What would you do? Is it worth it?

[Pop Art Suzy]

Hi guys!

Need some advice. A bit of background. I purchased my Datejust pre-owned on eBay last July. I don't know the exact age, but it's probably pretty old. The seller is wonderful and offered a 1 year warranty with his jewelry/watch repair. He owns a jewelry/watch store in California. I love the watch and wear it daily. However, about a month after I had it, the date wouldn't cycle through. I tried winding it manually, but the date still wouldn't switch over. I told the seller, and he immediately sent me a pre-paid shipping label so I shipped the watch to him to fix. He fixed it within a week (shipped back to me via express) and it worked famously.

Well, about a week ago, the date stopped switching over again. Even when I tried winding it manually, it still wouldn't switch over. This time, he didn't send me a pre-paid label and it cost me $30 to ship ground (would have cost me $120 to ship express). They have the watch now and said it would probably take between 10-15 days to fix.

Since it's a pre-owned Rolex, and I've already sent it to them to fix, obviously RSC wouldn't look at it. I asked them how would it work once the warranty is up and if I could still send it to them for repairs. There isn't an AD where I live as the closest is an hour away.

They said that once the warranty is up, they offer a repair/maintenance service extended warranty for $499/year, which includes repairs, maintenance, whatever it needs for another year.

My question is, is this worth the cost? It seems like it's a good deal, but I wanted to make sure before I spent that for this extended warranty.

Thanks guys! Much appreciated (sorry for the long post).