Enterprise Account Executive

Leah

9d

About The Position

Leah is seeking a self-starting Enterprise Account Executive to build a territory and sell its enterprise AI orchestration platform. The role focuses on generating new enterprise opportunities, leading consultative conversations with senior Legal, Procurement, Finance, and technology leaders, and closing complex, multi-stakeholder deals. The position owns sales cycles from prospecting and discovery through business-case development, security and procurement reviews, negotiation, and close.

The Account Executive will diagnose cross-functional business problems, demonstrate how Leah’s agents can deliver measurable value, and work with solutions engineering to scope proofs of concept. The role also includes landing initial use cases and expanding them across Legal, Procurement, and Finance; collaborating with strategic partners; and sharing market insight with product and marketing as Leah develops the agentic orchestration category. Success requires consistently exceeding targets in a fast-paced, high-growth environment. Travel to meet clients and partners and attend industry events is expected.

Requirements

• At least 8 years of enterprise software sales experience, with a consistent record of exceeding quota on self-sourced net-new logos.
• Consultative selling experience with Legal, Finance, or Procurement buyers.
• Track record of closing six- and seven-figure deals involving long sales cycles, multiple stakeholders, and rigorous procurement, legal, and InfoSec reviews.
• Ability to lead with customer problems, whiteboard workflows, develop value hypotheses, and adapt solutions to customer environments.
• Ability to explain technical and AI concepts clearly to senior business leaders and participate in boardroom-level conversations.
• Strong command of a structured sales methodology such as MEDDPICC, Challenger, or Command of the Message, along with Salesforce proficiency and rigorous pipeline hygiene and forecasting.
• Comfort with ambiguity and motivation to help shape a new category in a fast-moving startup environment.
• Bachelor’s degree or equivalent experience.
• Willingness to travel to meet clients and partners and attend industry events.

Nice To Haves

• Experience selling CLM, procure-to-pay, spend management, source-to-contract, ERP-adjacent, finance automation, or AI/automation platforms.
• Background or familiarity in law, finance, procurement, or professional services consulting.

Responsibilities

• Build a territory and self-source net-new enterprise opportunities through outbound prospecting, executive networking, events, and partners.
• Lead complex, multi-threaded enterprise sales cycles from initial conversation through discovery, business-case development, security and procurement review, negotiation, and close.
• Engage General Counsel, Chief Procurement Officers, CFOs, and CIOs/CAIOs and align stakeholders around shared outcomes.
• Diagnose cross-functional business challenges and design solutions using Leah’s agents to deliver measurable business value.
• Quantify ROI and partner with solutions engineering to scope proofs of concept.
• Win an initial use case and expand it across Legal, Procurement, and Finance into a platform relationship.
• Collaborate with strategic partners, including global consultancies and systems integrators, to co-sell and accelerate deals.
• Share field insight with product and marketing to help define the agentic orchestration category.
• Consistently exceed sales targets in a fast-paced, high-growth environment.
• Travel to meet clients and partners and attend industry events.

Benefits

• Competitive salary with growth and upside potential.
• Paid Health and Wellness Days.
• Comprehensive insurance coverage.
• 401(k) or pension plans with employer match.
• Opportunity to make a tangible impact on a global organization shaping the future of Enterprise AI.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior