Our Story

Karen Ross

For years, we worked quietly behind the scenes – building industry standard insurance and medigap websites for the wrong people, refining enrollment flows, and shaping user experiences for some of the biggest names in Medicare Supplement insurance. From policy pages to comparison engines, we made sure everything worked; not just for agents and brokers, but more for the seniors trying to find accurate, clear answers in a complicated system. That didn’t always go over very well with executives.

We came up through the ranks solving real problems for real people. We’ve built tools used by thousands of Medicare shoppers and worked directly with carriers, call centers, and marketing teams to make the process simpler. But time and again, we saw the same issues: cluttered sites, buried important information, and too much jargon to keep people confused. Seniors deserve better.

So after years of creating solutions for others, we decided to build something of our own. That’s how ClickMedigap was born – a clean, honest platform designed by people who know the industry from the inside, and who care deeply about making it easier to navigate.

We’re not a call center. We’re a small team of seasoned pros who value clarity over confusion and guidance over pressure. Every page you see here was built with care, drawing on years of experience helping Medicare shoppers find their way.

We believe comparing Medicare Supplement coverage shouldn’t feel like a maze. It should feel like sitting down with someone who understands the system and can explain your options simply, like a trusted neighbor. That’s what we’ve built here – and we’re just getting started.

ClickMedigap is our way of doing things right: no fluff, no gimmicks, no pushy sales tactics. Just straightforward tools, plain-language resources, and the integrity you deserve when making some of life’s most important decisions. We’re glad you’re here.