Thanks for all the input. I posted this thread near 10:00 at night, I'm struck by all the comments made. And as I suspected you all think what I've been struggling with.

I figure I can live without an old Porsche if I had a VehiCROSS for that cool and fun factor. However I'm not ready to let go of the 911, not when I'm getting 26 mph hwy.

The Jeep Jeep (Wrangler) with just seems overpriced, I guess people grow up wanting one, which makes a $2,000 long in the tooth beater cost $6,000 actual.

The Cherokee is a fair value, but if this were summer and gas was at $4.00 a gallon I'd be getting a much better deal in this part of the country.

Thanks, George/kach22i.

PS: Listed on cars.com in Howell, Michigan there is a black VehiCross for around $7,500 but I don't know if it's sold yet. It's about double what I wanted to spend, but tempting.