Probably when I will finally get mine done.I am thinking of replacing it at about 50,000 (about 2 years). I see little downside (other than a lighter wallet) as long as the dealer does it. I live in Colorado so mountain driving is normal. Not much towing expected but some off roading (nothing too severe). I too plan on keeping it to 300,000 miles. I will probably first talk to my dealer about warranty consequences and process to protect CVT cleanliness during process. Do they have one special tech who does this?