Fundraising challenges from New York

Olivier Pomel is the cofounder/CEO of Datadog. We trace his path from French open-source tinkerer to NYC founder, the dev-vs-ops friction that sparked Datadog, finding product-market fit through integrations, and the choice to stay independent en route to a 2019 IPO and S&P 500. Olivier shares scaling war stories, culture and GTM lessons, and what observability means in an AI era. If you build software—or companies—this one’s packed with playbooks, from hiring to pricing to platform bets that work.

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