Senior Plan Administrator, Compliance Services

Setting up a 401(k) shouldn't be the hardest thing a business ever does. But retirement plan administration is complex, fragmented, and manual — and it slows down both business owners and the advisors who serve them. Aboon was founded to change that.

We're an AI-native third-party administrator (TPA) that makes it easy for advisors to offer 401(k)s and other retirement products by pairing streamlined workflows with dedicated human service. Backed by leading investors including Bain Capital and Edward Jones Ventures, we bring decades of experience building for advisors and the retirement industry. We're looking for exceptional, mission-driven people to build it with us.

As a Senior Plan Administrator, Compliance Services, you’ll perform the advanced technical compliance work behind the retirement plans served by Aboon, including testing, contributions, government filings, and consulting on advanced plan design and compliance topics.

Working alongside our Relationship Managers and Plan Administration team, you’ll handle advanced plan testing and corrections, peer review team work, and serve as a trusted technical expert on escalated plan matters — while continually improving the systems the team relies on and actively identifying opportunities for automation.

Compliance Testing and Contributions

• Independently perform annual nondiscrimination and compliance testing (e.g., ADP/ACP, 410(b), 401(a)(4), 414(s), top-heavy) and monitor 402(g), 415, and 404 limits

• Calculate employer contributions across pro rata, integrated, and new comparability formulas

• Determine compensation for testing and contribution purposes, including self-employed income calculations

• Determine correction methods for failed tests and calculate the corrections, including ADP/ACP refunds and QNEC or QMAC contributions

• Monitor compliance deadlines and deliverables across the annual cycle

Data Management and Reconciliation

• Review incoming census and payroll data, resolving discrepancies independently

• Reconcile contribution discrepancies and recordkeeper asset statements

• Keep internal databases, client records, and task management systems current

• Escalate systemic data issues to the Plan Administration Lead

Government Filings and Audit Support

• Prepare and review Forms 5500 with applicable schedules, 5558, 5330, and 8955-SSA

• Prepare filings for complex plans and support the Plan Administration Lead and Relationship Managers in responding to auditor questions

• Support IRS and DOL examinations, correspondence, and client-initiated audits

Corrections and Non-Routine Work

• Identify and analyze compliance issues, including operational and demographic failures, missed amendments, and late contributions and recommend appropriate corrective methods

• Raise document failures, missed amendments, and any matter requiring a VCP, DFVCP, or VFCP submission to the Manager, Documents & Technical Services, and prepare the supporting calculations and documentation for those filings; execute and document corrections in line with Aboon's correction methodology and internal guidelines

• Partner with 3(16) Services to resolve payroll issues, calculate corrective amounts, and facilitate processing of required corrective contributions

• Manage plan terminations and prepare specialized reporting as requested

• Support plan mergers, acquisitions, and takeovers, including coverage testing and transition of prior-year data

• Draft and review template and custom client communications

Technical Consulting

• Serve as plan compliance expert for Relationship Managers, plan sponsors, financial advisors, and independent auditors, participating in client meetings as needed

• Monitor and manage incoming service requests from Relationship Managers and Plan Consultants, as well as items identified through recordkeeper communications, resolving or routing them as needed

• Research and resolve advanced plan design and regulatory questions escalated by Relationship Managers or internal stakeholders, and escalate document and qualification matters to the Manager, Documents & Technical Services

• Translate technical compliance results into clear, actionable guidance for plan sponsors

Peer Review and Mentorship

• Conduct peer review of technical work, client correspondence and reporting prepared by Plan Administrators, escalating complex cases to the Plan Administration Lead as needed

• Coach and train Plan Administrators on testing methodologies, filing procedures, and internal workflows

• Contribute technical expertise to process improvements, internal procedures, and training materials, including applying AI and automation where it improves the work

• Provide back-up support for the Plan Administration Lead as needed, including escalations

The right person is:

• Technically fearless — a fact pattern you’ve never seen is interesting, not intimidating

• Always looking for a better method — you test new tools against your own work and you assess where they help and where they don't

• A translator — you explain complex concepts without jargon in a way that is relatable and approachable

• Accountable — you own the quality and timeliness of your work and flag risks before they become problems

• Generous with what you know — you train junior team members on the why behind the work, not just how to run the test

• Curious about the rules — you follow regulatory changes closely, evaluate what they mean for our clients and plans, and help determine how they should be applied

Required

• 7+ years of defined contribution plan administration experience with a heavy compliance focus

• Deep working knowledge of ERISA Title I and Internal Revenue Code Sections 401(a), 401(k), 401(m), 410(b), 414(s), 415, and 416 as applied to defined contribution plans

• Hands-on experience with advanced nondiscrimination testing techniques

• Experience preparing and reviewing Forms 5500, 5330, and 8955-SSA

• Ability to apply testing rules and plan document provisions accurately across varying plan designs

• Advanced Excel skills, including troubleshooting data discrepancies and reconciling census information

• Strong written and verbal communication, including explaining technical results to non-technical audiences

• Proficiency with ftwilliam, Google Workspace, and task and project management software

Nice to have

• Experience with DOL correction programs and submissions

• Familiarity with ftwilliam and the servicing modules of major recordkeeping platforms

• Hands-on experience with ChatGPT, Claude, Copilot, or similar AI tools in day-to-day work

• Holding or pursuing ASPPA QKA (or NIPA APA) or pursuing advanced ASPPA designations such as QKC, QPA, or CPC

Hiring process

This role includes a 401(k)-specific Excel assessment to establish a baseline understanding of each candidate’s current skills. It is not pass/fail; it helps us assess Excel proficiency and plan knowledge and identify where training may be most useful.

Compensation

The base salary range for this role is $100,000-$115,000, depending on experience, skills, and location. Total compensation also includes an annual bonus and equity.

Benefits

• Comprehensive health, dental, and vision insurance, with additional optional coverage

• 401(k) with company match

• Flexible paid time off and holidays

• 10 weeks paid parental leave

• A fully remote work environment, with all the technology and equipment you need

• Support for professional development and career growth

Location

Remote, though we encourage in-person attendance at 1-2 company retreats per year. This role is open to candidates based in the US. Work authorization required; no visa sponsorship.

Aboon is an Equal Opportunity Employer. We encourage applications from all qualified individuals and do not discriminate based on race, color, religion, sex, sexual orientation, gender identity, national origin, disability, veteran status, or any other protected status.