Brian Chesky, 45, the CEO of San Francisco-based home-sharing company Airbnb, [NASDAQ:ABNB] has pretty much given up on writing emails. He still answers the ones that land in his inbox, but when he needs something from his team, he picks up his phone and texts them instead.
“I don’t know if I write an email a week,” Chesky said in an interview with Time. Texts are a different story, he explained, because, “When you get a text message, it doesn’t feel like work to respond.”
Among big-company CEOs who’ve talked publicly about how they communicate, he’s in the minority. Nvidia’s Jensen Huang and Uber’s Dara Khosrowshahi, for example, still do a lot of their managing over email.
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Most office workers couldn’t skip email if they tried, since Microsoft 365 users get 117 emails a day on average and give most of them less than a minute, according to a report published June by Microsoft.
Why Chesky ranks email last
Chesky told Time that if he had to rank how he likes to communicate, face-to-face conversations would come first, then Zoom, then texting, with email likely in last place. Emails start with a subject line, he pointed out, whereas a text goes straight to someone.
When something needs fixing, he’d rather sit down with the person, call them or fire off a text than open his inbox.
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Which CEOs still run their companies by email?
Then there’s Huang, 63, CEO of chipmaker Nvidia [NASDAQ:NVDA], who works almost the opposite way. Nvidia staff have long emailed him short notes known inside the company as “Top-5 Things” — each a rundown of what they’re working on and noticing. He goes through those notes daily to catch early hints of where the business is heading, The Wall Street Journal reported in December, 2024.
Over at ride-hailing company Uber [NYSE:UBER], CEO Dara Khosrowshahi, 57, wants his staff to answer emails on weekends. On a Feb. 23 episode of The Diary of a CEO, he said anyone who doesn’t answer his Saturday email can expect a pointed follow-up from him on Sunday.
Late-night work is creeping up for everyone else, too. The number of meetings kicking off after 8 p.m. rose 16% in a year, according to Microsoft’s report, and a typical employee now trades more than 50 messages outside the 9-to-5.
In Microsoft’s 2025 Work Trend Index survey of 31,000 knowledge workers across 31 markets, 48% of employees and 52% of leaders said their work feels “chaotic and fragmented.”
How to reach a boss who barely uses email
You can simply ask your manager (maybe during your next one-on-one) where they prefer to read work messages, whether that’s email, Slack, Teams, or even texts.
And for anything important, it helps to cover your bases. Any serious communication should be in writing. That would include things like a raise request, a change in your duties, or a deadline you want on record. But there’s no harm in sending a quick text to let your boss know it’s there. And if you need an answer within the hour, a call or a text is probably your best bet, since that’s how Chesky deals with his own urgent problems.
It also pays to find out what your boss expects after hours, because being reachable all the time can wear you down. In a June 2026 analysis, Eurofound, the Dublin-based EU agency that studies working conditions, found that stress at work climbs with how often people are contacted outside their hours. Among workers across the European Union who get contacted every day after hours, 59% say they feel stress at work always or almost always. That falls to 17% among those who are never contacted. The figures come from the agency’s 2024 European Working Conditions Survey.
Interestingly enough, managers are more likely than any other group of workers to get those after-hours messages, according to Eurofound.
Chesky, for his part, says he tries not to text people he believes are spending time with family, emergencies aside. If your boss has never said whether they follow a similar rule, it’s a fair question to bring up.
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Godwin Oluponmile is a content specialist, SEO strategist and copywriter with seven years of expertise in finance, Web 3.0, B2B SaaS and technology. His work has been featured in publications such as Entrepreneur, HackerNoon, Blocktelegraph and Benzinga.
