Head of Consulting & Brokerage

About BenbaseBenbase is reimagining benefits consulting for the modern era. In an industry dominated by outdated processes, spreadsheet chaos, and reactive service models, we're building something better—a benefits brokerage that fuses deep expertise with cutting-edge technology to deliver strategic, transparent, and exceptional client experiences.
Our clients want a strategic advisor who understands their business, leverages data and technology to inform decision-making, and helps them leverage benefits as a competitive advantage to attract and retain talent.
Backed by our commitment to innovation and operational excellence, Benbase is rapidly scaling. We're among the first brokerages to integrate AI-powered tools, automation, and modern workflows into every aspect of benefits consulting—helping HR teams take control of renewals, simplify strategy, and empowering employees to get real value from their benefits.
Learn more about our core values.
About the Role
We're hiring a Head of Consulting & Brokerage to lead and scale the consulting and brokerage side of our business. Reporting directly to our President and Co-Founder, this senior leader will own the strategy, performance, and execution of our client consulting, brokerage, and carrier and vendor relationships — taking primary ownership of the day-to-day leadership of the practice so Benbase can continue to grow with operational rigor, market credibility, and an exceptional client experience.
This is a defining leadership seat at a company reimagining what a modern benefits brokerage looks like. You'll set the direction for how we advise clients, negotiate with carriers, and build a repeatable, scalable service model that blends deep human expertise with AI-powered tooling. You'll be a trusted strategic partner to the Co-Founders, a coach and mentor to experienced consultants and account leaders, and the senior voice in the room on our most complex and high-stakes client relationships.
If you've spent your career earning credibility in the benefits world — and you're ready to help build the brokerage you've always wished you worked for — this is your chance to do it.

What You'll Do
Strategic Leadership & Business OversightOwn the overall direction, performance, and success of Benbase's consulting and brokerage business. Shape and align the practice to company strategy, growth goals, and service standards. Translate company priorities into clear initiatives, decisions, and expectations for the team, and serve as a trusted strategic partner to the Co-Founders and broader senior leadership team.
Client Strategy & Advisory LeadershipProvide executive-level oversight on client strategy, plan design, renewals, funding approaches, carrier negotiations, and complex benefits issues. Serve as the senior advisor on our highest-impact relationships, shaping recommendations that balance client needs, market realities, and long-term value. Act as the senior escalation point on complex client, carrier, and service matters — and help sustain retention, deepen strategic relationships, and identify opportunities for thoughtful account growth.
Brokerage & Market LeadershipLead Benbase's approach to brokerage strategy — including carrier relationships, vendor partnerships, underwriting philosophy, market positioning, and solution design. Build and sustain strong partnerships with carriers and key vendors, stay ahead of market, legislative, and compliance developments, and guide our renewal and market review strategies so recommendations are competitive, credible, and aligned with client goals.
Team Leadership & DevelopmentLead, mentor, and develop our consulting and brokerage team — including senior team members. Set clear performance expectations and accountability standards while fostering a culture of ownership, sound judgment, collaboration, and excellence. Coach team members to strengthen strategic thinking, client leadership, and decision-making, and partner with senior leadership and HR on organizational design, hiring, succession planning, and capability building as we scale.
Cross-Functional Collaboration & Company LeadershipPartner with leadership across the business to align consulting and brokerage work with broader company priorities. Collaborate closely with account management and operations to ensure a seamless client experience, and contribute to company strategy with insights on market direction, client needs, growth opportunities, and organizational readiness. Help shape how Benbase continues to differentiate itself as a modern, high-value employee benefits partner.
Operational Excellence & ScalabilityDesign and strengthen the workflows, standards, and operating rhythms that make Benbase consistent, high-quality, and scalable. Ensure strong execution across client deliverables, renewals, financial reviews, carrier negotiations, and internal coordination. Leverage technology, automation, and AI-enabled tools to improve efficiency, insight, and the client experience — and establish the performance indicators that tell us how the team, our clients, and the business are really doing.

What You'll Bring
Foundation

• 10+ years of progressive experience in employee benefits, brokerage, consulting, or agency leadership
• Senior leadership experience within a brokerage, consulting firm, or benefits practice
• Active life and health insurance license
• Bachelor's degree in a business-related field

Expertise

• Deep knowledge of employee benefits consulting and brokerage — plan design, funding approaches, renewals, underwriting, carrier strategy, and client advisory work
• Proven track record building, scaling, or running a book of business, practice area, or brokerage operation
• Strong commercial judgment across client, financial, and relationship dynamics

Capabilities

• Executive presence and exceptional written and verbal communication that build credibility internally and externally
• Proven success leading high-performing teams and developing strong leaders in a fast-paced, growth-oriented environment
• Ability to build structure, improve processes, and drive accountability without creating unnecessary complexity
• Fluent use of technology, automation, and AI to improve operations and service delivery
• Self-motivated, dependable, and committed to the highest ethical standards

This is a remote position but preferred candidates will be based in San Francisco or the surrounding area.

Why Join Benbase

A Rare Chance to Shape a Modern BrokerageStep into a seat where your leadership directly defines the service model, market position, and team culture of a fast-growing, mission-driven brokerage. Few leaders get to help build what a consulting and brokerage practice looks like when it's designed for the modern era from the ground up.
Strategic Partnership with the FoundersWork shoulder-to-shoulder with the Co-Founders and senior leadership as a true strategic partner. Your judgment and insight will shape how Benbase grows, how we serve clients, and how we differentiate ourselves as a category-defining benefits partner.
AI-Native Operating ModelLead a practice equipped with AI-powered tools, automation, and modern workflows that eliminate busywork and amplify strategic impact. Instead of fighting legacy systems, you'll set the standard for how technology elevates consulting, advisory, and service delivery.
Real Leadership, Real AutonomyYou'll have the authority to set direction, build the team, strengthen the operating model, and drive outcomes — with the support and alignment of a leadership team that's invested in getting this right.
A Mission Worth LeadingHelp growing companies attract and retain talent through smarter benefits design. Empower employees to get real value from the programs they depend on. Build the kind of brokerage this industry has been missing.

Benefits

• Financial: Competitive executive compensation, meaningful equity in a rapidly scaling company, 401(k) with employer matching and live financial advisor support, FSA and HSA tax-saving options, company-paid life and disability.

• Health & Wellness: Medical insurance, Dental, Vision, $0 Telehealth, enhanced Employee Assistance Program (EAP), company-paid accident and critical illness for individuals, company contribution to your Health FSA.

• Work-Life: Flexible PTO, paid parental leave, home office stipend, monthly connectivity reimbursement, company contribution to your Dependent Care FSA to help with day care.

Candidates from all backgrounds are encouraged to apply. We value inclusivity and diversity because they strengthen our "Human First" approach and enhance our ability to deliver exceptional benefits service. Diverse perspectives help us solve complex problems and create solutions that work for everyone. We are committed to building an equitable, welcoming team where everyone belongs.
Ready to lead the future of benefits consulting? Apply today.