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Leah AI is seeking an Enterprise Account Executive who will build and own a new enterprise pipeline, prospecting self-sourced opportunities and guiding deals from first contact through close. You’ll engage C-suite buyers across Legal, Finance and Procurement, shaping outcomes with a consultative, value-driven approach.
This role requires a proven hunter with 5+ years in enterprise software sales, skilled in MEDDPICC or Challenger methodologies, Salesforce proficiency, and the ability to operate
We’re looking for an Enterprise Account Executive who is a true hunter: someone who builds their own pipeline from scratch, leads consultative conversations with General Counsel, CPOs, and CFOs, and closes complex, multi-stakeholder dealsDomain credibility. Consultative selling experience into Legal, Finance, or Procurement buyers. Familiarity with how these functions operate, from contracting and sourcing to procure-to-pay and financial close, lets you speak their language from the first callComplex deal mastery. A track record of closing six- and seven-figure deals with long cycles, multiple stakeholders, and rigorous procurement, legal, and InfoSec reviewsBuilder’s mentality. Comfortable with ambiguity, energized by a fast-moving startup environment, and motivated to help shape a new categoryEducation. Bachelor’s degree or equivalent experience. A background in law, finance, procurement, or professional services consulting is highly valuedProven enterprise hunter. 5+ years of enterprise software sales, with a consistent record of exceeding quota on net-new logos you sourced yourselfRelevant technology experience. Background selling CLM, procure-to-pay, spend management, source-to-contract, ERP-adjacent, finance automation, or AI/automation platforms is a strong advantageDisciplined execution. Strong command of a structured sales methodology (MEDDPICC, Challenger, Command of the Message, or similar), Salesforce proficiency, and rigorous pipeline hygiene and forecastingBe where the deals happen. Willingness to travel to meet clients, partners, and attend industry eventsSolution mindset. You lead with problems, not features. You’re comfortable whiteboarding a workflow, building a value hypothesis, and adapting the solution to the customer’s environmentExecutive presence. Ability to simplify technical and AI concepts for senior business leaders and hold your own in boardroom-level conversations