Enterprise Account Executive
Content + Source + Freshness • 12 Dec 2025 • 95% confidence
Offer value
Likewise high due to effective utilization of advanced AI solutions in competitive insurance market.
- Drive revenue growth in the dynamic insurance market
- Lead initiatives leveraging advanced AI technology
- Engage with top-tier clients and stakeholders
Pros
- Lead vital initiatives within a rapidly evolving industry
- Access a strong network and resources within the insurtech landscape
- Engage in a high-impact sales role with success-driven compensation
Cons
- Intense competition may create stress in meeting performance targets
- Requires familiarity with complex insurance software ecosystems
- Potential for long hours in a goal-driven environment
Who it's for
Senior • Hybrid work model
Good fit
- Experienced sales professionals with insurance tech experience
- Candidates with strong C-level client engagement skills
- Individuals motivated by performance rewards and client success
Not recommended for
- Novice sales professionals or those with limited insurance knowledge
- Candidates looking solely for remote work
- Individuals not adaptable to high-pressure sales environments
Motivation fit
Key skills
About the job
About Us:
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:
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.
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).
Benefits:
- 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
