It seems like the older guys (really mean any guy who is no longer in a school setting like college or high school anymore) I know who are out with hot girls and with a different hot girl every other month are the ones who designed their entire life for that very purpose.
Guys who took up a job as a club promoter, bartend at a nightclub, decided to photograph models for a living, or just dedicate their life to a profession where they are constantly interacting with good looking women.
On the flip side it seems like doctors, accountants, and most white collar professionals I know are struggling even though they make good money. Occasionally I meet one with a gold digger wife or one who has LTRed a hot girl but that is about it.
From what I am seeing, the guys in adulthood who get hot girls are those who designed their entire lives for that very purpose and decided to forego a good career and everything just so they could get hot girls.