Off-roading makes me happy, but I also have a family to chauffeur around town to sports events, play dates, and grocery stores. So, 4-doors is a must, as is plenty of cargo space and the ability to drive off-pavement now and then. That’s a tall order for a family car. When I saw the 2020 Jeep Gladiator, which starts at about $33,000 and tops out at about $57,000, I thought I might have found the perfect blend of things I love about the Jeep but need in a pickup truck.