Taking Care Of Your Team and Your Customers with Slack CEO Stewart Butterfield

23 Apr 2020 · 41 min
40:36

In this April 2020 interview, SaaStr host Jason Lemkin talks with Slack CEO Stewart Butterfield about the company’s evolution from its 2015 IPO to the rapid growth spurred by the COVID‑19 pandemic. Butterfield reflects on the emotional highs of the IPO, the shift from a startup‑focused product to a broadly‑used enterprise tool, and the diverse mix of Slack’s 110,000 customers ranging from small businesses to Fortune‑500 firms. He shares anecdotes from conversations with CTOs and CEOs about the pain of change‑management (e.g., a retail client’s disastrous Webex rollout) and explains how Slack positions itself against competitors like Microsoft Teams, Zoom, and SharePoint, emphasizing its Enterprise Grid scalability and data‑residency features. The discussion moves to pricing and budgeting, noting that Slack often occupies a new, unbudgeted line‑item and that discount pressures are common but manageable. Butterfield highlights Slack’s customer‑success organization, the “successful teams” metric, and the importance of educating customers beyond friction‑removal to convey value. He then dives into the technical challenge of scaling Slack’s infrastructure to 1.6 million transactions per second, describing refactoring, automation, and reliance on AWS. The conversation shifts to leadership during the pandemic: supporting employee mental health, offering flexibility, communicating frequently (e.g., short daily videos), and acknowledging the long‑term uncertainty of returning to offices. Butterfield ends on an optimistic note, predicting lasting growth for Slack and software in general as organizations become more open to change.

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