Zelle chief Denise Leonhard says a lack of humor at work ‘kills creativity and makes people want to work less’
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Zelle chief Denise Leonhard says a lack of humor at work ‘kills creativity and makes people want to work less’

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September 19, 2025
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s·CEO DailyZelle chief Denise Leonhard says a lack of humor at work ‘kills creativity and makes people want to work less’By Diane BradyBy Diane BradyExecutive Editorial Director, Fortune Media and author of CEO DailyDiane BradyExecutive Editorial Director, Fortune Media and author of CEO DailyDiane Brady is an award-winning journalist and author who has interviewed newsmakers worldwide and often speaks the global landscape.

As executive editorial director of the Fortune CEO Initiative, she brings together a growing community of global leaders through conversations, content, and connections.

She is also executive editorial director of Fortune Media and interviews newsmakers for the magazine and the CEO Daily .SEE FULL BIO Zelle GM Denise Leonhard.Photo supplied by ZelleIn today’s CEO Daily: Diane Brady talks to Zelle chief Denise Leonhard deploying humor as a leadership skill.

The big story: Trump suggests yanking licenses of TV networks that criticize him. The : Asia is down but the S&P 500 hit another record peak. Plus: All the news and watercooler chat from Fortune.

Good morning.

When Zelle chief Denise Leonhard interviewed Preston McCaskill to head up operations of the peer-to-peer payment platform last year, she was impressed by his preparation, blem-solving instincts and curiosity.

But what cemented the deal for her was his sense of humor. She “cracked a couple of jokes and gave him the space to be able to crack a few jokes,” she says.

Once they started laughing, she knew he’d fit well with the team. These are challenging times to be funny. Jokes can offend, annoy, insult or fall flat.

Diverse teams mean diverse senses of humor and social media isn’t kind to jokes that are tasteless or taken out of context.

Yet numerous studies show that Leonard is right to believe humor motes creativity, ductivity, connections, and culture.

“If you actually have humor in the room, people will be willing to put in the extra hours to get something done because they’re enjoying themselves,” she said when we met yesterday.

A lack of humor, on the other hand, “kills creativity and makes people want to work less.” But how can leaders deploy humor without doing damage?

Make the joke you—Self-deprecating humor can be a potent tool for any leader. Done well, it humanizes you and can make you more relatable.

Avoid sharing stories that might make colleagues question your intelligence, ethics or ability to do the job.

Family is fair game if your partner and kids come off well but jokes your Gulf or billionaire retreat might fall flat.

Ease tension—Former Cisco CEO John Chambers twice showed me the different duck calls he’d use to break up tension and remind people to relax: once as a demonstration and the second time in a meeting that needed it.

As Zelle’s Leonard says, that kind of move “takes a lot of the pressure out of the room, and it also gets people to feel more comfortable.” Foster a sense of fun—Richard Branson understands the power of a crazy costume in generating buzz and making Virgin Group look a great place to work.

Better yet, he’s especially willing to look silly for a good cause, the time he dressed as a flight attendant for the Starlight Foundation after losing a bet to Air Asia’s Tony Fernandez.

Leonard joined PayPal in 2015 as it was spinning out of eBay and “was a gangly teenager that had all this opportunity but didn’t know what to do with it.” She credits former CEO Dan Schulman with inspiring a culture of fun and d mission that started with treating people well.

CEO Daily via Diane Brady at diane.brady@fortune.comTop newsKimmel firing leads to boycott callsSocial media users are calling for boycotts of ABC parent company Disney after “Jimmy Kimmel !” was susp on Wednesday ing the host’s s on the recent assassination of Charlie Kirk.

Critics describe the move as an affront to free speech.FCC chief favors action against networksFederal Communications Commission chair Brendan Carr also said that broadcasters face “the possibility of fines or licensed revocation from the FCC” if they run Kimmel’s show.

“We can do this the easy way or the hard way.

These companies can find ways to change conduct, to take action, frankly, on Kimmel or there is going to be additional work for the FCC ahead,” Carr said, according to a report in the WSJ, which summarizes at length all the ways the Trump Administration wants to suppress its opponents' speech.

Not all Republicans are comfortable with the White House controlling what is said on TV.Trump suggests yanking licenses of TV networks that criticize him“I have read someplace that the networks were 97% against me," Trump said aboard Air Force One.

“They give me wholly bad publicity, press. They're getting a license.

I would think maybe their license should be taken away.” Trump allies Larry and David Ellison set to become major media ownersThe Oracle founder and his son are major stakeholders in CBS and Paramount and are hoping to acquire equity in the companies that own The Free Press, CNN, HBO, Warner Bros., and TikTok.

If all goes to plan, it would make the Ellison family more powerful as media moguls than Rupert Murdoch, according to Puck founder and ex-banker William Cohan.Quote of the Day“From Comedy Central.

It’s the all-new government-apved ‘Daily Show’ with your patriotically obedient host, Jon Stewart!” See the here.Deutsche Bank CEO faces $178 million trial in DecemberA Frankfurt court will hear allegations from a former Deutsche Bank executive that CEO Christian Sewing concealed his apval of complex derivatives trades the bank made to allegedly hide losses at Italian bank Monte dei Paschi.

The suit is being brought by one of the executives who was secuted and acquitted over the trades, and who now alleges his reputation was damaged by Sewing’s actions at the time.

Deutsche Bank denies the allegations and says its own investigation found no wrongdoing.Elon Musk sleeps at xAI officeMusk spent the summer working intensely on his AI startup, according to the NYT, working such long hours that he occasionally slept overnight at his Palo Alto office.BofA will raise minimum wageBank of America is raising its minimum wage to $25 per hour starting next month, marking a 67% increase since 2017.

CEO Brian Moynihan, however, noted in a Bloomberg TV interview on Tuesday that the onset of AI has led to cuts in certain departments.Activist investor goes after Cracker Barrel CEOActivist investor Sardar Biglari urged Cracker Barrel holders to vote against CEO Julie Masino on Thursday ing an earnings miss and a failed $700 million rebrand.

Biglari, who serves as the CEO of Steak ‘n Shake, has launched seven other xy battles at Cracker Barrel in the past.The S&P 500 futures were flat this morning.

The index closed up 0.48% in its last session, hitting a new all-time high at 6,631.96. STOXX Europe 600 was up 0.3% in early trading. The U.K.’s FTSE 100 was flat in early trading.

Japan’s Nikkei 225 was down 0.57%. China’s CSI 300 was flat. The South Korea KOSPI was down 0.46%. India’s Nifty 50 was down 0.37% before the end of the session.

Bitcoin fell to $117K.Around the watercoolerDogecoin’s first ETF launches after SEC eases pathway for crypto funds to enter public by Ben WeissHuawei reveals plans for new Ascend AI chips and superclusters, taking the fight to Nvidia by Nicholas GordonMark Zuckerberg blames bad Wi-Fi after the demo of his new $800 smart glasses goes horribly wrong by Ashley LutzJimmy Kimmel’s canned show will be replaced by a Charlie Kirk tribute — and an angry ABC affiliate is demanding a donation to Turning Point USA by Nino PaoliCEO Daily is compiled and edited by Joey Abrams and Jim Edwards.

This is the web version of CEO Daily, a of must-read global insights from CEOs and industry leaders. to get it dered free to your inbox.

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