Celebrities. They’re just like us, except they look nicer, smell better, and can nab a table at Red Lobster during Endless Shrimp without having to wait. They also have the funds to freely test out their crazy business ideas—which more often than not, fail spectacularly.
But sometimes the lightning of fortune strikes twice, gracing already blessed talents with Gary Dahl-level entrepreneurial skills to match. These 16 celebrities could actually afford to quit their day jobs, thanks to some very brilliant decisions they made in their utterly charmed lives.
Notable Venture: The Honest Company
Jessica Alba, the actress appearing nightly in your REM Cycle, created a company worth ONE BILLION DOLLARS. Yes, one billion actual dollars. She developed The Honest Company after the birth of her daughter Honor (...yikes), who sometimes broke out in welts due to the prevalence of synthetic chemicals, fragrances, and materials in so many child and infant products. She co-founded the company with the backing of three fellow entrepreneurs, and the business has skyrocketed in value since 2011. A laudable thing all around, especially since the only good movie she has literally ever been in is Sin City.
Apparently, Curtis Jackson won't stop till he collects as many business ventures as bullet wounds. With an ambition only rivaled in hip-hop by Sean Carter, Fiddy has spread his investing net wide—and with surprising accuracy. One of Mr. Cent's first investments was also his most prudent, sinking a substantial amount of money into Glaceau (Vitamin Water, duh) right before they were bought out by Coca-Cola. Recently, he's involved himself with mining and heavy metal equity overseas—to think, this is the same guy who wrote "Magic Stick."
Notable Venture: Newman's Own
These days, Newman is just as well known for his cool ranch dressing as he is for Cool Hand Luke, which is kind of a shame, when you think about it. Nevertheless, Newman's Own is the poster child for successful celebrity ventures, with humble beginnings as a boutique passion project for the legendary actor before going on to earn over $400 million over the past three decades. The best part? Newman (and after his passing, his family) gives 100% of the after-tax profits directly to various charities.
Notable Venture: Funny or Die
Ferrell, the clown prince of modern comedy, founded the notoriously no-holds-barred comedy website that has become known for skits like "The Landlady" and "Between Two Ferns," hosted by Zach Galifianakis, and featuring cameos from President Obama to Tila Tequila. You may scoff at Will's frequently exposed hindquarters and sleazy, goofball characters, but no one will be laughing if he decides to sell the immensely popular site, which could be worth upwards of $300 million. They've done studies you know. 60% of the time, his business ventures work every time.
Notable Ventures: Hank Aaron Automotive Group, 755 Restaurant Corp
Hammerin' Hank Aaron, the rightful Home Run King (not sorry Barry Bonds) parlayed his genial fame into a successful group of car dealerships and restaurants franchises, including Popeyes and Church's Chicken. Aaron's automotive group alone cleared upwards of $100 million a year before he sold most of his dealerships several years back.
DeNiro, the guy who repeatedly asked if you were talking to him (and possibly the greatest actor in the world), is the most prolific restauranteur on this list. Nobu, his upscale sushi chain, has locations spread all over the globe, from Hong Kong to South Africa, and is estimated to be worth upwards of $250 million. Factor in his involvement with Tribeca Films, the annual Tribeca Film Festival, and multiple other high-end restaurant entries, and his affluent teat has enough milk for a million Fockers, if you get what I'm saying.
Notable Venture: Cabo Wabo Enterprises
Back when Van Halen was better than it is now, but still not half as good as it once was, Sammy Hagar donned the lycra pants that being an 80s rock frontman required....and did alright, I guess. But his real success has nothing to do with his music, and everything to do with Tequila. Hagar launched a super successful chain of Mexicana-fueled restaurants and nightclubs, with a distinctive homemade house tequila Hagar himself commissioned from a small, family-owned distillery. Hagar has sold off portions of his ownership in the Tequila brand over the past five years, netting a total of $91 million from the total sales.
Notable Venture: The Jessica Simpson Collection
You may snicker, but Jessica Simpson—yes, that Jessica Simpson—has built her fashion brand into a veritable style conglomerate, with profits exceeding one BILLION dollars. Both her and Alba have companies in the billion club...makes you wonder what Jessica Biel is up to.
The Grateful Dead
Notable Venture: Music Licensing and Merchandising
You can argue that any number of “classic rock” bands could appear on this list for their merchandising prowess (The Rolling Stones, Kiss, and Bob Marley come to mind), but Jerry and co. were among the first to grasp the concept of bands as brands. They took complete control of their public image by allowing—and encouraging—fans to bootleg their concerts (tapes they would later release as best-selling live albums) and by taking charge of their music and imaging rights, something many bands lacked the foresight and means to do. Their legacy as music and cultural icons of the 60s and beyond has only been solidified with time, thanks in large part to their well-informed, ahead-of-the-curve business decisions.
You can't write a list about celebrity entrepreneurs without including HOV. It would be like having 99 problems, and a b*tch being one. It just doesn't make sense. Sean Carter has dipped his ice-laced hands into everything from representing professional athletes, to night club ownership, to starting his own streaming service, Tidal. With Bey, the power couple to end all power couples is worth a cool $1 billion, thanks in large part to their marketing and business prowess.
Francis Ford Coppola
Notable Venture: Francis Ford Coppola Presents
The iconoclast auteur who helmed classic films like The Godfather, Apocalypse Now, and Jack, has also directed his fair share of business successes, all under the encompassing net of his company, Francis Ford Coppola Presents. From a notable wine and vineyard enterprise, to a gourmet Italian food line, to resorts in South and Central America, he has almost redeemed himself for Godfather Part III. Almost.
Sean Puff Daddy P. Diddy Puffy Combs
The man with a million names is another example of rappers taking control of their assets and investing wisely in major cash cows. With a net worth of over $700 million, Puffy (or whatever he is going by these days) can certainly afford to sit back, smoke a Jeffrey, and reflect on his successful clothing and lifestyle brand, upscale Vodka venture, and all-encompassing media conglomerate.
Bono, the guy in the sunglasses that's committed to being on your iTunes whether you like it or not, has actually made some prudent business deals over the course of his career with U2. In 2004 he created Elevation Partners, a private equity group he founded with big-wigs from the likes of Apple and Silver Lake. The company sticks to making large-scale investments in entertainment and media interests, and has $1.9 billion assets under management. He also founded his own for-profit brand of fair-trade clothing, alongside his many philanthropic interests. He may be a serial tax evader, depending on who you're asking, but whatever—Joshua Tree is pure aural magic.
His Airness, aside from being the best basketball player EVER, has become one of the most recognizable entrepreneurs in the world and has a net worth topping the $1 billion mark—mostly thanks to his insanely lucrative brand deal with Nike, complete with the iconic "Airman" logo and shoes that are so hot, people actually kill other people for them. Aside from Jordans, Mike has a part ownership in his hometown Charlotte Hornets to boot.
Notable Ventures: Murray Bros Caddyshack, Various Minor League Baseball teams, Spacejam
Consider this something of a bonus, because although his various side businesses and passion projects don't bring in an extraordinary amount of capital, they afford him opportunities to spend time with his family (like starting a Caddyshack-themed eatery with his five brothers), and live out his baseball lovin' dreams as the owner of several minor league teams, where he pretty much does whatever he wants to do. They say money doesn't buy happiness, but obviously they haven't seen this video of Bill Murray sliding on a rain delay tarp. You have to consider that a major success.