I changed all 4 tires (actually 5 incl. spare) on my TT a few months ago. I jacked up one side using an automotive type 3T floor jack lifting at the equalizer between the wheels which got both tires off the ground then put jack stands under the frame in front and back of each tire. I only did one side at a time but could have used the same procedure to do both sides. I did one side at a time because I mounted and balanced the tires myself.
I had recently bought the used TT and tires were in great shape but were 7 years old and starting to show sidewall cracking. I did buy an extra rim so have 2 spares using one of the original tires.
On all electric brake trailers I see 2 wires going into the backing plate. They usually feed them through the axle. One wire comes from the brake wiring, the other goes to ground. Since you'll have the drums off that's the best time to test them. You'll have to figure out whether your white wire comes from the trailer brake line or is the one going to ground. with a test light or a volt meter connect one lead to the white wire and other to ground then pulling the safety brake pin should apply 12V to the wire.