Surplus Lines Filing & Compliance Analyst at Obie

This role is ideal for a mid-level insurance professional with at least 2 years of experience specifically in Property & Casualty (P&C) compliance and surplus lines operations. The company is looking for someone who can navigate complex state regulations autonomously and has a firm grasp on the policy lifecycle, from diligent effort filings to tax remittances. The position offers a salary range of $56,250 – $90,000 and the flexibility of a fully remote work arrangement within the U.S. (though Chicago-based staff are hybrid). As part of a growing insurtech team, you’ll have the opportunity to manage high-level compliance projects and oversee virtual assistants, making this a great step for someone wanting to blend technical regulatory knowledge with operational leadership. **You might be a good fit if you...** * Have hands-on experience with surplus lines laws and filing procedures across multiple states. * Are comfortable working with a modern tech stack, including G Suite, CRMs, and policy management systems. * Can work independently to meet strict regulatory deadlines without constant supervision. * Enjoy "leading by example" and improving operational workflows through technology.