Head of Sales, Digital Native

We are one of the most capital-efficient AI companies on the planet - with under 100 people generating roughly $600K ARR per employee, we sit among the top 5 most revenue-dense teams within the fastest-growing AI companies today. That's not an accident; it's a deliberate choice to stay lean, move fast, and give every person on the team outsized ownership and impact. With thousands of customers including Granola, Fireflies, Figure AI, and CallRail, the company has real scale - processing over 2 million hours of audio daily and handling more than 1 million API calls every day. This is a rare growth-stage opportunity where the business is proven and the trajectory is steep, but the team is still small enough that your fingerprints are on everything.

We're looking for a Head of Sales, Digital Native to build and lead the sales organization covering the fastest-growing segment of our business: digital native and AI-native companies building on voice. Today this is a small, high-performing team selling into a targeted list of the best accounts building with voice. You will scale it into a multi-layer organization of Account Executives and the front-line managers who lead them, while growing revenue across AssemblyAI's Voice AI models, orchestration like our Voice Agent API, and LLM Gateway.

This is a builder's role, not a caretaker's. You will own the hiring bar, the org design, the territory and target account model, the comp plans, and the operating cadence for the segment. You will personally recruit and develop the first wave of front-line managers, and you'll be accountable for making a scaling AE org productive fast - not just filling seats.

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