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Liberate

Enterprise Account Executive

Liberate, Boston, Massachusetts, us, 02298

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Liberate Innovations Inc. is a Series-A funded AI company focused on revolutionizing the insurance industry through advanced technology solutions. We partner with P&C insurers to transform operations and customer experience using cutting-edge AI and automation. 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:

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. 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). 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 Liberate Innovations Inc. is an Equal Opportunity Employer. We do not discriminate on the basis of any protected group status under any applicable law.

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