Commissions Specialist

About EnrollHere
At EnrollHere, we’re on a mission to transform the way individuals and families access health and insurance solutions. As a growing startup, we operate with agility and a strong sense of collaboration—everyone wears multiple hats and contributes across the business. We’re looking for someone who thrives in that type of environment and is excited by the opportunity to build, shape, and scale our People function alongside us.

The Role

The Commissions Specialist is a key member of the EnrollHere operations team, responsible for the daily management of commission intake, reconciliation, reporting, and agent/agency support. This role requires a high degree of precision, a deep understanding of commission structures across multiple insurance product lines, and fluency in tools like Excel and cloud-based data systems. If you thrive in an operations-driven, technology-enabled environment and enjoy solving problems that directly impact people’s earnings, this role is for you.

Commission Administration

• Manage and reconcile commission data across Medicare Advantage, ACA, Life Insurance, and Annuities.
• Ensure timely and accurate distribution of commissions to individual agents and multi-agent agencies.
• Review and process carrier statements, track unpaid commissions, and escalate inconsistencies for resolution.

Excel-Based Data Analysis

• Use advanced Excel skills (pivot tables, nested formulas, VLOOKUP/XLOOKUP, conditional formatting, etc.) to create commission models, audit reports, and performance summaries.

Partner Support

• Serve as a go-to resource for agency administrators and individual producers with questions about commission statements, payout timelines, and adjustments.
• Provide clear, professional communication to build trust with our partners and resolve inquiries effectively.

System and Process Improvements

• Collaborate with product, data, and operations teams to automate commission workflows and reduce manual tasks.
• Maintain data hygiene across internal platforms
• Identify opportunities to streamline commission reporting and payout structures.

We believe in taking care of our team, which is why we offer a comprehensive benefits package that supports your health, wellness, and future:

• Medical: 4 United Healthcare medical plans (including an HSA option)
• Dental: 3 dental plans (Aetna and MetLife)
• Vision: 2 Aetna vision plans
• Wellness & Mental Health: 5 additional Medical Plus benefits, including telehealth support and an annual Talkspace subscription
• Ancillary Coverage: 4 ancillary plans and supplemental life insurance
• Retirement: 401(k) with a 4% match (after a 90-day exclusionary period)
• PTO & Flexibility: Generous PTO and remote work support
• Growth: Learning stipends and opportunities for professional development