Founding Customer Success Lead

At Outmarket, we’re building the future of commercial insurance. Our AI-powered platform helps brokers, MGAs, and carriers extract insights, automate workflows, and act on their data faster. We’re already working with top agencies, and momentum is building fast.
We’re looking for a Founding Customer Success Lead to join the team and take full ownership of the customer experience. You’ll 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, 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’ll 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 We’re Looking For

• 4+ years in a customer success, onboarding, or implementation role at a SaaS company

• Ideally, you’ve worked at an insurance agency, MGA, or carrier and understand 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 You Have

• 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

Excited to Join?
Send your resume or LinkedIn profile to careers@outmarket.ai
Include a short note on why this role excites you and how your insurance experience can help us serve our customers better.