• Home
  • Latest
  • Fortune 500
  • Finance
  • Tech
  • Leadership
  • Lifestyle
  • Rankings
  • Multimedia
FinanceSaturday Night Live

What Elon Musk can learn from the 3 other business tycoons who have hosted SNL

Shawn Tully
By
Shawn Tully
Shawn Tully
Senior Editor-at-Large
Down Arrow Button Icon
May 7, 2021, 6:30 AM ET

It’s always showtime for Elon Musk. The Tesla honcho is a master at risking the ridiculous to change the world. In between plotting to colonize Mars, hawking vacations in space, promoting the satirical cryptocurrency Dogecoin, and designing near-supersonic capsules as new-age subways, Musk will spend this Saturday hosting Saturday Night Live.

It’s the ultimate rarity for a businessperson to cross over to hosting SNL. Since it’s only happened a few times in the 46-year history of the show, let’s look ahead to Musk’s upcoming performance on May 8, and by examining the fortunes of those who preceded him, identify any pitfalls that may await the world’s biggest EV-maker and zaniest tycoon.

Besides the usual assortment of comics, actors, and musicians, SNL has invited sundry guests from outside the realm of pure entertainment to host the show. These “civilians” include athletes from Michael Jordan to Tom Brady to Nancy Kerrigan, politicians as varied as Rudy Giuliani, John McCain, and Al Gore, and such broadcasters as Edwin Newman, Bob Uecker, and Brian Williams. For major public figures, perhaps the least represented walk of life is the business baron. Maybe the producers fear that even aided by funny scripts and plenty of rehearsals, they’re just too square for comedy.

The sample size for assessing if that’s true is tiny––only three non-showbiz moguls have ever headlined the show. The unmirthful George Steinbrenner engaged in a politically incorrect skit so cringeworthy it’s a miracle that it remains on YouTube; Donald Trump had fashioned such an outrageous persona to begin with that a spoof where the then GOP frontrunner’s cotton-candy coif dazzles “Vladimir Putin” at a Red Square summit couldn’t miss––call it comb-over diplomacy; and surprisingly, the preppy Steve Forbes scored big playing against type as a Jell-O-shot–popping redneck.

Let’s take a look back at the highs and lows of the corporate trio’s spots. Maybe Musk is studying their old clips. Since the Tesla CEO’s obsessions are crazier than Trump’s wall, Forbes’s flat tax, and Steinbrenner’s staged, publicity mongering “elevator” brawls with Dodgers fans, Musk has got a shot at scoring SNL’s best comedy foray ever starring a magnate.

Steinbrenner went first

On Oct. 20, 1990, New York Yankees owner George Steinbrenner was the first businessman to host the show. His celebrity was such that he appeared during a World Series his Yanks didn’t make. In his monologue, the beefy Steinbrenner, attired in a blue blazer, joked that the show “traditionally has two kinds of hosts, entertainers such as comedians and actors, and beloved figures from other walks of life. By no definition of the word can I call myself an entertainer. So I must fall into the other category.”

George Steinbrenner on “SNL,” Oct. 20, 1990.
Alan Singer—NBCU Photo Bank/NBCUniversal/Getty Images

The show mocked “the boss’s” ballpark-size ego in an episode where Steinbrenner dreams of the Yankees’ completing a World Series sweep with Steinbrenner on first, second, and third, and Steinbrenner pitching to catcher Steinbrenner, and Steinbrenner occupying every other position on the field.

In a piece presumably aimed at skewering the great American pastime’s reputation as sexist, Steinbrenner is confronted in his “office” by cast member Jan Hooks playing a sportswriter from the New York Post. Hooks complains that the players keep harassing her at the clubhouse. Steinbrenner sashays from behind his desk and strips down to his boxer shorts, tossing “honeys,” “babies,” and “sweet lips” as Hooks’ rage rises. She stalks off. But going pant-less is Steinbrenner’s way of saluting female reporters. Another gal walks in, and there’s Steinbrenner undoing his suspenders.

Steve Forbes of the ‘flat tax’ didn’t fall flat

It took over a half-decade for the next pillar of industry to deliver the monologue. On April 13, 1996, less than a month after leaving the race for the Republican presidential nomination, Steve Forbes took the stage, looking as if he were attending a board meeting in a dark blue suit. SNL had scheduled Forbes just before tax day because of his signature issue: When he intoned “flat tax,” the words sounded in an echo chamber. Forbes’s publisher-politician jested, “I hate these long cold winters. The moat I have around my house freezes over, making it easier for marauders to cross.”

