I always use a TPMS.
Have had three different brands. It seems they all use the same electronics modules.
The only problem with a longer trailer is you need a booster to get the signal into the truck.
I do not use the pass through attachments. Like above, just unscrew the cap when you need to add air. No, I don't use the little lock rings either. Yes, I have had to replace a module when I broke it, $25 at the time. I use the battery types. The batteries last a bit over 6 months if used a lot, a year or more if not used very much (most turn 'off' if the tires are not moving).
Make sure you have all metal valve stems to mount them on.
2017 Eagle HT 29.5BHOK (sold)
2017 Ford Powerstroke 6.7, Crew, 4x4 (sold)
2018 Toyota Highlander
Maggie, Old English Sheepdog