Thanks. Gave that a shot, but it didn’t force a connection prompt.
I repeated the process, the second time I removed the device from myServer, revoked USB authorizations on the Shield, toggled network and then USB debugging, restarted both the shield and myServer, reenabled USB and then network debugging, restarted the Shield a second time, then ran Discover again in myServer. MyServer found the Shield and the Shield re-prompted me.
I’m confident I did the same process earlier today with fewer reboots of the Shield (including getting a fresh prompt). But this time with all of those reboots it actually worked. Go figure.
Thanks!