“Asia” is a hugely diverse place! Your life will be very different if you live in Hong Kong or Bangalore or Seoul or in Bali or on a small island in the Philippines or in Manila. Etc. Your experience will be incredibly different depending on the place, whether you speak the language, whether you’re adaptable. Etc. I lived in north Asia on and off for decades and could easily live there permanently… I personally feel less at home in South Asia. So your question seems more like “do you ever feel like escaping your current life and living a more vivid one”. Yeah sure. But you have to pick your spot.

You need to find someone who understands both the us system and the system of the place where you live/where your company is. All the tax systems need to be worked together to limit your exposure.

5472 is a daunting form to do correctly. If you have a company and need to file, you are much safer engaging an experienced accountant.