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What no one tells you about scaling is that the “big milestones” usually aren’t revenue numbers; they’re philosophy shifts, focus decisions, and how you build a company that can outgrow its founders. In this episode of The Startup CEO Show, I sit down with Vitaly (StackAdapt) to unpack how StackAdapt scaled to 1,600 people, crossed $500M+ in revenue, and stayed Virtual-First without letting culture collapse into chaos. We talk about what changed when Vitaly stepped into the CEO seat after nine years of founder-led leadership, why they delayed early fundraising and later brought in growth-stage investors (for credibility, maturity, and long-term category leadership), and what it takes to build systems that don’t depend on a few heroic decision-makers. We also get into a powerful insight Vitaly doesn’t hear enough in marketing conversations: a great product makes marketing easier. If you’re building in a crowded market, scaling a remote team, or trying to grow without losing your soul as a company, this one’s for you.

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