Earlier quoted context omitted.
> as an employee my goals align better with investors than with bootstrap founders. If you are a gambler, VC equity is best. If you want to maximise your expected returns, equity in a bootstrapped company is better IMHO. VCs have their risks spread across multiple investments, where you will only be able to work for a limited number of companies before burnout or ageism hits you (if you don’t win a D10 die roll). Als…
If you want expected returns then I'd argue that FAANG (or late stage startups) makes a lot more sense than a bootstrapped company. Same guaranteed monetary outcome, they're likely to pay much better and look much better on your resume. Startups offer higher potential return for lower average return than FAANG. Bootstrapped companies, unless you're a founder, offer neither. edit: This is explicitly about employees at…
People joining or founding a startup business also tend to extremely overestimate their ability to pick a winner. You have to be smarter or luckier than a VC.
The point of a bootstrapped business is to be making enough money within a short period to know you can pay fair wages. Derisking. If a business isn’t paying wages and doesn’t take VC money, then it shouldn’t be called bootstrapped, it is still a startup (with sweat equity and opportunity costs instead of VC).
Also it has been my experience that successful bootstrapped businesses are usually started by people that have worked in an industry, then founded a new business starting with the best people they had worked with. That is a good strategy. Edit: https://hbr.org/2018/07/research-the-average-age-of-a-succes...
In my experience in Christchurch New Zealand, watching founders and first employees for startups that have taken VC cash, the expected return on equity is very low for them.
I see massive winners’ bias in most thinking and media.
Getting in to YC validates something that an individual cannot easily determine: what are my own chances of winning the startup lottery? If YC picks you, that is a strong signal that you have the right skills. The signal is extremely noisy though (fail after accepted, succeed although rejected). Edit: anecdotally I saw a young founder with what I thought was a good bootstrap opportunity in NZ get accepted into YC where he promptly crashed due to lack of knowledge of the US market and culture.