Description
Compensation
The base pay offered may vary depending on multiple individualized factors, including market location, job-related knowledge, skills, and experience. The salary range for this position is $240K - $252K, with additional compensation including equity, performance-related bonuses, and benefits.
Benefits include:
- Medical, dental, and vision insurance for you and your family
- Pre-tax accounts for Health FSA, Dependent Care FSA, and commuter expenses
- 401(k) retirement plan with employer match
- Paid parental leave, paid medical and caregiver leave
- Flexible PTO and paid company holidays
- Mental health and wellness support
- Employer-paid basic life and disability coverage
- Annual learning and development stipend
- Daily meals in offices and meal delivery credits
- Relocation support for eligible employees
About the Role
As Enterprise Sales Manager, Insurance, you will build and lead a team of Account Directors focused on driving strategic growth across the world's largest insurance carriers and financial protection organizations. You will be a hands-on front-line leader responsible for helping your team navigate complex enterprise sales cycles, deepen executive relationships, and drive adoption of OpenAI's platform across highly regulated insurance environments.
Key Responsibilities
- Recruit, develop, and lead a high-performing team of Insurance Account Directors
- Create a strong coaching culture with frequent deal reviews and account strategy sessions
- Define and refine the GTM strategy for insurance accounts
- Drive disciplined pipeline generation and forecasting accuracy
- Guide teams through highly consultative, multi-stakeholder opportunities
- Help customers translate AI and API capabilities into measurable business outcomes
- Lead teams selling into highly regulated environments
- Partner closely with Product, Solutions Architecture, and Finance to deploy AI at enterprise scale
- Provide structured feedback to Product and leadership teams
- Partner with Marketing on insurance-focused events and campaigns
What We're Looking For
- 15+ years of enterprise sales, GTM, or sales leadership experience
- Proven track record building and scaling enterprise sales teams
- Deep understanding of the insurance landscape and regulated environments
- Experience leading consultative, multi-product sales motions
- Strong operational rigor and comfort managing forecasting and performance management
- Ability to operate effectively in fast-moving, ambiguous environments
- Strong executive presence and low-ego, culture-first leadership style
Skills & Experience
Non-Negotiables
- Proven experience leading enterprise sales teams focused on large insurance or broader financial services customers
- Strong understanding of regulated enterprise selling and navigating complex compliance processes
- Track record building new GTM motions and helping organizations scale
- Technical fluency across APIs, platform technologies, AI/ML concepts, and enterprise software architecture
- Demonstrated ability to coach senior enterprise sellers
Strong Preferences
- Experience selling platform, cloud, infrastructure, or consumption-based technology solutions
- Experience influencing product roadmap, pricing strategy, or enterprise commercial structures
- Experience working with large global insurance carriers and enterprise transformation initiatives
Nice to Have
- Prior exposure to AI, developer platforms, or emerging technology categories
- Experience across both high-growth technology companies and scaled enterprise organizations
- Familiarity with modern insurance transformation priorities