Founding Customer Success Lead

US (Remote Friendly) | Full time

About our client

At Outmarket, the team is building the future of commercial insurance. Their AI-powered platform helps brokers, MGAs, and carriers extract insights, automate workflows, and act on their data faster. Outmarket is already working with top agencies, and momentum is building fast.

They are looking for a Founding Customer Success Lead to join the team and take full ownership of the customer experience. This individual will work directly with the Founder & CEO, lead onboarding, drive engagement, and turn early users into long-term champions.

Why This Role Is a Game-Changer

• Work alongside Vishal (Co-founder & CEO, ex-Uber, Meta, Ethos) and Anshu (Co-Founder & CTO, ex-Meta, Ethos, early IBM Watson AI team)
• Collaborate with a founding team from Meta, IBM, Adobe, and Uber
• Own the full customer journey—from onboarding and training to expansion and retention
• Build the foundation for a customer success function that scales with the company
• Be the voice of the customer across product, engineering, and GTM

What You Will Do

• Lead onboarding for new customers, ensuring fast time-to-value and deep product adoption
• Build and maintain strong, trusted relationships with brokers, MGAs, and carriers
• Serve as the main point of contact for post-sale engagement, implementation, and retention
• Identify opportunities to expand product usage and increase satisfaction
• Surface insights to product and engineering to drive roadmap decisions
• Develop scalable systems, playbooks, and resources to support a growing customer base

What They’re Looking For

• 4 years in a customer success, onboarding, or implementation role at a SaaS company
• Ideally, has worked at an insurance agency, MGA, or carrier and understands the day-to-day workflows and operational challenges
• Strong communication and relationship management skills across both technical and non-technical audiences
• Detail-oriented, process-driven, and comfortable wearing many hats
• Proven ability to thrive in a fast-paced, early-stage environment

Bonus If the Candidate Has

• Background in product-led onboarding, implementation, or customer training
• Experience navigating AMS systems or workflow platforms in insurance
• Familiarity with AI-driven or data-heavy tools

What You’ll Get

• Founding team role with significant ownership
• Competitive compensation and early equity
• A voice in shaping the product, roadmap, and customer strategy
• Daily collaboration with leadership and exposure to every corner of the business
• Remote-first setup, zero politics, and a high-trust, outcome-focused culture
• Salary: $130k-$150k equity