Hey welcome to the site. Well the biggest thing you need to decide is what you want for a jeep. Then from there, you have a very wide array of upgrades and mods you can do.
The cherokee(xj) is a very strong off road contender with as little as a few inches of lift and some nice tires.
The grand Cherokee offers a lot in the line of comfort and safety... It has the awd all the time feature which is a nice thing to have depending on your weather like heavy snow falls and or the rainfall...
Then you have the tj, yj, cj (wranglers) that are in most cases the funnest of the jeeps with the availability of removing the top and cuz with the sun beating on you and the wind flowing thru your hair.
All these jeeps are awesome in their own way. They are all fun and a pain in the butt all at the same time.
Once you decide on the jeep that you want... I am sure anyone of us on here can give you some strong suggestions as to what would work based on what you are wanting to do with your jeep.
Cheers feel free to ask questions any time