GTM Sales Leader (North America) jobs in United States
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Liberate · 3 months ago

GTM Sales Leader (North America)

Liberate is transforming the insurance industry with cutting-edge voice AI and orchestration technology. They are seeking a senior sales leader to lead and scale enterprise sales across North America, focusing on pipeline generation, forecasting, and building a high-performing sales team.

Information TechnologyInsurTechSaaSSoftware

Responsibilities

Define and execute a scalable enterprise sales model for North America
Source, qualify, and close large deals (6‑ to 9‑figure ARR) in insurance / financial services
Build and manage a team of sales professionals (Account Executives, Solution Consultants, Engineers)
Develop playbooks, qualification frameworks, and enforce pipeline discipline
Collaborate cross-functionally with product, marketing, and partnerships
Engage C‑suite stakeholders (CIO, COO, CUO, etc.)
Represent Liberate at industry events and conferences

Qualification

Enterprise sales leadershipClosing complex dealsInsurance industry knowledgeSelling to executivesOperational rigorMetrics orientationAI/automation knowledgeSaaS experienceCommunicationNegotiation skillsRelationship buildingTeam management

Required

5–10+ years of enterprise sales leadership in insurtech, financial services, enterprise AI, or SaaS
Proven track record of closing complex multi-year enterprise deals
Deep familiarity with insurance or analogous regulated industries
Experience selling to executive-level stakeholders
Operational rigor with strong metrics orientation
Excellent communication and negotiation skills
Ability to travel as needed

Preferred

Prior experience selling AI / automation / workflow platforms
Experience in insurance distribution, claims, underwriting, or core system vendors
Early-stage SaaS / scale-up experience
Existing relationships in the insurance ecosystem
Ability to communicate with technical and executive audiences

Benefits

Competitive base + uncapped commission / bonus plan.
Equity / stock options.
Comprehensive health, dental, and vision benefits.
401(k) or retirement plan.
Flexible hybrid work model.
Budget for personal development and training.

Company

Liberate

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Comprehensive AI Platform for Carriers, Agencies and Brokers Liberate enables you to provide human-like conversation that offers 24/7 support and answers 100% of calls with no wait time.

Funding

Current Stage
Growth Stage
Total Funding
$72M
Key Investors
Battery VenturesRedpointEclipse Ventures
2025-10-14Series B· $50M
2024-05-05Series A· $15M
2023-01-05Seed· $7M

Leadership Team

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Amrish Singh
Co-founder and CEO
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Jason St Pierre
Chief Product Officer and Co-Founder at Liberate
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Company data provided by crunchbase