Recently left an organization that was failing to shed the "start up mentality." I joined at just over 100 people when two years before they had about 40. They were over 400 five years later.

They had a lot of growing pains with regard to communication. They also were a very top heavy org because all of the original employees were promoted to directors with no management experience. People spoke often about being the xth person hired. In all hands meetings.

Honestly, I'll be avoiding them like the plague now. I worked my 40 hours a week while begging to expand the department. Left when I was put on probation for not getting enough work done. Also never accept an unlimited pto agreement. Good way to never take vacation.