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We are seeking a Mid-Market Sales Manager or Director to build and lead the team driving our mid-market revenue motion. In this role, you will player-coach a team of Account Executives and BDRs selling LlamaIndex into high-growth companies, while owning pipeline generation, deal execution, and team development. You will set the operating rhythm, raise the performance bar, and build the systems that turn individual reps into a repeatable revenue engine.
Job Responsibility:
Hire, onboard, and develop a team of 5–6 mid-market AEs and BDRs
Own team pipeline targets, forecast accuracy, and ARR attainment
Run structured deal reviews, coaching reps through discovery, qualification, and close
Build and drive a consistent outbound engine leveraging OSS community signals, ICP segmentation, and BDR-AE coordination
Lead a weekly operating cadence: pipeline reviews, 1:1s, call coaching, and forecast calls
Jump into live deals as a player-coach to unstick opportunities and improve close rates
Partner with product and engineering to translate technical differentiation into rep-ready messaging
Provide structured market and customer feedback to influence product roadmap and GTM strategy
Represent LlamaIndex at industry events and help build our presence in the developer and AI community
Requirements:
6–10 years in sales
2–4 years in frontline sales management with a track record of team quota attainment
Demonstrated success building pipeline from scratch — not inheriting it
Experience selling technical SaaS products to engineering and technical buyers (AI, developer tools, data infrastructure, or OSS strongly preferred)
Fluency in deal qualification frameworks (MEDDIC or equivalent) and ability to coach reps to apply them consistently
Startup experience: Success 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: actively uses AI tools for pipeline inspection, account research, call prep, and rep coaching — and can teach your team to do the same
Nice to have:
Experience building or scaling outbound motion alongside inbound at a developer-first company
Familiarity with OSS-led or community-led growth and how to convert it into pipeline
Track record of ramping new AEs to productivity within 60–90 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
What we offer:
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 open-source AI frameworks and communities, giving us brand recognition in the AI space greater than nearly any company our size
Growth Opportunities: Build and own the mid-market motion from the ground up as we scale at the frontier of enterprise AI