Goodyear Wrangler Trail Runner LT275/65R20 has a very small leak. Aired to 75 PSI on September 15. As of today it is at 64 PSI. Took it to a dealer and they found the leak. Can still see the nail. ...
First make sure it’s not repairable. Many Tire shops are are more conservative than necessary for multiple reasons (liability and profit). Next, depends how many burnouts you’ve done with the matching one? to determine if you need 2. But I bet there’s a very slim chance that replacing both tires is preferable based on the mileage on the tires.