Hi Amy Woidtke! I know Vanessa Laughlin and her team at Banister Advisors help clients with this. They offer healthcare navigation services, one of which is "Collaborative support in researching healthcare coverage options including private pay, Medicare, and other government programs such as Social Security and Veterans Benefits." One of their partners is also an attorney. I think they're be a good place to start, and could likely refer you out if not a good fit.