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PodcastGritSeptember 21, 2026

Inside the AI Startup Making Customer Support 65% Cheaper

Decagon reached a $4.5B valuation by embedding AI agents directly in customers' products, differentiating from Sierra's forward-deployed model.

  • Hypergrowth pace: Decagon went from ~50 employees a year ago to 500 today, roughly 10x, forcing constant reorganization of offices, teams, and processes every quarter or two.
  • Conservative hiring, then acceleration: For its first 18 months (~50-60 people) Decagon hired only when it felt real pain, not ahead of demand; now it deliberately hires ahead to keep up with growth.

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