I don't know how many miles on the old tire. This time it lasted 2 years. Easily double any motorcycle tire I had on the bike. I'm 2-up on the Venture and got used to the tire in the twisties. I really don't think you'll have any problems with the tire pulling a trailer, but no experience. I feel more confident on the car tire, higher load rating, no cracks, easy to plug. Its just a better built tire than any motorcycle tire. Once the tire is broke in I'll lower the pressure to 28 lbs. The 1st 500 or so miles will feel like the tire is squiring around, but lowering the pressure helps when on the grooved highways.