Yeah, i agree. The first thing would be to ensure the fluid is the right level. Remember you (or the technician) has to jack the rear end of the pickup up so the transmission pan is level. Then check/adjust it. Could be a solenoid issue. Might consider making sure all the grounds down and around the engine/trans are good, no corrosion at the connectors. There are probably voltage and resistance checks the dealer can make as part of the troubleshooting tree.
If it were my truck I would call around, talk to the dealership ahead of time. Talk to the parts dept guys. Do your homework and find out who the local dealership's best tranny guy is, or their best Master Technician (not a newbie, or sloppy guy who's thinking about quitting!). Every dealership has one or two all-star techs, a couple mediocre techs and a few newbies or sloppy workers. Find out his name. Arrange it so their best guy puts his hands on your tranny. I would personally walk in the back door and talk to the guy ahead of time. The reason is, he might be their best computer guy, but maybe Joe Blow is their go-to Transmission tech. Make sure the day you drop it off, the right guy's working on your truck ...he's not sick, on vacation or at his kid's out-of-town baseball game that day. That stuff happens. You just want to avoid the rookie who's more interested in busting out early and hang out with his buddy LOL.
Chrysler probably has the issue and resolution in their service database, which other shops won't have access to. If the dealer has to remove the transmission pan for troubleshooting purposes, I would have them change the fluid at that time. Yeah it's going to cost you some $$ but if they fix it ...probably worth it. I had the dealership work on my Jeep Grand Cherokee's tranny years ago and it was a good investment in time/money. They fixed the shifting issue and never had an issue thereafter. But make sure they don't put their half-a$$'d tech on it, or you might spend $$ and not get anywhere.
https://www.mistertransmission.com/transmission-solenoid/
I have a car which has had a 'lazy' egaging tranny. Been like that since I've owned it ..15+ years, and 150k+ mi. Shifts tight otherwise. I still own it and the trans still operates fine.
Yeah, it's annoying but I've lived with it.
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