There is no point in starting off as a server.
I was a stripper, although I am a female and it's much easier to find clubs to work at since most strip clubs are marketed for male clientele and have only female dancers. One of the clubs I worked at had "all male review" nights on every first Sunday of the month. So we strippers who worked there could not work on that particular day. The VIP hosts were male, so they could work on that night.
It was NOT a gay bar type of atmosphere on those nights. The clientele was made up entirely of women, most of them older cougars who have rich husbands who they don't get much attention from. They go crazy over the male strippers and have plenty of money to play around with. The men made a lot of money.
My all time average was probably about $600, this is including slower shifts. I've had plenty of nights where I made over 1K, and even a few over 2K. You can also find "regulars" who will give you money just for companionship.
Stripper for 8 years, paid for 4 years of college and a comfortable lifestyle.