2018 Max Limited owner here, with the HD tow package and a 33’ travel trailer. I also use a ProPride hitch, LT tires, and Bilstein 5100 shocks. I’m looking for a heavy duty truck. In low traffic and low wind, it tows great. But add passing semis and a stiff crosswind, and it’s uncomfortable. By that I mean I’m constantly getting bumped around and having to work to stay centered in the lane. I’ve pretty much always felt in control, but it’s tiring and feels like I’m really pushing the limits. For me I think the length of the trailer is a big factor. It’s a big sail. The engine has plenty of power for the weight (7,600lb in my case) and I haven’t had any issues braking.
It’s possible to do what you’re asking, but I would personally go with a smaller trailer or a bigger truck. That’s been my big dilemma. I want a bigger truck so we can tow a larger camper, but my wife doesn’t want to lose our family road trip vehicle (which the Expy is perfect at).