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Lead enterprise sales across North America, manage a sales team, and close large deals in insurance/financial services.
Job Description
Liberate is transforming the insurance industry with cutting‑edge voice AI and orchestration technology. We empower insurers and agencies to automate complex workflows, deliver exceptional customer experiences, and scale operations far more efficiently. Our platform blends AI agents, low-code orchestration, and systems integration to reimagine how insurance is bought, served, and managed.
Role OverviewWe are hiring a senior sales leader to lead and scale enterprise sales across North America. This person will own pipeline generation, forecasting, and execution against revenue targets, while building and coaching a high-performing team selling into insurers, carriers, and enterprise clients.
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.
Top Skills
Low-Code Orchestration
Systems Integration
Voice Ai
Liberate Innovations Boston, Massachusetts, USA Office
One Seaport Square, 77 Sleeper St, Boston, Massachusettes, United States, 02210
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