It’s a typical sunny Southern California day in Hollywood, CA and we’re getting ready to shoot comedian Kevin Hart for his second DUB cover. He’s as animated as he is on-screen, taking to Facebook Live and Snapchat for his legions of fans. As he goes into each of his rides, he jokes with his crew and answers questions live for those admiring his collection.

In fact, Hart has come a long way in the past five years since we last featured him. The comedian and actor has starred in a vast amount of movies and is now one of Hollywood’s top earning actors. He’s recently ventured out into the business world with a stake in Tommy John underwear and is always growing his Hartbeat Productions. The last time we spoke to him, his goal was to get to a “mogul stage.” And although it might seem as if he’s achieved mogul status, the comedian thinks he has a long way to go.

“No, I’m not there yet,” he admits. “Nowhere near where I want to be. I’m making amazing steps in the right direction, but there’s still more that needs to be done. It’s a very complex word and just as you get closer to it, you realize just how much more you can do. Right now, my business mind is catching up to my entertainment mind.”

With laser-focused eyes on the prize, Hart attributes his success thus far to his hard work and dedication, something his mom instilled in him. “It was beat in my head not to do things without finishing them,” he adds. Not only does that hold true to his career, but also his fleet. As an automotive connoisseur, Hart has amassed quite an impressive collection of rides that vary from fine exotics to restored classics and represent different stages and achievements in his career. His crown jewel is his 1967 Mustang he calls Eleanor, which took almost two years to complete. It’s his longest and most comprehensive restoration to date and he’s still doing small tweaks to it. “That one’s done up from top to bottom and has all the bells and whistles,” he notes. “But come to think of it, I did one bad thing; I can’t drive stick so I made it automatic…don’t laugh at me.”

“The Sprinter was something that I got after I got a DUI and I was like, ‘You know drinking and driving is just stupid.’ It’s something that people don’t think about and you don’t realize how dumb it is until you get caught doing it and realize the lives you put in danger. It acts as my mobile command center – if I’m tired or if I ever put myself in a situation where I can’t drive I’ll always have the driver and Sprinter available. It makes me be a lot more responsible.”

He also has a G63, which is more like his daily driver, as well as a special G65 that brought to the shoot. “It’s fast and as you can see I love fast cars,” he explains. “That V12 is something that’s limited and there weren’t too many of them in the States when I purchased it and that’s why I got it. It’s more of a collector’s item. It has a ridiculous system in it!”

For all of his automotive needs, Hart goes to his boys at Stealth Motorworks in Van Nuys, CA. Owner Chris Mills has been friends with Hart for the last 20 years and he’s been helping with his car collection for the last four years. “The most challenging build was the 1967 Eleanor Mustang that was built from the ground up at Stealth Motorworks,” he confesses. “Nothing in it is stock and everything on it was replaced with high-performance products and custom-built parts, powered by a 650 hp, 427 all-aluminum engine, custom-built for this car. The handling is tight with front and rear independent suspension system. This car is a true beast with nothing but the best on it.”

As car lovers, Hart has seen a lot of vehicles that Mills has had over the years and admires his taste in customizations, allowing him to design his cars the way Mills would do his own. “It’s great working with Kevin because not only is he a mega superstar but he is a down to earth personal friend so that just makes business run smooth with us because of the trust factor that we have built through the years.”

As for his next big purchase, Hart’s all about making an investment and is thinking of going with an original Gullwing or rebuilding a Chevy Chevelle like he did his Mustang. “I’m looking for something that will hold its value over time,” he mentions. “Not sure if I’ll go the collectors route or will build something from the ground up again.”

But right now, Hart is busy enjoying all of his rides that he gives equal attention to whenever he’s in town or on a break from his ridiculously busy schedule. Currently, he’s filming the Jumanji remake with Dwayne Johnson and will be filming the Untouchables after the new year, which will be Hart’s attempt at something more serious. “I want to challenge myself and do some drama, but you don’t rush that. It happens when it’s supposed to. I just want to show that I can wear many hats if given the chance. And if people don’t give you the chances, you have to be strong enough to take them.”

Besides his movie career, Hart also has a music one as his alter ego “Chocolate Droppa,” who will be releasing an album soon. “He’s a character who has goals of taking the rap world by storm,” he describes. “In his mind, he’s the best rapper to ever do it. For me, it’s just a way to poke fun at the rap game and I have a lot of fun doing it. You just have to mix it up and keep things fresh.” Which is just one reason why he’s taken an investor role in the Tommy John underwear line and is excited to take the brand to the next level.

“I didn’t want just another celebrity deal with this,” he details. “When I do something, I believe in it and this is real. It’s me in the position of ownership.” And if his career is any testament to how he’ll grow the brand, then it seems everyone who’s anyone will be trading in their Calvin Kleins for some Tommy John pieces!