In general, it'd be fine to start with 2-3 handhelds. Bonus points if you can plug them into power, and another bonus point if you can add an external speaker microphone for use in the truck. If you end up using one in the truck a lot, you might as well invest in a Midland 275, which can be...
On top of everything else mentioned so far, supposedly the JT has the rear axle shifted forwards a bit compared to the typical pickup truck. Slightly better breakover angle, but also more weight on the rear axle.
JT Sport, stock suspension.
With the factory shocks and bump stops the suspension was crashing fairly often. After a week in the San Juans and Moab, the stock front shocks were leaking. The back was sagging from the weight of cargo and trailer hitch. And we have a local gas station with a...
Our old pickup's manual has a table for tire pressures. Depending on the stock tire size, start at X, add some more pressure for highways speeds in summer, and add even more pressure if towing.
In our case while heavily loaded, plus towing, plus summer, plus highway speeds, the LT tires of...
Pict of a rear axle cover from Dana:
https://danaproparts.com/i-30497579-spicer-10040651-dana-44-advantek-diff-cover-gray-nodular-iron-fits-2018-jeep-wrangler-jl-2020-jeep-gladiator-jt-dana-44-advantek-axle-rear-axle.html?ref=category:1389874
So it looks like the level would be to the top of...
Another option is to keep the halogens and add LED driving lights relayed off the high beams. These can be driving combo lenses which provide additional wide angle light beyond the typical high beams alone. And add LED fog lights to help with the low beams, amber to stand out more in traffic...
(Yea, towing is easy on a 45 degree down slope. Now let's see you try it at 45 degrees up!)
(Actually something like this happened to me once with our big pickup w/ 318 towing the 2000lb pop-up. Some state forest in Indiana had a piece of paved road with a super steep uphill slope. Kept down...
Well the front had sunk to the axle in Utah clay at the side of a river. (Actually, 20 feet or more from the river, but that's how far the soil was saturated!) By the time it was out the land anchor had burrowed entirely underground before it got enough traction to move the truck a slight...
Have one, saved me once. Also used it a few times around the home.
One scary thing about them is to get full power out of it you have to straddle the thing and pull hard for each click. If, in theory, the cable breaks, you could end up being sliced lengthwise. But the handle is supposed to...
With the 3.6L, 6-speed manual, towing a 2000lb folding trailer (less cross section), at highway speeds I keep it out of the highest gear. 5th gear, the first overdrive, across country still gets us around 16-17 MPG on average while towing at typical highway speeds.
To answer the original question, at the minimum I'd recommend this 12,000lb hand winch, especially if you seldom go offroad:
https://www.wyeth-scott.com/
In our case, having the family means I have to take fewer risks. Medium trails at the worst. And I live in suburbia and only get out there...
Used the Body Armor version in the past. May go to the small aluminum style to save weight on cross country trips with the trailer. But that sound when it scrapes... Old fashioned blackboard squeal!
Also chose aluminum skid plates to save weight.
Still running a 5.2 "Magnum" with a 5-speed NV3500. It's been all over the country, on and off road. Keeping it to teach the kid stick shift. So easy compared to the JT, you can hardly stall the thing. But the JT's transmission is much nicer to shift. The old truck has this really long...
I did 265/70R17. Same diameter as the stock highway tires so same accel and towing, but wider for handling, plus LT-E for offroad, and it's a very common size so you are more likely to find a replacement in some small town if you need to.