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Enterprise Account Executive - Digital Native

Build enterprise sales pipeline from outbound and product-led motions

Run full-cycle enterprise sales into high-growth AI-native software companies, from first outbound touch through close and expansion. Build targeted top-down outbound campaigns and develop bottoms-up champions among technical users. Convert product usage signals into qualified pipeline and expansion opportunities.

Why This Role?

Shape the future of AI by defining the narrative around document understanding

Key Responsibilities

  • Run full-cycle enterprise sales from outbound to close and expansion
  • Build and execute targeted top-down outbound campaigns into executive and technical buyers
  • Identify and develop bottoms-up champions among technical ICs and engineering teams
  • Turn product usage and technical signals into qualified pipeline and expansion
  • Own technical multi-call sales cycles involving proof of concept with engineering teams
  • Partner with technical buyers on build-versus-buy evaluations and scope discussions

Requirements

  • 4+ years of full-cycle enterprise SaaS sales experience with quota attainment
  • Ability to run both outbound-generated and product-led pipeline
  • Experience selling to technical buyers including engineers and AI/ML leaders
  • Experience running technical evaluations or proofs of concept
  • Comfort operating with minimal process in a fast-moving early-category environment
  • Strong written and verbal communication to explain complex technical products

Required Skills

salesaicrmcommunicationstrategic planningenterprise salesoutbound prospectingtechnical salespipeline developmentproof of concept execution

Keywords

enterprise account executiveSaaS salesAI-native softwaretechnical buyerproduct-led growthfull-cycle sales
View Original Description from Ashby Job Boards

Original description from Ashby Job Boards

Join us and help shape the future of AI by defining the narrative around document understanding. ABOUT THE ROLE LlamaIndex is hiring an Enterprise Account Executive to own strategic sales into high-growth, AI-native software companies. This is a multi-motion role. You'll run targeted top-down outbound into executive and technical buyers, build bottoms-up momentum with technical ICs and engineering teams already touching our product through self-serve usage, and convert consumption signals into qualified pipeline. You'll land a first use case, prove value through a focused technical evaluation, and expand the account from there. RESPONSIBILITIES - Run full-cycle enterprise sales into high-growth, AI-native software companies, from first outbound touch through close and expansion. - Build and execute targeted top-down outbound campaigns into executive and technical buyers at target accounts. - Identify and develop bottoms-up champions among technical ICs, engineers, and platform teams already using our product or open-source framework. - Turn product-usage and technical signals into qualified pipeline and expansion, rather than waiting on inbound alone. - Own technical, multi-call sales cycles with engineering and platform teams, often involving a proof of concept. - Partner credibly with technical buyers on build-versus-buy questions and scope evaluations that prove real value quickly. - Land a first use case and grow the account over time. Think in terms of expansion, not one-and-done deals. - Maintain accurate CRM hygiene and deliver reliable weekly forecast calls. - Use AI tools to speed up account research, prospecting, and deal preparation. REQUIRED QUALIFICATIONS - 4+ years of full-cycle enterprise SaaS sales experience with a track record of quota attainment. - Demonstrated ability to run both outbound-generated and product-led pipeline, not solely dependent on inbound. - Experience selling to technical buyers, including engineers, platform teams, and AI/ML leaders, alongside executive economic buyers. - Experience running technical evaluations or proofs of concept and navigating build-versus-buy conversations. - Comfortable operating with minimal process in a fast-moving, early-category environment. - Strong written and verbal communication. Able to explain complex technical products and deal strategy clearly. - AI-first operator: actively uses AI tools for account research, deal prep, outreach, and pipeline management. PREFERRED QUALIFICATIONS - Experience selling AI/ML, developer tools, data infrastructure, or OSS-adjacent products. - Experience in a consumption-based or usage-based pricing motion. - Track record of landing net-new logos and expanding initial contracts into larger account relationships. - Prior experience at a company with an open-source or community-led growth motion. WHY JOIN US? - Impactful Mission: Help companies adopt AI to unlock the value of their unstructured data. - Strong AI Brand: Sell backed by one of the largest open-source AI frameworks and communities, giving us reach beyond most companies our size. - Multiple Ways In: Work accounts top-down, bottoms-up, and through product usage, not a single fixed motion. - Growth Opportunities: Get in early on a high-growth enterprise motion with room to grow as we scale. Pursuant to the San Francisco Fair Chance Ordinance, we will consider for employment qualified applicants with arrest and conviction records. LlamaIndex does not accept unsolicited agency resumes. Please do not forward resumes to our jobs alias, employees, or any other organization location. LlamaIndex is not responsible for any fees related to unsolicited resumes.

Salary Context

Similar Engineering roles on LokerDollar pay around $170k/yr (range $11.194k–999.999k/yr, n=495 active listings).

Hiring at LlamaIndex

LlamaIndex has 10 other active roles on LokerDollar and has been hiring here since Jun 23, 2026 — across Engineering, Marketing, Operations.

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Company
LlamaIndex
Source
Ashby Job Boards
Job Type
full time
Location
Remote
Category
Seniority
mid
PostedFresh
Jul 21, 2026

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Frequently asked questions

Is Enterprise Account Executive - Digital Native at LlamaIndex a remote job?
This role is based in Remote. See the listing for remote/onsite details.
What type of employment is Enterprise Account Executive - Digital Native at LlamaIndex?
This is a full time position.
How do I apply?
Click the "Apply" button on this page to go to the official application at LlamaIndex.

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