Talking Leadership with the CEO of Five9 | Human First CEO Series

23 Jul 2020 · 39 min
39:04

In this Human First CEO Series interview, Gainsight CEO Nick Mehta talks with Five9 CEO Rowan Trollope about leadership during the COVID‑19 pandemic and the Black‑Lives‑Matter movement, employee communication, remote‑work culture, community mobilization, and social‑justice initiatives. Rowan explains how Five9 increased transparent communication, created a 24/7 AMA Slack channel, gave spot bonuses, and offered its contact‑center platform for free to public‑service hotlines, PPP and delivery‑angel programs. He describes the company’s approach to racial‑justice work – listening sessions, story‑sharing, and a targeted internship program (CSU) for under‑represented talent. The conversation then shifts to maintaining spontaneity in a remote world using persistent Zoom rooms and the Donut Slack app. Rowan outlines Five9’s customer‑success philosophy, linking product improvements to support cost data, journey‑mapping, and a cost‑of‑detractors framework that funds engineering. Finally, they discuss Five9’s “digestible growth” strategy, long‑term greedy mindset, and the acceleration of digital transformation, emphasizing sustainable growth, culture, and shareholder value. The interview blends personal anecdotes, practical tactics, and strategic vision, illustrating a human‑first leadership style.

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