I think it's would be useful for someone to list out good reasons for and against bootstrapping: When it works and when it doesn't. For a few months I was in d

I think it's would be useful for someone to list out good reasons for and against bootstrapping: When it works and when it doesn't. For a few months I was in discussions to be CTO of a company that was kinda-sorta bootstrapping. (They had a very small amount of angel money.) Ultimately, they wanted me to quit my job without pay; I realized they were 3 cents short on a dollar; and we parted ways. Given their space, they really needed to raise money for what they want to do. (More than the fact that I need to get paid,) The space they're operating in needs someone to grow fast because there won't be a lot of room for lots of small players. But, if this was five (or more) years ago, I think bootstrapping would really work in their favor. (Different market conditions and expectations.) I might have even been able to take a lot more sweat equity at the time, too.