Director, Health & Benefits

Company: Piper Jordan
Location: San Diego
Posted on: January 5, 2026

Job Description:

Job Description Built on meritocracy, our unique company culture rewards self-starters and those who are committed to doing what is best for our customers. Piper Jordan i s seeking a Director, Health & Benefits to join our growing team in San Diego, CA! As a Director, Health & Benefits, you will serve as a strategic advisor and trusted partner to our largest and most complex clients. You will lead multidimensional consulting engagements, driving strategy across the full spectrum of health and welfare programs. This role demands sophisticated client relationship management, team leadership, and business development expertise. Directors play a key role in growing client accounts, mentoring rising talent, and advancing innovative benefits strategies that align with each client’s unique culture and business goals. How You Will Contribute: Serve as the senior relationship lead for a portfolio of complex, national clients across multiple industries Drive strategic planning, design, and execution of total rewards and benefits programs Lead and inspire cross-functional client teams to deliver consistent, high-quality consulting deliverables Actively engage in client governance, plan performance reviews, and high-stakes presentations Identify opportunities to deepen client relationships by delivering innovative, data-driven solutions Oversee vendor selection, performance management, and implementation activities Provide executive-level support on escalated client and vendor issues Develop and present multi-year strategic roadmaps aligned with client priorities Participate in and lead new business development efforts, including RFP responses, finalist presentations, and solution design Partner across practices and subject matter experts (SMEs) in areas such as pharmacy, absence management, and population health Provide mentorship and coaching to junior and mid-level consultants, fostering a high-performing, collaborative culture Licenses And Certifications State Life & Health license (or ability to obtain within 90 days) Skills & Experience To Be Successful Bachelor’s degree required; Master’s degree or advanced professional certification preferred 10 years of progressive consulting or brokerage experience in employee benefits Proven ability to grow and retain a book of business through outstanding client delivery and consultative sales Demonstrated leadership in managing large client teams and complex benefit strategies Advanced knowledge of health and welfare plans, funding methodologies, compliance frameworks, and vendor landscape Exceptional executive presence, communication skills, and negotiation capabilities Analytical mindset with strong command of benefits financials and performance metrics Proficient in Microsoft Office Suite, particularly Excel and PowerPoint Pay Range $140k - $200k Annual The pay range provided above is made in good faith and based on our lowest and highest annual salary or hourly rate paid for the role and takes into account years of experience required, geography, and/or budget for the role. Teammate Benefits & Total Well-Being We go beyond standard benefits, focusing on the total well-being of our teammates, including: Health Benefits: Medical/Rx, Dental, Vision, Life Insurance, Disability Insurance Financial Benefits: ESPP; 401k; Student Loan Assistance; Tuition Reimbursement Mental Health & Wellness: Free Mental Health & Enhanced Advocacy Services Beyond Benefits: Paid Time Off, Holidays, Preferred Partner Discounts and more. Not reflective of all benefits. Enrollment waiting periods or eligibility criteria may apply to certain benefits. Benefit details and offerings may vary for subsidiary entities or in specific geographic locations. The Power To Be Yourself As an Equal Opportunity Employer, we are committed to fostering an inclusive environment comprised of people from all backgrounds, with a variety of experiences and perspectives, guided by our Diversity, Inclusion & Belonging (DIB) motto, “The Power to Be Yourself”.

Keywords: Piper Jordan, Fountain Valley , Director, Health & Benefits, Sales , San Diego, California