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Just data points - in th eend you do what you wanna do:
- The giulia is a nice and rare enough car but a fast depreciating asset and probably will not be reliable much longer.
- The 911 is reliable but even older and that comes with occasional annoyances. If you sell it and sit on the $ you will likely never buy another, as they are too expensive already.
- Note: if you sell the modern car the oldie cannot get cheap classic insurance anymore
If you CAN sell the targa and get a coupe, why not, spend a little on it to make it reliable and in great working order. I'd definitely get something that has heat in winter, public transport and walking is fun when it's not hailing or cold..
Or.. just get a Mk7.5 GTI, the answer to "one car fits all and does everything right"
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