If you’ve ever travelled around SE Asia, you’d probably agree that:
1. The majority of (nice) beach areas are already 50%+ westerners. Locals cant afford it.
2. Hence the RE cost of a bar on the beach is not cheap!
3. Competition with other bars is typically high and income is low. Owning a bar and having to deal with the day-to-day managing of it would be a PITA, in my opinion.
4. Although there are many older travellers, and even some who aren’t pedos, it’s mostly a young man’s (18-25) game.
However, if I were independenly wealthy, a “6mo here and 6mo there” type of lifestlye between SE Asia and US would sound very tempting.