As the Sales Leader for Digital Natives, you will build and scale a high-performing revenue engine at LlamaIndex. You’ll lead a team of mid-market AEs and BDRs, driving outbound strategy and deal execution. This is a player-coach role requiring technical fluency to convert community signals into ARR within the fast-moving AI ecosystem.
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Sales Leader - Digital Native at LlamaIndex
LlamaIndex is looking for a Sales Leader to build and scale their Digital Native revenue motion in San Francisco. As the industry-standard framework for LLM applications, LlamaIndex offers a unique opportunity to lead a team of AEs and BDRs selling at the cutting edge of the AI revolution. You will be a player-coach responsible for turning community signals into a repeatable revenue engine while working directly with technical founders and engineering leaders. If you have a track record of building outbound motions for developer-first products and want to define the GTM strategy for a category-defining AI infrastructure company, this is the role for you.
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Location
San Francisco, United States
Compensation
Not Disclosed
Company
LlamaIndex
Role overview
LlamaIndex is building the document infrastructure for AI agents. It contains a best-in-class agentic document processing engine to parse the most complex documents and translate them into formats that humans and AI can use. It also contains a variety of tools at the semantic layer (extraction/search) and agentic layer (workflows) to enable knowledge work over documents.
What you will do
- Hire, onboard, and manage a team of 6+ mid-market Account Executives and 3+ BDRs to achieve aggressive ARR attainment goals.
- Architect a consistent outbound engine that leverages open-source community signals and ICP segmentation to drive high-quality pipeline.
- Directly participate in live deals to coach reps through discovery, qualification using MEDDIC, and complex technical build-vs-buy conversations.
Who this is a fit for
- Possesses 6–10 years of total sales experience, with 2–4 years specifically in frontline management leading mid-market AE teams to quota.
- Demonstrates deep expertise selling technical products to engineering buyers, ideally within AI, developer tools, or data infrastructure domains.
- Proven ability to build pipeline and sales systems from the ground up in a resource-constrained, high-velocity startup environment.
Why this role is remarkable
- Shape the commercial strategy for the industry-standard data framework for LLMs, sitting at the intersection of open-source community and enterprise AI.
- Join a high-growth startup where you have the autonomy to build sales systems from scratch rather than inheriting legacy processes.
- Lead a team selling to technical founders and engineering leaders at the world's most innovative high-growth digital native companies.
How Jack & Jill work together
I get to know what you’re great at, then find roles you’d never find yourself.Ok, I'll go first. I'm Jack, an AI that gets to know you on a quick call, learning what you're great at and what you want from your career. Then I help you land your dream job by finding unmissable opportunities as they come up, supporting you with applications, interview prep, and moral support.
I recruit from Jack’s network and make the intro when I spot a great match.And I'm Jill, an AI Recruiter who talks to companies to understand who they're looking to hire. Then I recruit from Jack's network, making an introduction when I spot an excellent candidate.
Jack gets to know what you're great at and what you want next, then searches 15 million jobs daily and helps you discover roles at companies like this.
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What happens next?
Jack’s an AI agent for job searching and career coaching. He works for you.
Jill is the AI recruiter working for the company. She recruits from Jack’s network.
If your profile’s a match and LlamaIndex wants to meet, Jill will make the intro. In the meantime, Jack will send you excellent alternatives.