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For 3.5 - 4k, you should be able to find a better car than either of those. It seems to me like the 944 market has been weak lately, and for that price, you should be able to find a car with decent paint, an OK interior (a few splits in the seats and some dash cracks), and records showing at least some of the maintainence is up to date.
The biggest maintainence items to look for are the timing belt (~$500+, $1k with waterpump replacement), and the clutch (~$1500+). Most people here suggest changing the timing belt every 30k miles or 2-3 years, because if the belt breaks it'll bend the valves, which will cost $1500+ to fix.
Also look for oil leaks (hard to change the oil pan gasket), and mixed oil / water (oil cooler seals). Water leaks in the passenger compartment are also common, they can be a lot of work to track down. Electrical issues also occur, often due to corroded grounds and hack-job aftermarket stereos and alarms.
I suggest you keep looking for something nicer, especially if you want a daily driver.
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1988 944NA (Someone else's problem now)
1989 951 "Serena" (Still miss this one...)
2006 330i "Shadow" (6 speed, sport package, and nothing else)
2009 X3 "Ruby" (Because it snows here, and I have things to move)
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