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Rory O'Driscoll: Sierra must target $200B labor market to justify $10B valuation

Rory O’Driscoll · Anthropic Raises $30B from Microsoft & NVIDIA & NVIDIA’s Core Business Faces TPU Threat · 20VC with Harry Stebbings · Nov 27, 2025 · at 39:48

Rory O'Driscoll, General Partner at Scale Venture Partners, analyzes how Sierra can justify its $10 billion valuation after hitting $100 million in ARR.

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“The only way this math works is if you eat a huge slug of the labor and because you eat the labor, instead of the, you know, twenty billion dollar software market for services, you eat the two hundred billion dollar a year services market for customer support agents.”

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