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The Vice President of Sales will lead the sales department, maximize revenues, develop strategies, and manage performance to achieve sales targets.
Top Skills:
Enterprise Software
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The Vice President of Sales will lead business development, generate revenue, close deals, and develop go-to-market sales strategies for an early-stage company.
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The Regional Vice President of Sales manages a team of Enterprise Sales Directors, driving new business, developing strategies, and establishing customer relationships to achieve revenue growth.
Top Skills:
AICloudCxSaaS
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.
Key Responsibilities- Define and execute a scalable enterprise sales model for North America.
- Source, qualify, and close large deals (6‑ to 9‑figure ARR) in insurance / financial services.
- Build and manage a team of sales professionals (Account Executives, Solution Consultants, Engineers).
- Develop playbooks, qualification frameworks, and enforce pipeline discipline.
- Collaborate cross-functionally with product, marketing, and partnerships.
- Engage C‑suite stakeholders (CIO, COO, CUO, etc.).
- Represent Liberate at industry events and conferences.
- 5–10+ years of enterprise sales leadership in insurtech, financial services, enterprise AI, or SaaS.
- Proven track record of closing complex multi-year enterprise deals.
- Deep familiarity with insurance or analogous regulated industries.
- Experience selling to executive-level stakeholders.
- Operational rigor with strong metrics orientation.
- Excellent communication and negotiation skills.
- Ability to travel as needed.
- Prior experience selling AI / automation / workflow platforms.
- Experience in insurance distribution, claims, underwriting, or core system vendors.
- Early-stage SaaS / scale-up experience.
- Existing relationships in the insurance ecosystem.
- Ability to communicate with technical and executive audiences.
- Competitive base + uncapped commission / bonus plan.
- Equity / stock options.
- Comprehensive health, dental, and vision benefits.
- 401(k) or retirement plan.
- Flexible hybrid work model.
- Budget for personal development and training.
Salary Information: $190,000 to $240,000 base salary, plus stock and OTE
Liberate Innovations Boston, Massachusetts, USA Office
One Seaport Square, 77 Sleeper St, Boston, Massachusettes, United States, 02210
What you need to know about the Boston Tech Scene
Boston is a powerhouse for technology innovation thanks to world-class research universities like MIT and Harvard and a robust pipeline of venture capital investment. Host to the first telephone call and one of the first general-purpose computers ever put into use, Boston is now a hub for biotechnology, robotics and artificial intelligence — though it’s also home to several B2B software giants. So it’s no surprise that the city consistently ranks among the greatest startup ecosystems in the world.
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
