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Join the THREE Team

We're simplifying the small business insurance experience.

Open Positions

Find your perfect position in small business insurance.

Lead Pricing Actuary

Hybrid - Stamford, CT

This role owns the entire annual pricing cycle—from early scoping and analysis to rate filing and final implementation. You’ll lead a small actuarial team and partner closely with data science and modeling leaders to turn analytical insights into concrete pricing strategies that drive the business forward.

Insurance Sales Representative

Remote - USA

Help small business owners protect what they’ve built by connecting with leads who are actively seeking insurance. In this role, you’ll handle inbound calls and follow up with website applicants, educate prospects on their risks, and show how THREE delivers a smarter solution than traditional providers.

Complex Commercial Underwriting Manager

Remote - USA

Lead a team of specialized underwriters shaping risk decisions across THREE’s national footprint. In this role, you’ll drive profitable growth by guiding underwriting strategy for complex, high-hazard industries—balancing sharp risk selection with the speed today’s market demands. You’ll coach and develop talent, influence underwriting appetite and processes, collaborate closely with Sales to strengthen agency relationships, and hold the team accountable for key performance metrics.

Underwriting Support Manager

Remote - USA

Lead and develop a team of Underwriting Analysts and Specialists responsible for critical post-bind operations, including policy updates, documentation follow-up, and quality reviews. In this role, you’ll drive efficiency in a fast-paced, high-volume environment while managing team performance against key service levels. You’ll also partner with Underwriting and Sales leadership to improve workflows, support automation, and build the internal pipeline that develops future underwriters.

Complex Commercial Underwriter

Remote - USA

Evaluate and price complex risks across industries like hospitality, habitational, bars/taverns, and LRO using THREE’s underwriting tools and guidelines. In this role, you’ll manage new business and renewal referrals nationwide while partnering with agents to improve risk quality and ensure compliance with loss control recommendations.