Steve Forbes on “SNL,” April 13, 1996.
Alan Singer—NBCU Photo Bank/NBCUniversal/Getty Images

Forbes was a hoot in the “roofer” segment. He’s taking a lunch break lying on the shingles, sporting a big red wig, knee pads, and a bandanna, alongside two tattooed colleagues. The boys are swigging beers and throwing empties over the side as they fantasize about winning the $1 million Powerball lottery. “I want my piece of the pie! Where’s mine! I’m tired of living near the airport! If I won a million dollars I’d pay Chuck Norris to kick my boss in the face,” snarls Forbes as he hurls another beer can at a hostile world. It’s a great spoof, maybe the one Musk must beat to reign as the king of SNL’s comedians of commerce.

Forbes faced a special challenge in his star turn––one so darkly funny it could hardly be invented. The musical guest was none other than Rage Against the Machine, a “nu metal” group renowned for its rants versus corporate America and support for the guerrilla army in Mexico. Setting up for their opening number, “Bulls on Parade”––apparently not the Wall Street kind––the band members draped the Stars and Stripes upside down over their amplifiers; stagehands snatched the flags seconds before the cameras rolled. The removal enraged the musicians, who were already stewing over sharing the show with Forbes. The bassist reportedly stormed Forbes’s dressing room, throwing bits of the torn flags as he went. History is so far silent on any altercation that followed. The flare-up got Rage banned from SNL for life.

Donald Trump got two shots, first as a business celebrity, then as a presidential candidate

Trump’s first gig came on April 3, 2004, just after his hit show, The Apprentice, started running on NBC. In one daft sequence, the Donald, clad in a tan leisure suit and white vinyl belt, plays the proprietor of a fictional chicken chain called Donald Trump’s House of Wings, boogying with feathered poultry mascots played by Amy Poehler and Seth Meyers.

Donald Trump on “SNL,” April 3, 2004.
Mary Ellen Matthews—NBCU Photo Bank/NBCUniversal/Getty Images

Trump did an encore on Nov. 7, 2015, en route to the Republican presidential nomination. In the monologue, Trump is flanked by two (pre–Alec Baldwin) Trump impersonators, Taran Killam and Darrell Hammond. “They don’t have my talent, my money, and especially my good looks,” intones Trump, apparently citing the lack of verisimilitude in their shaggy blond wigs to his own sculpted confection.

His signature swirls also star in a fantasy sequence where President Trump is standing in Red Square to meet Russian leader Putin. He and his handlers are fretting that heavy winds will unglue his locks, disrupting his diplomatic overtures. To save the day, an Air Force general––warning that the President’s hairdo could “collapse like a house of cards, and our country will be a laughing stock”––dispatches a stealth aircraft, shrunk to microscopic size, to land on Trump’s head. Amid the forest of billowing blond strands, a team of Navy Seals stabilize the presidential pompadour by deploying an industrial-size fire hose to unleash a torrent of hairspray. Trump was big box office; his appearance drew the highest ratings for a SNL show in four years.

Musk offers more options for mockery than his predecessors

From building a base on the Moon to mining Mars for minerals to hatching EVs sans drivers to championing Bitcoin, Musk’s infatuations provide plenty of grist for SNL satire––probably much more great material than was offered by the other three hosts from Big Business. Here’s one possible spot: Musk is piloting a Tesla Model 3 across the baked maroon-hued desert floor in China’s remote Xinjiang province, where a big slug of the world’s Bitcoin is “mined,” all powered by dirty coal. The air fills with thick smoke. Musk can’t see where he’s going. He exits the Tesla coughing and sputtering.

A nomad atop a camel comes to the rescue and lifts Musk aboard. “In the desert, our transportation is as green as yours,” says the turbaned native in flowing robes. “We admire you for sharing our vision. Our camels don’t pollute, and your Teslas don’t pollute. We’ve even learned to follow our ancestral trails in the smoke. But those damn Bitcoin miners are ruining everything! The desert’s already full of abandoned Teslas, and we’re sick of rescuing the drivers!” The camera pulls skyward to show the carcasses of EVs strewn across the arid landscape.

On Wednesday Musk tweeted: “Throwing out some skit ideas for SNL. What should I do?” Ideas abounded, but Rep. Pramila Jayapal (D-Wash.) quickly responded with another suggestion: “Pay your fair share of taxes,” she tweeted.

More must-read finance coverage from Fortune:

  • Everything to know about Biden’s $3,000 child tax credit—including when the money should arrive
  • Should you “sell in May”? Not this year, say experts
  • 3 reasons Verizon needed to dump what’s left of AOL and Yahoo
  • Are CFOs flocking to Bitcoin? No way, says this high-level adviser
  • Commentary: 5 things Western investors misunderstand about China

Our mission to make business better is fueled by readers like you. To enjoy unlimited access to our journalism, subscribe today.
About the Author
Shawn Tully
By Shawn TullySenior Editor-at-Large

Shawn Tully is a senior editor-at-large at Fortune, covering the biggest trends in business, aviation, politics, and leadership.

