Deputy Chief Human Resources Officer, Health and Welfare

Company Description

A best-in-class city that attracts best-in-class talent, Philadelphia is an incredible place to build a career. From our thriving arts scene and rich history to our culture of passion and grit, there are countless reasons to love living and working here. With a workforce of over 30,000 people, and more than 1,000 different job categories, the City of Philadelphia offers boundless opportunities to make an impact.

As an employer, the City of Philadelphia values inclusion, integrity, innovation, empowerment, and hard work above all else. We offer a vibrant work environment, comprehensive health care and benefits, and the experience you need to grow and excel. If you’re interested in working with a passionate team of people who care about the future of Philadelphia, start here.

What we offer

• Impact - The work you do here matters to millions. 
• Growth - Philadelphia is growing, why not grow with it? 
• Diversity & Inclusion - Find a career in a place where everyone belongs.
• Benefits - We care about your well-being.

Agency Description

The Office of Human Resources is the City’s centralized human resources agency with responsibility for attracting and retaining a 21st century workforce to drive outcomes for our businesses, residents, visitors and community. 

The Office of Human Resources (OHR) works with City departments, agencies, boards, and commissions to attract and keep a talented and diverse workforce for the City of Philadelphia.

The City employs over 25,000 people in more than 1,000 different job categories. We are committed to developing careers that make a difference in the lives of others.

Our office:

• Promotes employee growth and development.
• Ensures a supportive work environment.
• Provides education and training programs.
• Manages employee benefits.
• Makes sure employees understand City policies.

Job Description

Position Summary

The Benefits Division’s focus is to provide a quality health benefits package that serves the needs of both the organization and its employees. The Deputy Director of Health and Welfare directs the design and administration of the City Administered Benefits Plan for active employees and retirees, with a strong focus on health equity and wellbeing. Many initiatives are primarily intended to promote health literacy, and healthy lifestyles of employees, and families while effectively managing costs.

The Deputy Director of Health and Welfare reports to the Chief Human Resources Officer for the City.  The position provides effective management of employees benefits though vendor relationships  and direction of  activities including health provider contract solicitation and evaluation, oversight of the  union-administered plans for active and retiree members, administration of citywide life insurance, dependent care, and transportation benefits, payment validation for self-insured union plans, provision of retiree data for actuarial analysis for inclusion in the City’s Annual Financial Report, maintenance of data on incurred-but-not-paid claims, annual provision of the 1095 form for employee tax compliance, administration of the City’s service-connected disability program under Regulation 32, and provision of ongoing training for HR representatives in client departments. City Representation, Trustee for all City Health and Welfare Union Funds.

Essential Functions

• The Deputy Director of Health and Welfare has responsibility for key areas that include strategic direction, financial oversight, program management, and compliance.
• Designs, implements, and refines the company's health and welfare plans for active and retiree populations. This includes medical, prescription, dental, vision, life insurance, wellness, EAP, FSA other ancillary benefits include: Back up Care/ Concierge Services, Pregnancy / Postpartum / Menopause, Voluntary Benefits include: Term Life, Hospital, Accident, Critical Illness, Pet Insurance.
• Stewards financial resources and monitors budget and performance of all benefits plans; negotiates with carriers and vendors to manage costs and ensure a competitive and fiscally sound benefits portfolio.
• Engages and maintains relationships with all third-party vendors, including insurance companies, benefit administrators, and wellness providers.
• Ensures all benefits programs comply with complex federal and state laws, such as the Affordable Care Act (ACA), COBRA, ERISA, HIPAA, FMLA and Medicare.
• Leads Health literacy communications to educate the HR community and City employees about benefits and champions change to improve health outcomes. 
• Directs a team of benefits professional and administrative staff, providing technical direction and guidance as well as growth and development in all aspects of health and welfare program administration.
• Reports on the status and performance of benefits programs to the Mayor, City Council, and other key City officials.
• And other duties as assigned.

Required Competencies, Knowledge, Skills, and Abilities

Knowledge of:

• Principles and practices of employee benefits administration, including medical, prescription, dental, vision, life insurance, FSA / Health/ Dependent Care and Commuter Benefits, wellness programs and voluntary benefits.
• Federal, state, and local laws governing employee benefits, including ACA, HIPAA, COBRA, FMLA, ERISA, Medicare and related compliance requirements.
• Health plan design, funding strategies, and cost containment methods for large, complex organizations.
• Collective bargaining agreements and the interaction between union-administered and City-administered benefit programs.
• Actuarial principles, financial reporting requirements, and data analytics used to evaluate plan performance, incurred-but-not-paid claims, and retiree health liabilities.
• Demonstrated thorough understanding and articulation of group health plans, insurance principles, and benefits administration is essential.

