Simple, reliable health benefit guidance.
Benefitly provides clear, plain-language solutions for employers, employees, and brokers to understand and utilize employee benefits effectively and effortlessly.
Built by people who’ve seen the problem firsthand.
Ross Davis, Founder & CEO
Ross brings years of experience working with hospitals and independent medical practices, where he saw firsthand how benefits confusion leads to delayed care, surprise bills, and patient dissatisfaction. That experience drives Benefitly's obsession with plain-language benefits communication.
Before Benefitly, Ross co-founded PatientPal, a healthtech company automating much of the insurance burdens within medical practices.
“I’ve seen too many patients delay critical care because they didn't understand what their insurance would actually cover. The need for critical care was caused by the avoidance of routine medical check-ups that were simply left behind because of confusions caused by insurance jargon and a lack of transparency.”
Chase O’Neill, Founder & CTO
Chase leads engineering and product development at Benefitly. He brings 20+ years of senior engineering experience, including architecting high-throughput streaming systems for events at the scale of the Super Bowl and the Olympics; environments where milliseconds matter and there are no second chances.
His philosophy is that great software should make hard things feel simple. Benefits documents are genuinely complex. Employees shouldn't have to be. The technology has to do the hard work so they don't.
"I've spent my career building systems that have to work for millions of people, in real time, with no margin for error. Benefitly is the first time I've pointed all of that at a problem that actually changes how someone navigates their own healthcare. That's the work I want to be doing."
James Drew, Strategic Adviser & GTM Lead
Jim brings deep insurance, healthtech, and insurtech experience to Benefitly. During his career, Jim served as Senior Vice President of Strategy, Product, and Marketing for BCS Financial, Chief Growth Officer for healthtech startup Medzown, and Senior Vice President of Marketing for insurtech startup ClearPoint Health.
As the leader of Benefitly's go-to-market strategy, carrier relationships, and compliance framework Jim as has deep understanding of broker and employer needs from the inside out. His experience as a trusted advisor and executive operator with benefits organizaions brings credibility with the broker community for innovative software solutions like Benefitly.
“Throughout my career, I’ve worked with payers, brokers, and employers to develop common-ground and common-sense solutions that bring value to those we collective serve: healthcare consumers.
Bert Davis, Strategic Adviser
Bert Davis knows what it takes to build something from the ground up and keep it standing for decades.
As the founder of Davis Decorative Hardware, Bert has spent over 40 years growing a South Louisiana institution from a single small warehouse into a four-location operation employing 22 people across the region. What started as a bet on craftsmanship and local relationships became a business defined by staying power, navigating economic cycles, supply chain realities, and the unique demands of building a loyal customer base in competitive regional markets.
That journey gave Bert a rare kind of business intelligence: the kind that only comes from making real decisions with real consequences, year after year. He understands how small businesses actually operate — how they hire, how they grow, and where the friction lives.