I've owned and enjoyed my 1966 911 for 10+ years but its lack of practicality is starting to outweigh its cool factor.
- Can't fit rear seat belts, so can't take the family for a drive
- Dry, cracked seals and no rustproofing so I don't drive it in wet weather
- No air conditioning so I rarely drive it in July/August (DC humidity is brutal)
- Needs about $3000 worth of underbody rust repair/paint
- Not fun to drive on the highway
- I'm constantly worried about getting into an accident or having it catch on fire

I've been told that for what I could sell it for, I could get a decent 997 or 991, which would address most of my concerns. From what I've seen, 964s and 993s are out of my price range.

Anyone ever had a similar dilemma? Anything I'm not considering?