This works in the early stages of startups. When it starts to fall apart is when you scale - you need to switch from generalist to specialist roles very quickl

This works in the early stages of startups. When it starts to fall apart is when you scale - you need to switch from generalist to specialist roles very quickly. The person managing your sales now is likely not going to have the experience to build out a dedicated sales force (when you reach this point). It's the same for marketing, HR, design etc. These 'titles' will require full-time dedication one day, which would require your current team to give up their engineering tasks. I'm not sure they'd be prepared to do that.