In the flats towing in OD isn't a huge problem, the strain on the TC isn't excessive. Area's like the smokey mountains, on the other hand might be a problem, like the poster before mentioned, keeping the rpms up is critical. Guy with 3. 54 (city) gears, will be fourced to tow with OD off more offten then those with 4. 10 (real) gears. Also watch the crusie control, it is a bad ideal for towing. When it adds fuel, it adds way to much at once, and in many situations it will over power the TC, even clutch for the manual guy's. The key to keeping the automatic alive while pulling is to be smooth, on a off the throtle, while going thru the gears, take-offs. The engine should not be allowed to lug much, the higher the rpm's the better oil pressure, which amounts to more grip in the TC, and keeping the momentum up keeps the strain down. I think anything over 6,000lbs, requires the most attention, and the higher you go from there, the smoother you have to be. I have always been able to tow with the OD on for atleast 95% of the time while on highway. I turn the OD off in and around town, just to hard on the thing always locking and unlocking, builds alot of heat. The addittion of larger then stock tires is also a bad ideal for towing, it effectively raises your rear gear, which ='s more stress and heat. I would recomend a good aftermarket extra capacity transmission oil pan, they increase the oil volume and the extra fins adds in cooling. TheDodge transmission is already marginal, so anything you can do to help it along would good, and will pay dividens later.