Enterprise Account Executive

🏢 Liberate · 📍 Remote · 💼 remote 💰 $140,000 - $175,000 / yr

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Position Summary & Responsibilities

About Liberate:

Liberate builds AI agents to automate manual tasks for the $2.7T insurance industry. We started with voice - the hardest and most valuable channel in insurance - and are now expanding into full workflow automation across sales, servicing, and claims. Our long-term vision is to build reasoning agents capable of handling the entire spectrum of insurance carrier and broker operations. We've raised $72M to date, including a $50M Series B in October 2025, backed by top-tier venture firms.

Role Overview
We are seeking a seasoned Enterprise Account Executive with 5+ years of experience selling enterprise software. This role is responsible for driving new business growth, building executive-level relationships, and positioning Liberate as the trusted partner for insurers looking to modernize and innovate.

This is a quota-carrying role with direct access to Liberate’s leadership, product, and customer success teams.

Key Responsibilities

Own the full enterprise sales cycle: prospecting, qualification, solution positioning, negotiation, and close.
Develop and execute a territory/account plan focused on top-tier insurers and carriers.
Build and maintain C-level relationships across business (Claims, Underwriting, Operations) and technology (CIO, CTO, CDO) functions.
Collaborate with Solutions Engineering and Product to tailor AI-driven demos and proofs-of-concept.
Navigate complex procurement processes in insurance enterprises, including RFPs and multi-stakeholder evaluations.
Achieve and exceed quarterly/annual sales quotas.
Contribute customer insights to influence Liberate’s product roadmap.
Represent Liberate at key industry events, conferences, and roundtables.

Qualifications

Must Have

Enterprise software sales experience with a strong track record of closing $1M+ ARR deals.
Extreme sense of ownership, urgency, and customer obsession, thriving in a Series-B startup environment.
Excellent storytelling, executive presence, and negotiation skills.
Ability to collaborate cross-functionally with product, engineering, and customer success.

🎯 Candidate Preparation Guide For Liberate Applicants

Key Role Competencies & Evaluation Highlights

Key Role Focus:

Evaluating deep empathy, mission alignment, and the clinical or technical rigor needed to scale digital health and mental wellness interventions safely.

📋 Preparation Priorities (Key Areas to Clarify):

1. Treating users as mere metrics or conversion funnels without regard for clinical impact.
2. Dismissive attitude toward clinical guardrails, ethics, or patient safety frameworks.
3. Inability to maintain emotional intelligence and professionalism under high-stress scenarios.

✨ Recommended Role Alignment Hook:

I bridge the gap between compassionate, human-centric care delivery and scalable, data-driven digital infrastructure.

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