Skill in:

• Strategic program design and evaluation to balance employee wellness with fiscal sustainability.
• Negotiating and managing contracts with benefit providers, consultants, and third-party administrators to ensure value and accountability.
• Analyzing and interpreting complex data, including claims experience, utilization trends, and actuarial valuations, to inform policy decisions.
• Leading and developing multidisciplinary teams responsible for benefit operations, compliance, and customer service.
• Communicating complex benefit concepts clearly and persuasively to executive leadership, unions, employees, and external stakeholders.
• A strong command of the complex legal landscape governing employee benefits is mandatory.

Ability to:

• Develop and implement comprehensive benefits strategies that align with organizational goals and promote employee well-being.
• Ensure compliance with all applicable benefit laws, regulations, and reporting obligations, including preparation of annual filings and tax documentation (e.g., 1095 forms).
• Collaborate effectively with union representatives, actuaries, finance staff, and departmental HR offices to resolve complex benefit issues.
• Evaluate program effectiveness through metrics and performance indicators, recommending data-driven improvements to enhance outcomes and control costs.
• Exercise sound judgment and confidentiality in handling sensitive employee, financial, and health information.
• The ability to lead a team, manage vendors, and communicate with diverse stakeholder audiences and employees is critical.
• Advocacy for improving disparate health outcomes among varied employee populations and fostering access to quality health and wellness coverage and resources.

Qualifications

Bachelor’s degree in human resources management, public administration, business administration, finance, health administration, or a closely related field. Master’s degree preferred.

At least seven (7) years of progressively responsible experience in human resources, with a significant focus on benefits management and administration within a large, complex organization. Demonstrated success in implementing cost-saving measures and innovative strategies to enhance health and wellness programs, improve plan design, and optimize employee coverage options.

We value diverse experiences and are open to flexible qualifications. If you are passionate about this role and meet some of the key criteria, we encourage you to apply.

Additional Information

TO APPLY: Interested candidates must submit a cover letter and resume.

Salary Range: $155,000 - $175,000

Discover the Perks of Being a City of Philadelphia Employee:

• Transportation: City employees get unlimited FREE public transportation all year long through SEPTA’s Key Advantage program. Employees can ride on SEPTA buses, subways, trolleys, and regional rail for their daily commute and more.
• Parental Benefits: The City offers its employees 8 weeks of paid parental leave.
• We offer Comprehensive health coverage for employees and their eligible dependents.
• Our wellness program offers eligibility into the discounted medical plan
• Employees receive paid vacation, sick leave, and holidays
• Generous retirement savings options are available
• Pay off your student loans faster - As a qualifying employer, City of Philadelphia employees are eligible to participate in the Public Service Loan Forgiveness program. Join the ranks of hundreds of employees who have already benefited from this program and achieved student loan forgiveness.
• Unlock Tuition Discounts and Scholarships - The City of Philadelphia has forged partnerships with over a dozen esteemed colleges and universities in the area, ensuring that our employees have access to a wide range of tuition discounts and scholarships. Experience savings of 10% to 40% on your educational expenses, extending not only to City employees but in some cases, spouse and dependents too!

Join the City of Philadelphia team today and seize these incredible benefits designed to enhance your financial well-being and personal growth!

*The successful candidate must be a city of Philadelphia resident within six months of hire

Effective May 22, 2023, vaccinations are no longer required for new employees that work in non-medical, non-emergency or patient facing positions with the City of Philadelphia. As a result, only employees in positions providing services that are patient-facing medical care (ex: Nurses, doctors, emergency medical personnel), must be fully vaccinated.

The City of Philadelphia is an Equal Opportunity employer and does not permit discrimination based on race, ethnicity, color, sex, sexual orientation, gender identity, religion, national origin, ancestry, age, disability, marital status, source of income, familial status, genetic information or domestic or sexual violence victim status. If you believe you were discriminated against, call the Philadelphia Commission on Human Relations at 215-686-4670 or send an email to faqpchr@phila.gov.

For more information, go to: Human Relations Website: http://www.phila.gov/humanrelations/Pages/default.aspx

Client-provided location(s): Philadelphia, PA

Job ID: f40f1770-36bb-43cc-a64c-bb1556bf9a77

Employment Type: OTHER

Posted: 2025-12-11T16:19:11