Don't feel so bad about the window. I creased mine and got a tiny hole right after buying it. I wanted to enjoy the Blue Ridge Parkway with the top down even though it was about 35deg. F and didn't know about the "Boxster chop" (helping the plastic window fold, esp. when cold, to avoid damage).
How bad is the damage? Mine was literally a pinhole so I patched it. Used tent repair tape, about the size of a dime. If I ever damage it more (a real possibility) or get sick of it, I'll spring for a glass window.
Re: IMS failures, you can spend a lifetime reading about it. Good to know it exists, and what the options are. Some choose to do a retrofit replacement right away, others wait until you're in there doing a clutch, others ignore it entirely. I had a 996 before the Boxster, and I'm waiting until I need a clutch.
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