Thoughts on frustrating situation.

Ouch. 2016 is old enough that the transmission may never be available new through Chrysler again, it may be discontinued.

I would pull the paperwork from that extended warranty you purchased and read all the fine print. I would also get together all the repair paperwork and look at the warranty offered on each repair. Then look up the consumer protections offered in your state for used car purchases. Those protections vary a lot state to state.

With it having been repaired only 10 days after purchase I would think you would have some kind of legal protections related to the sale and the warranty, but you’ll need to have the whole paper trail and be well versed with the fine print.

Was it purchased from a manufacturer dealership? Or a private used car lot? As long as the dealership is willing to work with you I would try that, and just educate yourself on your warranty and legal options. If they stop playing ball you may need to go the lawyer route at some point.