One person startup here, now 6 people (and taking on a partner).
The biggest problem I've had is that there are too many hats for one person to wear. Yes you can do it, it's damned painful and sometimes there isn't anyone who can help you avoid bad decisions as employees don't always want to challenge you.
FWIW I was close to taking on a partner before and it would've gone very bad, which as a learning experience has prepared me for the partner I'm looking at taking on now.
The biggest problem I've had is that there are too many hats for one person to wear. Yes you can do it, it's damned painful and sometimes there isn't anyone who can help you avoid bad decisions as employees don't always want to challenge you.
FWIW I was close to taking on a partner before and it would've gone very bad, which as a learning experience has prepared me for the partner I'm looking at taking on now.