My advice for S.E. Asia is don't get a hostel for AirBnB room. Get an actual apartment or even a house. Where I'm at you can get either month to month for $100 to $200 per month easy.
My work takes a lot of my time, so I don't travel much. There is no way I could move around a lot. But with a good gig it's easy to take some time off and travel to another place for a couple of weeks. Flights are cheap to anywhere in the region and there are a lot of interesting places nearby.
So, use your house or apartment as your home base and then take lots of vacations.
Even just living abroad can get old though. After a number of years you wonder why you are doing it. What's the point? You begin to find out what really matters in life, which to me is family, my craft and... food! I haven't had real Mexican food for far too long. I would kill for a Subway sandwich. Even worse is that the Philippines isn't known for its food.
But then, there are good reasons to stay as well. I think there is a lot of opportunity in S.E. Asia. I feel like I'm not missing out on opportunity in the U.S. because most of my work is there anyways and I already know the culture.
ETA: I don't see how you could go out 5 nights a week. Even with just a few drinks and going to sleep later than usual, I feel it the next day. It's not even hangover, I would feel the same the next day just from screwing up my sleep schedule. If I did that 5 nights a week I would get nothing done. I generally get up crazy early to be available towards end of day for the U.S. though (12 hour difference from New York.)
It was what I had for lunch almost too often when living in Makati. A bit expensive compared to many of the local offerings, but always fresh and you know exactly what you get.