Trailer lights.. HELP

[idelkslayer]

I got tired of fixing trailer lights/wires. I use these magnetic lights now.

 

[Marble]

Old boat trailer. Working on it anyway. I would replace the entire wiring system, not just the plug.

I agree.

I also wonder if a wire has been chafed and is causing an issue. A rusty trailer is pretty hard on wire.

For the ground I would make sure of good metal to metal connections.

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[Caseknife]

4 wire harness all the way back to the lights, pull out the green at the right light, tie into the white and brown with waterproof connectors and continue to left light with white, brown and yellow wire. DO NOT use U-Haul/Come-back connectors, https://www.ebay.com/itm/3763791651...9993b6&gclid=d87a5c86825c1b9f64a93401109993b6

 

[IDElkmagnet]

Im going to agreed with the consensus your current issue is likely with the ground.
I would like to add that your next issue is likely to be where you are probing the wiring. Dab a little sealant on them before dipping it in the water and try to avoid that in the future.