"Working with Hannah and the HB Benefits team has been such a great experience. Our transition from our previous insurance provider was incredibly smooth, and Hannah made sure we felt supported every step of the way. What has really stood out to us is that the support didn’t stop once onboarding was finished. Hannah and her team are responsive, easy to reach, and genuinely seem to care about our company and our employees. Whenever we have a question or need help with something, they’re there. It’s refreshing to work with a team that truly feels like an ongoing partner rather than just a company you hear from during enrollment."
- Trisha Davis
Air America Holmes Beach, Inc.
Our Team
Our passion extends far beyond simply providing insurance plans. We believe one of the most valuable things we can do for our clients is help employees truly understand their benefits, how to properly utilize their coverage, and where to seek care before situations become costly or stressful. By focusing on education and proactive guidance on the front end, we help businesses and employees make more informed healthcare decisions while potentially reducing unnecessary expenses along the way. From benefit strategy and open enrollment to employee education and ongoing support, HB Benefits is committed to creating long-term partnerships built on communication, service, and trust. That dedication to education and year-round support is what truly sets our team apart.
“We don’t just place benefits – we build relationships that make a difference.”
PEOPLE FIRST
We lead with empathy and always put your team's needs first.
LOCAL ROOTS
We know Sarasota because we live and work here.
TRUE PARTNER
We're with you for the long haul, not just at renewal.
EDUCATION DRIVEN
We simplify benefits so you can make confident decisions.
Meet the Team
Hannah Reynolds
Founder & President
Hannah founded HB Benefits with a simple goal: to make employee benefits feel more personal. By taking the time to understand each business and the people behind it, she provides thoughtful guidance and tailored solutions while building lasting partnerships along the way.
Sarah B
Office Administrator
Sarah helps keep HB Benefits running smoothly behind the scenes. From supporting day-to-day operations to helping clients and the team stay organized, she brings a thoughtful, dependable approach to everything she does and helps ensure every interaction with HB Benefits feels seamless and personal.
Alex B
VP, Business Operations & Development
Alex focuses on the growth and business operations of HB Benefits, helping develop processes, coordinate client initiatives, and move new opportunities forward. She works closely with employers and industry partners to build strong connections and ensures each opportunity transitions smoothly from initial conversation through implementation.
Michelle L
Benefit Counselor
Michelle works directly with employees to help make their benefits easier to understand. She provides one-on-one guidance throughout the enrollment process, answers questions, and helps employees feel confident when choosing the coverage that best fits their individual needs.