Enterprise Account Executive
Content + Source + Freshness • 12 Dec 2025 • 95% confidence
Offer value
High offer value based on strategic positioning in a growing market segment and attractive compensation structure.
- Opportunity to drive significant revenue in AI technology
- Build strategic relationships with top-tier clients
- Dynamic and high-responsibility sales role
Pros
- Quotas linked to substantial revenue opportunities in a growing sector
- Ability to influence product direction directly with client insights
- Offers a dynamic work environment with significant responsibility
Cons
- Highly competitive field with strict performance expectations
- The need for strong existing relationships in the insurance market
- Requires adaptability to changing client needs and environments
Who it's for
Senior • Hybrid with specific in-office days
Good fit
- Veteran sales professionals in the insurance sector
- Individuals with strong negotiation and relationship-building skills
- Candidates looking for impactful roles in technology sales
Not recommended for
- Entry-level candidates without relevant sales experience
- Individuals seeking a strictly remote sales environment
- Those uncomfortable in competitive selling situations
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
