"elevated" is not an emergency in my mind. "Urgent" on a new machine isn't always an emergency either, depending. You just don't have the sample history on the oil to guess what's going on.
A new used machine like that, I'd run it several hours then drain the oil hot, if there was debris in the bottom of the case, like reach it with a finger and see it, then I might flush it with diesel if the case is open enough that it would absolutely all drain, or do 20 gallons like you said, but enough oil that it will run, then a few minutes at least? Another full fill and dump right away is what I wouldn't do, it went 1,200 hours on the last oil, I'd test it and change accordingly. Or rig up a bypass filter, I'm sure there's ways to do that temporarily, either with a rigged up electric pump, or off the hydraulics, even a return filter while you're working.
$1,000 new oil, and/or $5,000 for the sensors, makes $23 seem cheap for a transmission rebuild, to me. But you don't know you need that yet.