DC residents will have an additional six days to sign up for 2019 health insurance coverage through DC Health Link. The new deadline to enroll is 11:59 pm on Wednesday, February 6. Individuals who enroll up by that deadline will have coverage beginning March 1, 2019. At Family Health Birth Center. DC Health Link trained and certified Assisters will be on site to offer FREE enrollment support, answer questions and share information about health insurance options, financial assistance for reduced monthly premiums, Medicaid and other services.