Position Summary The Direct Bill Supervisor is responsible for overseeing the direct bill function within a wholesale insurance organization, ensuring accurate, timely, and compliant processing of carrier-direct billed policies, commissions, and reconciliations. This role leads the day-to-day operations of the direct bill team, serving as a subject matter expert and escalation point while driving consistency, controls, and process improvement.
The position requires strong operational oversight, attention to detail, and working knowledge of wholesale insurance billing practices, carrier relationships, and accounting controls. Primary Responsibilities
Supervise daily operations of the direct bill team, ensuring timely and accurate processing of direct billed policies and commissions
Review and approve reconciliations between carrier statements, internal systems, and commission reports
Serve as escalation point for complex billing issues, discrepancies, and carrier inquiries
Ensure compliance with internal controls, accounting standards, and carrier agreements
Partner with accounting, operations, producers, and carrier partners to resolve billing and commission issues
Monitor workloads, performance, and accuracy metrics for the direct bill team
Assist with month-end and year-end close activities related to direct bill transactions
Support audits by providing documentation, reconciliations, and process explanations
Identify process improvement opportunities to enhance efficiency, accuracy, and scalability
Train, coach, and develop direct bill staff to ensure consistent application of policies and procedures
Maintain and document standard operating procedures (SOPs) for direct bill processes
Position Specific Skills/Qualifications
Work Experience
5–8+ years of experience in insurance billing, accounting operations, or financial operations, preferably within wholesale insurance, MGA/MGU, or brokerage environments
Prior experience in a lead or supervisory role strongly preferred
Hands-on experience with direct bill processing, carrier statements, and commission reconciliation
Experience working with accounting systems and agency management systems (e.g., Epic, AMS, Vertafore, Applied, or similar)
Essential Skills & Competencies
Strong understanding of direct bill insurance processes and carrier billing cycles
High attention to detail with strong reconciliation and problem-solving skills
Ability to manage multiple priorities and meet deadlines in a fast-paced environment
Effective people leadership and coaching capabilities
Strong communication skills with internal stakeholders and external carrier partners
Solid judgment and ability to interpret billing agreements and policies
Proficiency in Excel and financial systems
Comfort working in a remote environment with distributed teams
Education:
Bachelor’s degree in Accounting, Finance, Business Administration, or related field preferred
Equivalent relevant experience may be considered in lieu of a degree
Physical Demands & Working Conditions
Physical Demands
Office work. Office work involves working at a desk most of the time, using a stand-up/sit-down adjustable desk. Exerting up to 10 pounds of force occasionally and/or negligible amount of force frequently to lift, carry, push, pull, or otherwise move objects. Typing, grasping, and repetitive motion typically is required every day, and walking and standing are required occasionally.
Equal Employment Opportunity At World Insurance Associates (WIA), we celebrate and support our differences. We know employing a team rich in diverse thoughts, experiences, and opinions allows our employees, our products, and our community to flourish. WIA is honored to be an equal opportunity workplace. We are dedicated to equal employment opportunities regardless of race, color, ancestry, religion, sex, national orientation, age, citizenship, marital status, disability, gender identity, sexual orientation, or Veteran status. In addition, WIA makes reasonable accommodations to known physical or mental limitations of an otherwise qualified applicant or employee with a disability, unless the accommodation would impose an undue hardship on the operation of our business.