Role Description
The Director of Retirement Compliance is a strategic, high-impact leadership role responsible for ensuring that Human Interestβs platform operates with regulatory precision under ERISA, DOL, and IRS guidelines. This leader will drive continuous innovation across compliance workflows, architecting root-cause feedback loops to resolve plan errors and delinquencies while driving the end-to-end compliance health of our plans at scale.
Operating at the intersection of regulatory governance, incident management, and product delivery, the Director will:
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Oversee high-level customer advocacy escalations in close partnership with Legal.
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Steer feature rollout reviews.
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Build real-time monitoring infrastructure for SLAs and regulatory deadlines.
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Proactively manage risk and financial exposure.
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Own remediation solutions end-to-end.
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Actively coach and uplevel frontline compliance managers.
Qualifications
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10+ years of experience in ERISA compliance, with at least 5 years in leadership roles within retirement plan administration.
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Current ERISA-related professional certifications (QKA, QPA, RPF, or equivalent).
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Proven track record of leveraging technology to drive compliance efficiency and scalability.
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Experience with 401(k) plan administration, including nondiscrimination testing, plan document maintenance, and fiduciary oversight.
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Strong ability to develop compliance frameworks and processes that drive measurable results.
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Experience implementing compliance technology solutions and automated testing systems.
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Exceptional communication skills with ability to translate complex regulatory requirements for diverse stakeholders.
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Data-driven approach to compliance management and risk assessment.
Requirements
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Nice to have: Advanced ERISA certifications (CEBS, CPC).
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Juris Doctor (JD) with an emphasis on ERISA, employee benefits, or administrative law.
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Experience within a high-growth fintech, modern TPA, or SaaS retirement platform.
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Track record of implementing compliance automation in high-growth environments.
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Experience scaling compliance functions from startup to enterprise stage.
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Background in regulatory technology (RegTech) or compliance software implementation.
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Proven ability to influence regulatory strategy based on industry trends and regulatory changes.
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Experience managing both remote and in-office compliance teams.
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Knowledge of emerging compliance technologies including AI and machine learning applications.
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Practical familiarity with workflow automation tools (e.g., Jira, Gemini) and dashboarding software (e.g., Salesforce, Hex).
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Deep background navigating voluntary correction programs (IRS EPCRS and DOL VFCP/DFVCP).
Benefits
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A great 401(k) plan with a dollar-for-dollar employer match up to 4% of compensation (immediately vested) and $0 plan fees.
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Top-of-the-line health plans, as well as dental and vision insurance.
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Competitive time off and parental leave.
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Unlimited access to digital tools, financial professionals, and a knowledge center to help you understand your equity and support your financial wellness.
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Enhanced Mental Health Support for Employees and dependents.
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Fertility healthcare and family forming benefits.
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Student loan resource to help you and your family plan, borrow, and repay student debt.
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Monthly work-from-home stipend; quarterly lifestyle stipend.
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Engaging team-building experiences, ranging from virtual social events to team offsites, promoting collaboration and camaraderie.