I used a Sidewinder on my Cougar High Country for 4 seasons until I just replaced with a MorRyde pinbox.
Tip#1 Don't use a Teflon disk
Tip#2 Grease sides of wedge, skid plate and back of pin
Tip#3 Check the torque of the 4 turret bolts on a regular basis. They are supposed to be 45 ft/lbs (or what your manual says). Tighter and it binds. Looser and you have slack that could over stress from excess movement.
Tip#4 If it comes with the 5 1/2 lockout bolts, save them just in case. I had to find them at a hardware store when I finally needed them.
That is about it.
Issues that I had. When I traded my F150 for an F350, the fiver was very nose high and may have contributed to problems I had on a cross country trip. I had an RV shop raise the Sidewinder, but due to the fiver mount design, it prevented the arm from rotating and they moved it back down. Weeks later, I checked the manual about the lockout feature, got bolts, raised the pinbox 2" and moved the wedge to the carry position. I now had a standard pinbox but was still nose high and I wanted a smoother ride. Contacted MorRyde in Elkhart, IN and scheduled a visit. The new pinbox lowered the nose another inch and I was now level with a smooth ride.
Of course, I now have to be careful of sharp turns and can no longer do 90 degrees without contact.
Regrets: The pinbox mount on the Cougar was not designed to be Sidewinder friendly so I couldn't raise it past the middle position. That I didn't know to check the turret bolts regularly and sheared two of them. Other than that, I towed with an F150 5'7" bed for four seasons with no turning issues.
2015 F350 XLT PSD CCSB SRW, Andersen Ultimate hitch
'12 Cougar High Country 299RKS, Mor/Ryde Pinbox
1/77 Armor Bn, 5th Mech, I Corps