As a dealer, I would answer you this way on a used Porsche"
The S is preferable, for your own use and resale. More torque in everday driving is appreciated, the gas mileage is close to being a wash.
The Tip is actually a fine trans, this is certainly a personal preference issue. Tips are very easy to sell on a used Box. You will likely pay about a grand more on a used Tip, don't pay any more. Blue books says so.
The sport package is a nice option, which brings with it the upgraded stereo, cruise, rear package shelf and the wind deflector kit. These are all useful things and the SP should pretty much be on any used car. In other words, you should DEDUCT about a grand if it is not. BTW- if you have the package shelf, you can tuck speakers back there!!!!!!!!
The rest of the options get more rare, the more common ones being 18" wheels, Sports Touring package etc.
Hope that helps.
And GOOD LUCK!
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