Director, Health & Benefits

Bridge Specialty Group•San Diego, CA

About The Position

Built on meritocracy, our unique company culture rewards self-starters and those who are committed to doing what is best for our customers. Brown & Brown is 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.

Requirements

State Life & Health license (or ability to obtain within 90 days)
Bachelor’s degree
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

Nice To Haves

Master’s degree or advanced professional certification preferred

Responsibilities

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