We have a 2020 Cherokee Trailhawk and did all the wiring and towing base plate install ourselves. Went with Roadmaster for all. Etrailer does have 2 different videos for the Cherokee, but each says different colors for the taillight wires. You must confirm them for yourself. For the base plate- you must remove the entire plastic front end skin. Not too bad, but it takes some extra hands to get the large thing aligned to all go back on.
The taillights are LEDs and you just open the hatch, remove 2 screws on each light and wiggle them out, then disconnect the connector. The harness covering is extremely tough and hard to cut. Be extra careful not to cut yourself or the very small wires used for the lights. I cannot remember the color codes for each side, but one of the Etrailer videos was correct. Just double check it for yourself with a tester. Running the wires up to the front is a bit of a challenge, but you can do it with patience. I did put the wiring in split plastic wire loom. If Hopkins now makes a dedicated harness that just plugs in, that would be the best choice. They did not have one earlier this year.
The Cherokee is easy to connect and set for towing, just make sure the park brake is off and check to make sure it rolls freely for a few feet before you take off. Good luck-- Mick