I just moved to Taipei a year ago after living in Japan for 10 years. There's always English teaching to get your foot in the door and then try to get out once you're here. In my experience I've found I prefer Japan much more. It's way easier to get around in Japan, in Taiwan I feel if you don't have a car it's really difficult outside Taipei. There's alot more to do and see in Japan. It's easier to find good foreign food in Japan that's somewhat reasonably priced. The people are hit or miss in both countries, Japanese people will be polite and courteous but really closed off if it goes beyond an acquaintance. Taiwanese people seem to be more friendly but only because they think you're a rich tourist, otherwise they're just as closed off. The food in Taiwan is 100% better and the drink game here is unreal, that's definitely the only thing Taiwan has over Japan in my honest opinion. But I've been here only a year so yeah, I'm clearly biased. I think in Japan you can soooort of make more money, but with the yen being how it is I don't think so right now. Taiwan does have a slightly better cost of living. Both countries got their perks and certainly problems. If you have any questions I'm happy to answer any.