Enterprise Account Executive

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.

Location:

Columbus, Chicago, Dallas, Atlanta, Miami, Los Angeles, San Francisco, or Boston hybrid role (2 day/week in‑office).

• 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 round tables.

• 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.

• 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.

As set forth in Liberate’s Equal Employment Opportunity policy, we do not discriminate on the basis of any protected group status under any applicable law.