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Airbnb CEO Brian Chesky Prioritizes Texting Over Email for Staff Communication

Chesky argues that email feels like work while texting fosters faster, more personal connections.

Fortune | FORTUNE2 min

1Chesky's Communication Philosophy

Airbnb CEO Brian Chesky rarely drafts emails, viewing them as an inferior communication medium. He prefers texting his 8,200 employees because it feels less formal and more contextual than subject-based email threads. For Chesky, the hierarchy of effective interaction starts with in-person meetings, followed by Zoom, then texting, with email ranking last.

2Subject-Based Versus Person-Based

The core distinction Chesky makes is between subject-based and person-based communication. He argues that emails are inherently transactional and feel like work, whereas text messages facilitate a deeper, more immediate human connection. By utilizing mobile notifications, he ensures that his messages are seen and addressed much faster than traditional inbox clutter.

3The Blended Work-Life Reality

Chesky admits his own work-life balance is more blended than the average employee's lifestyle. While he attempts to avoid texting staff during family time unless a crisis occurs, he maintains that every executive has the right to manage their company as they see fit, regardless of differing opinions on modern workplace boundaries.

4CEO Perspectives on Availability

Chesky is not alone in his approach to constant connectivity. Other leaders like Nespresso U.K. CEO Anna Lundstrom remain reachable via WhatsApp and LinkedIn at all times. Meanwhile, Uber CEO Dara Khosrowshahi explicitly expects swift responses to weekend emails, framing such availability as a fundamental component of working hard in a competitive environment.

5The Risk of Constant Contact

While CEOs may prefer the speed of instant messaging, this behavior risks alienating the workforce. Research from the recruitment platform Reed indicates that 59% of workers aged 18 to 34 are willing to quit their jobs to protect their work-life balance if bosses contact them outside of designated working hours.

6Generational Shifts in Expectations

There is a clear divide between executive expectations and the priorities of Gen Z and millennial employees. While leaders often view constant accessibility as a sign of dedication, younger staff members increasingly view after-hours communication as an intrusion. This tension creates a significant challenge for leadership teams managing diverse, multi-generational corporate cultures.

7Quantifying the Turnover Threat

The potential cost of ignoring work-life boundaries is measurable in recruitment data. According to the Reed study, one-quarter of millennial workers would resign immediately if their manager contacted them outside of work hours. This statistic highlights the high stakes for leaders who prioritize constant connectivity over respecting their employees' personal downtime.

8Strategic Communication Implications

Effective leadership requires balancing the need for operational speed with the necessity of employee retention. While texting may solve the problem of slow email response times, it simultaneously blurs the lines between professional and personal life. Leaders must weigh the benefits of immediate access against the risk of losing top talent.

Original article: Fortune | FORTUNE — Airbnb CEO Brian Chesky Prioritizes Texting Over Email for Staff Communication