I think your money goes further there because there's nothing to spend it on. I guess for some people watching grass grow is okay but I would be bored out of my mind after 3 days!
Bored? Sorry, I'm not familiar with the term. I have to force myself to stay home and take care of my chores! So many restaurants to try out, night clubs to evaluate, new areas of the city to explore... On any given night I have a hard time deciding which of the 25 skybars in the city to visit. If someone is bored in Bangkok then they're doing something wrong.
I've learned Thailand is best enjoyed being and staying single. It's okay to have 1 or 2 or 3 girlfriends but avoid any long-term commitment. There seems to be a huge population of single moms. Should you encounter such, run away as fast as possible as you will never be treated as number one.
A couple of years!? Lol! I didn't last a week; wayyyy too boring. It's okay for maybe a weekend trip, but bring your own companion. I found a couple bars, but the girls there were, shall we say, rather "seasoned" and certainly had not missed any meals! Bangkok is the place to be...love it here!
That's the key to this whole discussion: "by my standards". Everyone has different measures of comfort and livability. I go out to eat almost every day and I don't consider the restaurants to be fancy but I do like my sushi! Travel is an important cost and with 3 trips per year back home plus side trips to Dubai, Singapore, Cambodia, and Vietnam then that's probably 4-5 times your amount. Omg, how can you live in such a wonderful international city with fantastic nightlife and not go to bars and clubs? Bars maybe twice per week, sky bars about 3 times per week, with some sporadic special events such as wine tastings. And I haven't even gotten back into my golf game yet!
I'm that single retiree you're referring to and I'm at~$3000 USD per month (and no girlfriend expenses), so I'd say you're about on target. $2000 budget would be a stretch in my view. Some will say you can live comfortably on half that, but just because you can doesn't mean you should. I came to Thailand to enjoy life, not to just get by.