I've had iPhones for 3 years now and have never thought of jailbreaking until now. I've always avoided it for the same reason I avoid android, I just want it to work and couldn't care less about customizing. I'm perfectly happy getting l my apps through the App Store and have never felt the need for anymore functionality than comes stock. Until now. I bought a wifi ipad over Xmas and have really wanted tethering a few times. I have an old AT&T plan that is super cheap compared to the share your wallet plans they offer today. I don't have unlimited, but still have the desire to use my ipad away from wifi now and again. Is jailbreaking worth it just for that? Are there some downsides? Do I loose any of the stock functionality like syncing with iTunes and using the official App Store?