[jwr]

> I've found it tough to talk about being a solo bootstrapper though. People don't seem all that interested in it [...]

I think you've hit the nail on the head (solo bootstrapper here): People are not interested because A) it's not about them, it's about you, B) it sounds somewhat scary, C) it sounds completely detached from their reality of corporate jobs, and finally D) it's scary because your life might be "better" than theirs.

I don't tell people about my work anymore, and almost nobody ever asks, except for other entrepreneurs/bootstrappers.