healthjoy
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Doug Morse-Schindler Bet the Company on the Last Mile
Before HealthJoy served more than a million members, its president rebuilt a sailboat, survived a bruising pivot and spent six months earning one customer’s trust. His career is an argument that distribution is not the dull part of invention - it is where invention becomes useful.
Justin Holland
Justin Holland is the co-founder and CEO of HealthJoy, a Chicago-based digital health company that turns the maze of employee benefits into a single AI-guided app. An MIT-trained engineer and serial entrepreneur with two prior exits (OpenInstall to AVG/Avast and FreeCause to Rakuten), he started HealthJoy in 2014 after a personal run-in with the American healthcare system left him unable to find out what his own care would cost. He has led the company for more than a decade, raised roughly $108M in venture financing through a Series D, and built a platform now used by hundreds of thousands of members to navigate care, cut costs, and reach a virtual assistant named JOY.