Pennarun: Tailscale Reached Enterprise Product-Market Fit in Late 2023 or Mid-2024
Avery Pennarun · How his $2B startup grew to $10M+ ARR with zero marketing. | Avery Pennarun, Founder of Tailscale · PMF Show · Jun 9, 2025 · at 47:31
Avery Pennarun, co-founder and CEO of Tailscale, discusses the distinction between initial product-market fit and achieving enterprise product-market fit with larger customers.
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“You know, I would say we didn't really get to enterprise product market fit until maybe late, late, 20, 23 ish or mid 20, 24, at least for like really big deals.”
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