Enterprise Account Executive

Enterprise Account Executive

Boston, MA

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 10+ years of experience selling enterprise software into insurers and large carriers. 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.

Location: Columbus, Chicago, Dallas, Atlanta, Miami, Los Angeles, San Francisco, or Boston hybrid role (2 day/week in-office)

Key Responsibilities:

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.
• Proven success selling to insurance carriers, MGAs, or large brokerages.
• Deep understanding of insurance technology ecosystems (policy admin, claims, billing, digital engagement).
• Strong network of relationships in the P&C insurance market.
• Extreme sense of ownership, urgency, and customer obsession, thriving in a Series-A startup environment.
• Excellent storytelling, executive presence, and negotiation skills.
• Ability to collaborate cross-functionally with product, engineering, and customer success.

Nice to Have

• Experience selling AI/ML, automation, or cloud-based platforms.
• Background at high-growth startups.
• Familiarity with insurtech disruptors and incumbent vendors (e.g., Guidewire, Duck Creek, Majesco).

Benefits:

• Competitive salary with performance-based commissions and equity options
• Flexible PTO
• 401(k) plan
• Comprehensive health, dental, and vision insurance
• Flexible work environment with remote work options
• Collaborative and innovative company culture

Salary Information: $140,000 to $175,000 base salary (depending on experience and location), plus stock and benefits