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I was thinking similar - both on the Pi (I think dmesg might show wifi connections going uo and down, and wpa_supplicant has logging) and the phone (more difficult - you may need to root it and use something like acatlog).
I've always found hotspot tethering to be pretty nonpersistent - there may be a develooer mode setting that helps.
Didn't rhb mention juicessh? I'm guessing there's a keepalive config settling somewhere for that too.
It might even be an idea to jsut have a wrapper script that opens a connection before of the real work starts.
NotThamesWater
Assuming it's an intermittent connection issue, I'd probably build some automatic retry around the steps that involve external connections, with plenty of logging