Sales Leader - Digital Native

Join us and help shape the future of AI by defining the narrative around document understanding.

About the Role

We are seeking a Senior Director to build and lead the team driving our Digital Native revenue motion. You will lead a team of Account Executives and BDRs selling into high-growth and AI-native companies across both an enterprise and a mid-market segment, while owning pipeline generation, deal execution, and team development.

This is a builder role. You inherit a small existing team and are immediately tasked with scaling it as we grow. You will set the operating rhythm, raise the performance bar, and build the systems that turn individual reps into a repeatable revenue engine. The scope of the role expands as the team and the business grow.

Responsibilities

• Own pipeline generation, forecast accuracy, and revenue attainment across the Digital Native and mid-market teams.

• Hire, onboard, and develop a growing team of Account Executives and BDRs. Recruiting and ramp are core to this role.

• Run structured deal reviews, coaching reps through discovery, qualification, and close.

• Build and drive a consistent pipeline motion on a product-led (PLG) foundation, using product-usage and self-serve signals, inbound, and targeted outbound alongside clear ICP segmentation.

• Lead a weekly operating cadence: pipeline reviews, 1:1s, call coaching, and forecast calls.

• Develop a team-lead framework so strong individual contributors can mentor and co-run key deals as the team scales.

• Step into complex live deals to unstick opportunities and improve close rates.

• Provide structured market and customer feedback to influence product roadmap and GTM strategy.

• Represent the company at industry events and help build our presence in the developer and AI community.

Required Qualifications

• 8+ years in sales, with 3+ years in frontline sales management and a track record of team quota attainment.

• Proven experience managing full-cycle AEs across both high-velocity and more complex enterprise cycles.

• Demonstrated success building pipeline from scratch, not inheriting it.

• Experience selling technical software to engineering and technical buyers (AI, developer tools, or data infrastructure), ideally with a product-led growth motion.

• Fluency in a deal qualification framework (MEDDIC or equivalent) and the ability to coach reps to apply it consistently.

• Startup experience operating in high-growth, resource-constrained environments where you built systems rather than inherited them.

• Strong coaching instincts. You improve reps through specific behavior change, not motivation.

• AI-first operator: you actively use AI tools for pipeline inspection, account research, call prep, and rep coaching, and can teach your team to do the same.

Preferred Qualifications

• Experience building or scaling an outbound motion alongside a PLG or self-serve motion at a developer-first company.

• A track record of converting product-led and community signal into pipeline.

• Experience ramping new AEs to productivity within 60 to 90 days.

• Knowledge of technical POC cycles and how to coach reps through build-vs-buy conversations.

• Experience hiring and developing BDRs as a pipeline source.

Why Join Us?

• Impactful mission: help companies adopt AI to unlock the value of their unstructured data.

• Collaborative team: join a team of experts driving the future of AI.

• Strong AI brand: leverage one of the largest AI frameworks and communities, giving us brand recognition in AI greater than nearly any company our size.

• Growth opportunity: build and own the Digital Native motion from the ground up as we scale, in a role that grows with the business.

Location

San Francisco, CA.

Pursuant to the San Francisco Fair Chance Ordinance, we will consider for employment qualified applicants with arrest and conviction records.

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