Senior Benefits Leader: Strategy, Compliance & Innovation

Paycom - ATS

Saint Petersburg (FL)

Hybrid

USD 140,000 - 200,000

Full time

14 days+
Application generator

Get a reply from this employer — a resume and cover letter tailored to exactly what they’re hiring for.

Get past ATS filters

Job summary

DecisionHR seeks a Director of Benefits to set and execute its benefits strategy, overseeing master plan design, renewal, and compliance for Health, Welfare, and 401(k) programs. You will manage two teams and partner with product leadership to drive growth while ensuring client satisfaction and regulatory adherence.

Ideal candidates have a strong background in benefits management, executive-level client communications, and experience with carrier relationships and funding strategies.

Qualifications

  • Bachelor's degree in Business, Finance, HR, or related discipline.
  • 10+ years of progressive experience in strategic benefits planning and management.
  • 5+ years of benefits experience with an insurance agency, carrier, PEO, or benefits consulting firm.
  • Active Florida 2-15 Health and Life Agent License required.
  • Comprehensive knowledge of health and welfare plan compliance including ACA, COBRA, HIPAA, PPACA, ERISA.
  • Ability to lead executive-level client conversations and present complex financial and plan recommendations to C-suite.

Responsibilities

  • Develop and drive DecisionHR's short and long-term benefits strategy, including master plan design and competitive positioning.
  • Direct the design, implementation, and renewal of master plans and client-sponsored plans.
  • Lead development of health, welfare, retirement, and life plans for PEO clients.
  • Stay current on benefits trends and regulatory developments; advise leadership on actions.
  • Maintain compliance and reporting for health and welfare plans including ACA, COBRA, HIPAA, PPACA, ERISA.
  • Oversee COBRA administration, carrier billings, refunds, and 401(k) plan compliance.
  • Establish and maintain relationships with carriers, underwriters, brokers, and vendors; negotiate terms.
  • Monitor benefits technology integration and file feeds to carriers/vendors.
  • Partner on alternative funding strategies and open enrollment leadership.
  • Guide clients in compliant benefits decisions; lead annual open enrollment end-to-end.
  • Oversee client renewals, new business strategy, proposals, and presentations for the team.
  • Oversee new client onboarding for seamless transitions.
  • Lead funding analysis across insured, level-funded, and self-funded arrangements.
  • Improve cost-effectiveness and profitability in the benefits book.
  • Lead and develop the Benefits division team; set priorities and standards.
  • Foster accuracy, compliance, and exceptional client service; adhere to data privacy policies.

Skills

Analytical skills
Financial modeling
Funding analysis
Claims review
Cost containment

Education

Bachelor's degree

Job description

DecisionHR seeks a Director of Benefits to set and execute its benefits strategy, overseeing master plan design, renewal, and compliance for Health, Welfare, and 401(k) programs. You will manage two teams and partner with product leadership to drive growth while ensuring client satisfaction and regulatory adherence.

Ideal candidates have a strong background in benefits management, executive-level client communications, and experience with carrier relationships and funding strategies.

Get your free, confidential resume review.

or drag and drop your file here.

Similar jobs

Similar jobs worth comparing

Chief Benefits Architect
Chief Benefits Architect

DecisionHR • Saint Petersburg (FL)

On-site
USD 180,000 - 240,000
Senior Benefits Director — Strategy, Compliance & Retirement
Senior Benefits Director — Strategy, Compliance & Retirement

MissionHires • Houston (TX)

On-site
USD 100,000 - 130,000
Bonus eligibility: 20–30%
Director of Benefits
Director of Benefits

DecisionHR • Saint Petersburg (FL)

On-site
USD 180,000 - 240,000
Director of Benefits & 401(k) Strategy
Director of Benefits & 401(k) Strategy

Partner Engineering and Science, Inc. • Torrance (CA)

On-site
USD 100,000 - 125,000
Health insurance
Dental insurance
Vision insurance
+2
Senior Benefits Strategist & Programs Lead
Senior Benefits Strategist & Programs Lead

Global Industrial Company • Port Washington (NY)

On-site
USD 120,000 - 190,000
Director of Benefits
Director of Benefits

University of Rochester Medicine • City of Rochester (NY)

On-site
USD 120,000 - 180,000
Senior Benefits & Wellness Strategy Lead
Senior Benefits & Wellness Strategy Lead

Consigli Construction • Milford (MA)

On-site
USD 110,000 - 170,000
Senior Benefits Manager: Strategy & Compliance
Senior Benefits Manager: Strategy & Compliance

Search Solution Group • Arlington (TX)

On-site
USD 85,000 - 120,000
Senior Benefits Strategy Lead | Health & Wellness Programs
Senior Benefits Strategy Lead | Health & Wellness Programs

Addison Group • Naperville (IL)

On-site
USD 130,000 - 140,000
Medical insurance
Vision insurance
401(k)
Strategic Benefits Leader—Self-Funded Plans and Compliance
Strategic Benefits Leader—Self-Funded Plans and Compliance

Global Industrial Company • Milwaukee (WI)

On-site
USD 120,000 - 180,000