Will you be towing or carrying heavy cargo on a regular basis?

Consider a pickup or an SUV. Look into the factory tow package and make sure the gross vehicle weight rating (GVWR) is compatible with the weight you'll be hauling. 4x4s usually have stronger drivetrain/powertrain components than 4x2s. If you're only towing a couple of times a year, however, you might be able to squeak by with the smallest engine (provided the load doesn't exceed the GVWR), but don't expect great fuel economy.

Will you be chauffeuring the soccer team?

If so, a Jeep Wrangler probably isn't the best choice. A minivan or an SUV could be ideal because, depending on the model, you can get flexible seating for up to eight and lots of cargo room.

Will you be using the vehicle mainly for commuting to work?
If you have a long commute and it's mostly in heavy traffic, a big, high-horsepower engine may sound impressive to your friends but will be a waste of money, especially at the pump. Think right-size for the vehicle's main duty - which in this case probably means small and economical.

Do you plan to take road trips?
Comfort, a navigation system and an entertainment system could make those long journeys a lot more tolerable. Make sure you pay close attention to seat ergonomics - both front and rear - to ensure comfort not only during long-distance vacation trips but also in your daily commute. If your destination is off the highway, having four-wheel drive will prevent you from getting stuck there longer than you intended.

Do you live in a four-season state or encounter extreme weather conditions?
Consider all-wheel drive, which heightens traction in slippery conditions including rain-soaked and ice-slicked roads. All-wheel drive is designed specifically to give you traction when the roads go south, so this may be a worthwhile option if it's not standard equipment. Traditional four-wheel drive systems do not have the ability to smartly route power to the corner with the best traction. Pure AWD remains the better on-road option. If you live where the roads are frequently wet or icy, you may also want a stability- or traction-control system.

How long will you be keeping your car?
If you tend to turn over your vehicles every two to three years but you normally finance, you may want to consider a lease. If you still like the flexibility of keeping the car and want to own it, ensure that the retained value and financing rate of the vehicle are in your favor so that you aren’t upside-down on the loan for too long (otherwise you'll owe more than the vehicle is worth should want to get rid of it).