The one thing that seems out of line is expecting you to be on a call, unpaid, before your start date. That is far enough out of line that it is a problem. I'd just say no to such calls. It is your managers job to keep the place running until your start date, not yours.
But honestly, the bigger red flag to me is $150ARR. First of all, $150 what? K? M? If 'K' this is too small to have 500 people and be looking to IPO - red flag. If 'M', they are too big to not have their act together on having professional managers - yellow flag.
If I were you, I would take this all as evidence that they have grown beyond their current skill level, and it will be a dysfunctional company. But most medium-sized companies are in this boat. The question you need to ask yourself is whether the compensation is sufficient that you can put up with the crap or not?