I did up and go from Russia to Israel at the age of 44, carting with me my partner, our daughter, a cat and a dog (and a bunch of books). It wasn't technically a difficult decision; I could have left pretty much anytime starting in mid-90s, had legit and possibly lucrative job offers every now and then, but I didn't want to. I love the country, the land, the people. I like what the current powers at the top are doing to all that not a single bit, though. So only when the inescapable stink in the air reached certain concentration, we left. In terms of privilege checking, our case is far from difficult - we both had portable jobs, speak decent English, had some savings. Most of the shock is cultural and adjustment to local realities. I'm lucky in that I have somehow inherited or developed quite a stable personality and am not much riled up by changes, including social; moreover, I'm a long time digital native and feel perfectly fine with a halfway decent internet connection :) working in hi-tech also insulates you from the harsher necessities of learning a new language quickly, at least here (for good or bad - we do want to speak the local tongue and we do NOT want to live in ghetto-like bubble)
Three plus years onwards, I like to think that we are doing fine, and there's one more little kid now (who doesn't know what snow looks like). Can I say that we will stay rooted here? Hardly. We will definitely spend time here to allow kids to get their bearings and to learn to be explorers themselves. Then - who knows?
P.S. I do slightly resent being technically landlocked in a country with all-year riding season though :) but hoping for the best there as well.