I think one argument against bootstrapping (as someone who is trying this myself with my code review assignment and notification system "Friendly Fire") is that the expectations are higher now. Gone are the days of hacking something ugly together over the weekend and it going viral right away. Just look at the early screenshots of Twitter - you don't see even Alpha products too rough around the edges anymore.
You spend 90% of the time doing the first half, and then 90% again for polish - because you have to. They can talk all they want about "you need to go to market before the product is even usable", but if you don't have the VC runway to keep failing and still being able to pay rent, for bootstrappers it's not an option. You get to roll that dice once.
People expect few bugs, good UI and UX. There is a LOT of upfront work. I made sure that my tech choices have almost no overhead, and it's still more than a full-time job.
You spend 90% of the time doing the first half, and then 90% again for polish - because you have to. They can talk all they want about "you need to go to market before the product is even usable", but if you don't have the VC runway to keep failing and still being able to pay rent, for bootstrappers it's not an option. You get to roll that dice once.
People expect few bugs, good UI and UX. There is a LOT of upfront work. I made sure that my tech choices have almost no overhead, and it's still more than a full-time job.