Daniel, I'm only on my first country but thinking about a second, and your post is exactly the thing nobody says. The first time, the not-knowing protected me, because I didn't realise how long it would take to build a life. Knowing the timeline in advance sounds like it should help, but I can imagine it makes the lonely months feel longer, because you can see them coming.
Two years in Portugal, now six months in Thailand. Second move. People assume it's easier. Admin: yes. I knew what to prepare. Everything else: not really. Starting from zero socially again was harder, because the first time was exciting and this time I knew exactly how long it would take.
Anyone else on a second or third country? Easier or harder?