They don't have the time, they don't have enough skill, the problem is something they haven't dealt with before etc etc.
Once you get to that stage, the door opens automatically and corporate robots and corporate culture enter the story.
Stick this on a fridge - No one really wants to deal with shit forever. Especially after it hits the fan again and again and again.
After you learn that you can hire someone else to do it then there is no turning back.
Oh thats the 3rd employee having some psychological issue above my pay grade to deal with, well time to a hire a HR person for baby sitting duties. Oh the product team is doing a great job but not generating any revenue but you like them all and don't know how to tell them to work on shit, time to hire someone else who has no problem doing it. Oh these sales deals need someone to pander and sit the whole day outside the offices of douchebags well time to hire a "proper" sales team. Ooh man we paid the govt 200K extra in taxes cause we didnt know about clause 18 on page 4300, time to hire a "serious" accountant from a slightly larger firm to keep the books, who will then tell you things need to get more corporate around here or he will quit. And you sigh and say okay Bob you win.