Head of Client Services

Head of Client Services | $5M Raised | AI-Native Insurance Startup | Hybrid

Ghost AI is partnering with a well-funded, seed-stage AI startup reimagining how commercial insurance works.

Commercial insurance still relies on manual workflows, PDFs, and spreadsheets to make high-stakes decisions. This team is building an AI-native platform to change that — helping businesses with complex, real-world operations price and manage risk more intelligently.

With $5M raised and an experienced founding team spanning AI, engineering, and insurtech, this is an opportunity to join early, take ownership, and help build a client servicing function from the ground up.

Why Join?

• $150,000 - $200,000 (OTE: $125K - $235K))
• Sustainable pace: Four days a week in the San Mateo office, with Fridays working from home.
• Build from zero: Shape the client servicing function and establish the playbook as the business grows.
• Influence the product: Work directly with engineering to turn real client pain points into AI-powered solutions.
• Real ownership: Join a flat, high-autonomy team where your decisions have an immediate impact.
• Early-stage upside: Flexible compensation balancing base salary OTE and equity.

The Opportunity

They're looking for a Head of Client Services to own mid-market client relationships end to end, build scalable servicing processes, and help shape how AI transforms the customer experience.

What you'll do:

This is not a pure new business/sales role — it's a client servicing and account management role.

• Own a portfolio of mid-market accounts across onboarding, renewals, retention, and day-to-day servicing.
• Build client service playbooks and processes from scratch in a high-ownership startup environment.
• Partner directly with the CTO and engineering team to identify opportunities to automate servicing workflows using AI.
• Support seamless sales-to-onboarding handoffs and resolve client escalations.
• Help grow and lead a client servicing team as the business scales.

What They're Looking For

• 6–15 years in client services or customer success, with end-to-end ownership of mid-market commercial accounts.
• Some experience managing or hiring account managers / customer success teams.
• Background servicing a complex or regulated product in tech, financial services, insurtech, accounting, or construction / real estate software.
• Comfortable experimenting with AI tools and automation to improve workflows.
• A hands-on operator who enjoys building processes, improving products, and owning outcomes.

Insurance experience is a plus, not a requirement however you must have experience in a regulated environment onboarding mid-market commercial clients.

Ready to build something from the ground up and redefine how AI transforms commercial insurance?

This is your chance to shape a function, influence the product, and make a lasting impact from day one. Apply through Ghost AI to be part of what's next ?