Enterprise Account Executive

Liberate; United States; Remote; USD 140,000 - 175,000; Full time

Benefits offered by this job

Stock options

401(k) plan

Flexible PTO

Health, dental, and vision insurance

Remote work options

Competitive salary with commissions

Job summary

Liberate builds AI agents to automate manual tasks for the insurance industry. We are seeking a seasoned Enterprise Account Executive with 5+ years of experience selling enterprise software to drive new business growth and position Liberate as the trusted partner for insurers looking to modernize and innovate.

This quota-carrying role provides direct access to Liberate’s leadership, product, and customer success teams, with opportunities to influence the product roadmap and present AI-driven

Qualifications

• Enterprise software sales with a track record of closing $1M+ ARR.
• 5+ years of enterprise software sales experience.
• Strong executive-level relationship building and negotiation skills.
• Ability to collaborate cross-functionally with product, engineering, and customer success.

Responsibilities

• Own the full enterprise sales cycle from prospecting to close.
• Develop and execute territory/account plan for insurers.
• Build and maintain C-level relationships across business and technology.
• Collaborate with Solutions Engineering and Product for AI demos and PoCs.
• Navigate complex procurement processes in insurance enterprises.
• Provide customer insights to influence product roadmap.
• Represent Liberate at industry events.

Skills

Enterprise software sales

Closing $1M+ ARR deals

Executive relationship management

Negotiation

Cross-functional collaboration

Ownership & urgency

Job description

Liberate builds AI agents to automate manual tasks for the $2.7T insurance industry. We started with voice - the hardest and most valuable channel in insurance - and are now expanding into full workflow automation across sales, servicing, and claims. Our long-term vision is to build reasoning agents capable of handling the entire spectrum of insurance carrier and broker operations. We've raised $72M to date, including a $50M Series B in October 2025, backed by top-tier venture firms.

Role Overview

We are seeking a seasoned Enterprise Account Executive with 5+ years of experience selling enterprise software. 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.

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.
• Extreme sense of ownership, urgency, and customer obsession, thriving in a Series-B 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.
• 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

Salary Information: $140,000 to $175,000 base salary (depending on experience and location), plus stock and benefits.