It didn't look too easy to flip the TO-220, so I just cut the leads and used two short pieces of wire to cross them over. But I'm glad for the explanation, because the previous owner had also installed a TO-220 MJE2955 incorrectly for another transistor. That one was sticking straight up from the board without a heat sink, so obviously I simply flipped it around.
So the oven now works, and the Fluke 5440B seems to be fine. Originally it failed the analog self-test telling me to check the A4 output board current limiting circuitry. The thing was current-limiting into standby, but it was only after I measured things that I found it was limiting at 1.6 times the user-entered amount. Turns out my unit must have had the A4 board replaced with a later output board (after serial number 4-something) where they changed the current limiting resistors from 80 ohms to 50 ohms. So I put it back to 80 ohms and it now passes the self-test.