<prompt> