Billy Dee Williams | 1984 Jeep Grand Wagoneer | $19,306

At this point, the sci-fi community could easily recognize Billy Dee Williams. For his journey into the acting scene, Billy had the chance to learn under the mentorship of a couple of well-known actors, including Sidney Poitier. A few years after, he finally found his way into the industry, landing roles for films such as Lady Sings the Blues, Nighthawk, and of course, the Star Wars movies.

With the fortune he’s earned working as an actor and painter, Billy could surely buy himself some of today’s luxurious rides. Even so, he’s still more than happy with his two long-time vehicles, one of which is this 1984 Jeep Grand Wagoneer. Due to the improvements in technology, though, Billy decided to spend some investment money on upgrading the Jeep and installing it with up-to-date features, including a GPS.