The goal of this study is to explore the impacts of in-person insurance enrollment assistance on HIV care linkage, retention, and insurance uptake. This study will recruit participants frequenting social, political, community-based, and healthcare venues serving men who have sex with men (MSM) and help enroll them in health insurance through Medicaid or the Illinois Marketplace. Results from this study will inform future HIV prevention strategies by illustrating if/ how insurance enrollment should be involved with routine HIV outreach and care. Financial support for this study is provided by the Centers for Disease Control and Prevention (CDC). For more information, please contact Rebecca Eavou.