20 miles seems like a bit of a stretch at 35 feet above ground, unless its the tallest point in the area. 80' of coax isn't the end of the world at VHF, though that is more than twice your antenna height.
Still sounds like you should get the repeater receiver checked and the duplexer. Could be one cavity is out of tune slightly. You might be able to see that with the NanoVNA if you have some experience tuning duplexers and take your time, but it sounds like you would be better off talking to a professional on site to get things checked out.
Also, LMR400 is not ideal for repeater use, hardline should be used when possible.
Still sounds like you should get the repeater receiver checked and the duplexer. Could be one cavity is out of tune slightly. You might be able to see that with the NanoVNA if you have some experience tuning duplexers and take your time, but it sounds like you would be better off talking to a professional on site to get things checked out.
Also, LMR400 is not ideal for repeater use, hardline should be used when possible.