The Enterprise Account Executive will drive revenue growth, manage relationships with insurance agencies, and oversee the sales process from prospecting to closing.
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.
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.
Nice to Have
- Experience selling AI/ML, automation, or cloud-based platforms.
- Background at high-growth startups.
- 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.
Liberate Innovations Boston, Massachusetts, USA Office
One Seaport Square, 77 Sleeper St, Boston, Massachusettes, United States, 02210
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