Well from an old Grand Cherokee owner, I would suggest a Grand. They are great vehicles. I wish they still made them with the 4.0L. I love the 318 in mine, but would like to save some gas mileage with the I6. If I were to get a newer one, a HEMI would be a must. Good luck with the search. Wranglers are fun, but if you want a step up, a GC may be exactly what you are looking for.