See full bioRight Arrow Button Icon

Latest in Finance

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025

Most Popular

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Rankings
  • 100 Best Companies
  • Fortune 500
  • Global 500
  • Fortune 500 Europe
  • Most Powerful Women
  • Future 50
  • World’s Most Admired Companies
  • See All Rankings
Sections
  • Finance
  • Leadership
  • Success
  • Tech
  • Asia
  • Europe
  • Environment
  • Fortune Crypto
  • Health
  • Retail
  • Lifestyle
  • Politics
  • Newsletters
  • Magazine
  • Features
  • Commentary
  • Mpw
  • CEO Initiative
  • Conferences
  • Personal Finance
  • Education
Customer Support
  • Frequently Asked Questions
  • Customer Service Portal
  • Privacy Policy
  • Terms Of Use
  • Single Issues For Purchase
  • International Print
Commercial Services
  • Advertising
  • Fortune Brand Studio
  • Fortune Analytics
  • Fortune Conferences
  • Business Development
About Us
  • About Us
  • Editorial Calendar
  • Press Center
  • Work At Fortune
  • Diversity And Inclusion
  • Terms And Conditions
  • Site Map

© 2025 Fortune Media IP Limited. All Rights Reserved. Use of this site constitutes acceptance of our Terms of Use and Privacy Policy | CA Notice at Collection and Privacy Notice | Do Not Sell/Share My Personal Information
FORTUNE is a trademark of Fortune Media IP Limited, registered in the U.S. and other countries. FORTUNE may receive compensation for some links to products and services on this website. Offers may be subject to change without notice.


Most Popular

placeholder alt text
Economy
The $38 trillion national debt is to blame for over $1 trillion in annual interest payments from here on out, CRFB says
By Nick LichtenbergDecember 17, 2025
3 days ago
placeholder alt text
AI
Meta’s 28-year-old billionaire prodigy says the next Bill Gates will be a 13-year-old who is ‘vibe coding’ right now
By Eva RoytburgDecember 19, 2025
19 hours ago
placeholder alt text
Success
As graduates face a ‘jobpocalypse,’ Goldman Sachs exec tells Gen Z they need to know their commercial impact 
By Preston ForeDecember 18, 2025
2 days ago
placeholder alt text
Success
Billionaire who sold two companies to Coca-Cola says he tries to persuade people not to become entrepreneurs: ‘Every single day, you can go bankrupt’
By Dave SmithDecember 19, 2025
15 hours ago
placeholder alt text
Economy
‘This is a wacky number’: economists cry foul as new government data assumes zero housing inflation in surprising November drop
By Eva RoytburgDecember 18, 2025
1 day ago
placeholder alt text
Success
The scientist who helped create AI says it’s only ‘a matter of time’ before every single job is wiped out—even safer trade jobs like plumbing
By Orianna Rosa RoyleDecember 19, 2025
16 hours ago

Latest in Finance

Sam Altman looks down and to the side, frowning.
AIOpenAI
Sam Altman says he’s ‘0%’ excited to be CEO of a public company as OpenAI drops hints about an IPO: ‘In some ways I think it’d be really annoying’
By Sasha RogelbergDecember 19, 2025
12 hours ago
CryptoKlarna
Klarna partners with Coinbase to receive stablecoin funds from institutional investors
By Ben WeissDecember 19, 2025
13 hours ago
AIDebt
AI hyperscalers have room for ‘elevated debt issuance’ — even after their recent bond binge, BofA says
By Jason MaDecember 19, 2025
13 hours ago
Late Apple cofounder Steve Jobs
SuccessCareers
Steve Jobs sold his Volkswagen to raise $1,300 for Apple’s first computer. He became a millionaire just two years later at 23
By Emma BurleighDecember 19, 2025
14 hours ago
Thomas “Tom” McInerney is President, CEO and a Director of Genworth Financial
CommentaryCaregiving
I’m a CEO who’s spent nearly 40 years talking to presidents, lawmakers and leaders about our long-term care crisis. They knew this moment was coming
By Thomas McInerneyDecember 19, 2025
14 hours ago
jewelry
EconomySmall Business
‘This year is just not a jewelry Christmas’: Meet a 64-year-old small businesswoman who’s seen her Main Street decline for the last decade
By Makiya Seminera and The Associated PressDecember 19, 2025
15 hours ago