Quote from 377OHMS:
Great post.
I'm tending towards Chiang Mai. Some of my biggest concerns are access to specialty products... like maple syrup lol. I'm a little worried about not being able to get certain luxury items I've become used to having around. Also a little concerned about transportation. I like to run and cycle so I'm a bit concerned about air quality.
Reading thaivisa is informative but also a little off-putting. Some of those guys are so bitter! I don't know whether to make some expat friends or avoid all of them like the plague.
I was thinking of doing a 1-year trial run in Chiang Mai. I'm planning to live in the city and attend a 1-year language course at CMU. The best language course is at Chulalongkorn U. but I don't want to like in BKK. I will probably not trade for the whole year. Then I'll come home and make a decision.
Somewhere in there I might do 1-week in Pattaya.

Do you keep stuff in storage in your home country or did you sell absolutely everything? Just curious.
I don't worry about air quality, unless you are living in downtown bangkok. Even then, I wouldn't worry about it any different than any other major metropolis. Casual bicycling in congested parts of bangkok is not recommended if you are worried about safety....motorcycles are too aggressive, even on side roads, let alone main roads. Greater bangkok and lesser congested areas like Chumphon Town, Phuket Town, Pattaya (non-main roads). Chaing Mai should be ok also.
Specialty products there are shops like Villa Market in the major tourist areas of Bangkok, Phuket, Pattaya, Chiang Mai, Hua Hin that cater to foreigners. Siam Paragon has a supermarket called Gourmet Market that also carries. Beyond that, bangkok has "little india" china town, etc other places. The walmart/Sams/Cosco/Kmart equivalents are Tesco Lotus, Makro, and Big C.
there is a website "retire on $550 a month" that should give you some insights specific to chiang mai. That guide was based on a studio or 1 room furnished apt, air condition/hot water/electric, eating thai food twice a day. As you add your western foods, movies, toys, etc, it would go up. Although $1000/mo living is very doable. Although as you move out or away from tourist areas, you can find 2-3 bedroom houses for $80-200/mo. In fact, it is not uncommon for people to have "live-in" shops/storefronts where you pay $50-100 rent/mo, plus you sell stuff out of your home. This works out well especially if you are on one of the main roads.
Thaivisa can have some sourpusses. Keep your questions objective, don't take anything personally, and you will be fine. Interestingly enough, there was a thread recently about how immigration was tightening down on the visa requirements. You should have seen the amount of people crying that their paradise might be shorter lived. (btw, the best visa is the 1-year visa [multiple entry non-imm ED or any non-imm....you want the one that is issued already and then you do a visa run [leave country for a few minutes]. This visa is pre-issued before you enter thailand. This is different that getting a single entry and then extending every 90 days.)
You don't need to go to Pattaya to find women, but if your sex drive is high, it's s definitely worth adding on the to-do list. As a general rule of thumb, take what you see in Patong Beach (phuket) and multiply it by 15-20 that is pattaya

. I think you learning the language is a big step in the right direction. I learned that if you can't get the subject and verb right, the other filler words/symbols won't matter too much.
I have no intentions on returning to home country anytime soon, although I didn't have much material stuff anyway. I suppose you could store your stuff, but why? What are we really holding on to anyway?