Enterprise Account Executive

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