Compliance Specialist

At Obie, we don’t just insure properties — we ensure progress. With advanced technology, real-time data, and a vast network of agents and partners, we help real estate investors and landlords get insurance coverage whenever and wherever they need it. Thousands of owners nationwide trust us to be the insurance experts, so they don’t have to be.

Joining our team means embracing a fast-moving environment driven by innovation, collaboration, and constant progress. We learn quickly, iterate often, and celebrate wins together. If you're passionate about driving change and eager to impact the real estate and insurance market, Obie is the place for you.

Our Chicago based employees are hybrid, and expected to be in office on Tuesdays and Thursdays.

Brief Summary of Role

Obie is looking for a bright, hard-working individual to assist with the compliance needs of our surplus lines insurance operations. This person will help maintain and manage procedures that ensure regulatory and legal compliance in accordance with applicable state statutes and regulations.

Those successful in this role will have knowledge and experience in the surplus lines insurance space with passions for leading by example and creating new and different solutions while leveraging technology.  Additionally, you’ll be self-motivated and directed.  An ability to collaborate is a must, but you will be autonomous and expected to succeed without heavy direction.

What you'll Do

• Help manage the diligent effort operation and ensure its compliance with each respective state & insurance program
• Complete surplus lines filings; ensure they are compliant and on time
• Work with accounting to remit tax and fee payments to the state
• Assist in compliance needs as it pertains to the insurance operation including but not limited to monitoring, auditing, investigating, and updating policy lifecycle operations and procedures
• Maintain accurate compliance resources, by state, for underwriting, operations & insurance product
• Advise on ad-hoc compliance questions from different business units throughout the organization
• Provide input to operational projects as it pertains to by-state regulatory compliance
• Assist in overseeing Virtual Assistants from assignment creation to reviewing work

What you'll Bring

• Knowledge of surplus lines laws & regulations
• 2+ years of P&C insurance compliance experience
• Surplus lines operations experience
• Firm grasp on regulatory needs and applicable resources
• Experience and comfort using a variety of software tools from Excel and G Suite, to policy management and customer relationship management software
• Excellent verbal and written communication skills
• Fearlessness and adaptability in a fast-moving, ever-changing environment and ability to work on multiple tasks at once. Self-motivated, analytical, and organized with a strong work ethic.
• Ability to prioritize competing demands and manage time effectively

IMPORTANT NOTICE:
This position description is intended to describe the level of work required of the person performing in the role and is not a contract. The essential responsibilities are outlined; other duties may be assigned as needs arise or as required to support the organization. All requirements may be subject to reasonable accommodation to applicants and colleagues who need them for medical or religious reasons.

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The Baldwin Group will not accept unsolicited resumes from any source other than directly from a candidate who applies on our career site. Any unsolicited resumes sent to The Baldwin Group, including unsolicited resumes sent via any source from an Agency, will not be considered and are not subject to any fees for any placement resulting from the receipt of an unsolicited resume.