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Liberate Innovations

Enterprise Account Executive

Reposted 2 Days Ago
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Hybrid
Chicago, IL
Mid level
Easy Apply
Hybrid
Chicago, IL
Mid level
As an Enterprise Account Executive, you will drive revenue growth and build client relationships while managing the sales process from prospecting to close.
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About Us:

Liberate Innovations Inc. is a Series-B 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

Top Skills

AI
Hubspot
SaaS

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