I don't know why noone mentioned it yet, but I think the matchup service idea would be absolutely great!
It particularly would be a lot easier for one to find people if they knew if the person who posted an ad was still active regardless of the time of the post, which an app/website could handle doing...
Plus there'd be a space for both people seeking long term, and people seeking short term, to do their thing without impacting the other or generating confusion...
Man, so many reasons why it'd work so well...
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