I used to be just like OP and pursued the ideal circumstances for hookup and the ideal logistics. For one, I joined a fraternity in college and then in my upperclassmen years, I worked as a bartender (which is considered a high sex appeal job). I will speak a little bit about nightlife.
Nightlife jobs typically go to hot girls or to guys who for a year or two are trying to figure out what to do with their lives. There are a surprisingly high number of gay and bi guys that work as bartenders at nightclubs because you often find that gay dudes hit on you a lot more than women do. Here are common themes for men who become "lifers" in the nightlife industry:
- Usually a criminal record or felony so white collar jobs don't take them
- Often a mental health problem or two so they have been fired from regular office jobs
- Trying to desperately live out their youth days and overcompensate for getting older (25+)
Same can be said of club promoters, a lot of them often having no real skills to earn a nice income and having to crash on a friend's couch more than they would like. Majority of the times, these guys are miserable and same can be said of bouncers that work in nightlife. The pay is not that great and you are dealing with drunk idiots, some of whom are financially well off and way ahead of you in life in that regard. As for sleeping around, that does happen but majority of the girls working in nightlife have serious validation and personality issues, not all but the majority. You know the red flags they tell you about with women? Majority of the bottle girls and bartenders are likely to have those.
Does someone working as a promoter, bouncer or bartender get laid more than say your average Accountant or Banker? Yes. However, it is at the cost of their own long-term career. A number of these guys who do somehow get a lifeline have that depressed look on their face when they enter their 30s and are working the same entry level jobs meant for people in their early twenties.
I do however know of guys who put the work in on Wall Street and other big name industries, made a ton of money in their twenties, and are now using their thirties to have a powerful rotation of women in their lives. Some of them own a nice spot in the prime area of town and can easily throw a party which leads to them getting laid. Some of them have an "in" to the social scene and are having girls bring them other women.