (initially) worse product. From his Twitter thread "This is a story about how I lost $10,000,000 by doing something stupid." https://twitter.com/awilkinson/status/1376985869542887425

https://news.ycombinator.com/item?id=26643608

See also: False Hope Syndrome

Corollaries: - Heed red flags early - Optimistic: Perhaps the same applies to success / learning etc.

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