It unfortunately often does. It’s hard for the original founders to “let go” and some of the things that were idiosyncrasies at the scale of 10 are actively detrimental to people’s careers and the business’ wider growth when you’re 1000. Experienced founders often recognise when it’s time to hire the “VP Eng” that’ll replace them, but if it’s their first big go at it, they often cling on a bit longer that they should.