Man I know how you feel. I had a really nice stereo in my old Camaro, well at the time it was nice and I thought it was nice, totalled about 2k worth of equipment when all said and done. Gave my brother the car and stereo to use,he took it to the mall and poof it was gone. I had the car for years and it never got taken, sure some tried to get in but they always failed.
Insurance wouldn't cover the stereo even though I had reciepts so I only ended up getting like 2,000 total for the car and the stereo since they just totalled the car.
My next car I only upgraded the deck and a cd changer...and finally in my CSVT I have vowed not not add much if anything at all as I now view it as a waste of money, it only depreciates in value, like you I park outside and my car gets alot of abuse due to the area, and I have other things which I spend my money on now.
good luck hope it works out.