It sounds like it's a case of the grass being greener on the other side. For a while, I didn't like living in urban Cleveland--I missed the greenery (even if it was just manicured lawns and whatnot), the space, and the relative quiet of the suburbs (as well as the fact that I had access to bike trails and roads that aren't full of potholes). Now that I'm back in said suburbs, and will be moving to one in a different city, I miss being able to walk everywhere, the unique coffeeshops, yeah... Won't complain about the cycling or the lack of drunk people puking on the sidewalk outside my window, but still...



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being a widow and not wanting to discuss the pain of losing a wife or dare we say husband because it's too painful. Maybe that person was why he moved there and now lives alone. Is it possible by our judging others for any reason including location we sometimes miss an opportunity to create community and support?
a new relationship starting but not sure where it's going and you being a stranger his not wanting to say he lives alone but "jeepers I just met this gal or dare we say ... " see above.
I don't know the market up north but it's tanked here. Sounds like regardless of why he moved there or buying that home he may be mulling the choices to increase his quality of life including but not limited to; job closer to home or part time, or find the local cycling near his home. 