<prompt> Human: When I met my girlfriend two years ago she had just decided not to move out of the country and go off grid. She had spiraled downward and stopped taking care of everything in her life. Over the last two years she has decided she wants to build a life and Ive gotten her to realize she needs to get her shit together before she does anything else. Thats not to say we will never leave the US, but for now she needs to be stable. She is now 32 and has not been insured or paid taxes for three years. She has held different jobs from bartending, to cleaning, to doggy day care, etc. She has been working on the books for over a year now when before she was under the table. So here is the question: Where do we begin? She needs insurance to get caught up on her medical visits but in order to do that does she need to handle her taxes? Essentially, she wants to sit down and say this is everything, I know I messed up, what do I need to do? but we dont know who to go to. I have always just maintained my taxes and insurance so Im not sure how to handle this. Thanks reddit!  <response>: She doesnt need to get caught up on her taxes to get insurance. I would separate those tasks.It also sounds like it would be fairly easy to file 2016 taxes, if she kept the W-2 she received from her on the books employment that year. She can file past years taxes out of order. 