My thai friends has suggested that I buy property in Bangkok, but as an investment i.e to rent out
For self stay you don't have have to limit it to only one place
Can have a place in Chiangmai AND Bangkok
During the hot season can spend time in cool Chiangmai to recharge your batteries & then go to Bangkok when the weather is nicer.
It's of course nice to have your own property but it ties you & your money down. I'm not sure I can adjust to life in LOS, especially the language. That's why my plan is to get an education visa to attend language classes. After which I can decide on my next step.