Hmm... Not a lot of information for anyone to help with. You say "(2) different vehicle/trailer combinations". Was the trailer the same for both? Or was the TV the same? Or were both different? What kind of tow vehicle(s) and trailer(s)?
If I had to venture a guess, I'd think sticky slide pins or sticky caliper on the front left disc brake. Road conditions play a big part too.
Chuck D.
“Adventure is just bad planning.” - Roald Amundsen
2013 Jayco X20E Hybrid
2016 Chevy Silverado Crew Cab Z71 LTZ2
2008 GMC Sierra SLE1 Crew Cab Z71 (traded)