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
Similar Jobs
.jpg)
What you need to know about the Boston Tech Scene
Key Facts About Boston Tech
- Number of Tech Workers: 269,000; 9.4% of overall workforce (2024 CompTIA survey)
- Major Tech Employers: Thermo Fisher Scientific, Toast, Klaviyo, HubSpot, DraftKings
- Key Industries: Artificial intelligence, biotechnology, robotics, software, aerospace
- Funding Landscape: $15.7 billion in venture capital funding in 2024 (Pitchbook)
- Notable Investors: Summit Partners, Volition Capital, Bain Capital Ventures, MassVentures, Highland Capital Partners
- Research Centers and Universities: MIT, Harvard University, Boston College, Tufts University, Boston University, Northeastern University, Smithsonian Astrophysical Observatory, National Bureau of Economic Research, Broad Institute, Lowell Center for Space Science & Technology, National Emerging Infectious Diseases Laboratories
