I think it should be your company's success that decides if you're an indie/angel/VC company, and not some personal predisposition. By the time people are ready

I think it should be your company's success that decides if you're an indie/angel/VC company, and not some personal predisposition. By the time people are ready to offer series A term sheets, you should know if your company is in the right market, etc. If you're growing quickly and have a clear path to revenue, why not swing for the fences? Obviously, if the first 12 months are a total roller coaster and you haven't derisked your business sufficiently, in that case it makes sense to keep valuations where they need to be for smaller exits.