Hey guys, sorry to hear about your issues but I have a 2020 Trail Boss and I’ve recently had these issues as well. I took it back to the dealer and they inspected it and diagnosed it as a faulty shifter actuator. I know exactly what you guys mean when you say you hit the break and you don’t hear the click that should send a signal to unlock the gear shifter. When the part arrives they will install it on my truck and I’ll let you guys know if this fixes the issue. Best of luck to you all getting your issues resolved as well.