PEO Compliance Lead (Benefits Product)

TL;DR

PEO Compliance Lead (Benefits Product): Developing and executing comprehensive compliance strategies across integrated benefits and employment-related insurance programs with an accent on regulatory analysis and program management. Focus on operationalizing complex statutes, assessing downstream impacts, and guiding the development of scalable compliance solutions in a multi-state environment.

Location: This is a hybrid role, requiring 2-3 days per week in the office in Scottsdale, AZ, Denver, CO, San Francisco, CA, or New York, NY.

Salary: $112,000-$138,000/yr in Denver & most major metro locations, and $136,000-$167,000/yr for San Francisco & New York.

Company

hirify.global is a product company on a mission to grow the small business economy by providing payroll, health insurance, 401(k)s, and HR solutions.

What you will do

• Develop and execute comprehensive compliance strategies for integrated benefits and employment-related insurance programs.
• Lead complex compliance initiatives and operationalize statutes, regulations, and guidance across multiple regulatory domains and jurisdictions.
• Collaborate with Product, Legal, and Operations to translate complex policy implications into actionable business insights.
• Establish methods, processes, and controls for addressing new or evolving compliance challenges.
• Serve as a senior subject matter expert, advising stakeholders on complex regulatory questions and contributing to compliance best practices.

Requirements

• 8+ years of experience in benefits compliance, insurance regulation, or a closely related field, with deep expertise in multi-employer insurance arrangements.
• Demonstrated experience supporting regulated insurance products at scale, including multi-state health insurance offerings.
• Strong working knowledge of federal and state insurance regulations, including ERISA, ACA, market conduct rules, producer licensing, and anti-rebating laws.
• Proven ability to conduct independent regulatory research and interpret statutes, regulations, and guidance.
• Strong track record of partnering with Product and Operations teams to inform product design and roadmap decisions from a compliance perspective.
• Excellent written and verbal communication skills, able to explain complex regulatory concepts to non-legal audiences.

Nice to have

• Experience working with or supporting digital or technology-enabled insurance platforms.
• Familiarity with state DOI interactions, market conduct exams, or regulatory inquiries.

Culture & Benefits

• Hybrid work model with 2-3 days per week expected in one of the designated office locations.
• Supporting over 400,000 small businesses across the country.
• Commitment to diversity, equity, and inclusion.
• Competitive cash compensation determined by location, experience, and expertise.
• Opportunity to work closely with Product, Legal, and Operations teams.