Engagement Manager

Crossing Hurdles is a global recruitment firm partnering with leading US-based AI and SaaS startups. We are hiring for a client building domain-specific AI teammates for the insurance industry. Their AI automates complex workflows like submission intake, underwriting audits, and policy comparisons, supporting customers writing over $15B+ in insurance premiums across all 50 US states.

Role:
Engagement Manager

Compensation: $200k - $300k + Competitive equity

Location:

San Francisco, US | On-site (5 days in office)

YOE: 4+ years of experience in consulting, customer success, implementation, or insurance-focused roles

Benefits:
Dental and Health insurance, Unlimited PTO, In-office Lunches

About the Role

We are looking for the first Engagement Manager to join a fast-growing, venture-backed AI company in insurance. This is a high-impact role for a top-tier business operator who thrives in a hands-on environment and wants to sit at the center of customers, product, and execution.

This person will own customer onboarding and success end-to-end, maintain and grow a book of business, and work closely with founders and engineers to turn customer feedback into scalable processes and product improvements.

Ideal Qualifications

• 4+ years of experience as a consultant (e.g., MBB) or in customer implementation roles

• Prior experience working with insurance or financial services customers

• Strong technical intuition with the ability to explain complex concepts to non-technical users

• Excellent project management skills and ability to drive cross-functional initiatives

• Undergraduate degree from a top‑50 university

Why you should consider joining

• Backed by top‑tier investors including a16z and Y Combinator

• Supporting customers writing $15B+ in premiums at scale

• First customer success hire with real ownership to build processes from the ground up

• Direct exposure to founders and product leadership

• Clear path to grow into a senior leadership role as the company scales

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