The team behind the execution

Experienced. Responsive. Built to support brokers, employers, and growth-minded partners.

What clients can expect

Experienced support across enrollment, operations, technology, and client service.

Benefit Box brings together enrollment, operations, technology, and service leadership to help clients move faster, communicate better, and execute with confidence.

Ryan Anderson

President
Provides the leadership, direction, and operating discipline behind Benefit Box, with a clear focus on accountability, execution, and consistent client outcomes.

 

Craig Russey

National Practice Lead
Focused on enterprise strategy, growth initiatives, and retention discipline, Craig helps guide the broader direction of the business while supporting long-term scalability and organizational alignment.

Lisa Russey

National Head of Operations
Operationally grounded and highly experienced in enrollment platform technology, Lisa drives process improvement, workflow efficiency, and day-to-day consistency across the organization.

William Larrabee

National Head of Sales
Bringing a national growth perspective to partner development, market strategy, and opportunity alignment, William helps position Benefit Box for meaningful lift and durable results.

Kyle Russey

AVP, Sales
Working closely with broker partners, Kyle helps identify growth opportunities, align the right support model, and move business forward with clarity, momentum, and strong follow-through.

Matthew Leggett

Broker Consultant
A steady presence in partner support and enrollment execution, Matt helps keep initiatives coordinated, timelines clear, and day-to-day delivery moving professionally.

Juan Franco

Broker Consultant
Supporting execution across marketing, logistics, and account coordination, Juan helps keep moving parts aligned and delivery dependable from planning through implementation.

Want to see what this looks like in practice?

Let’s map the right support model for your business and enrollment goals.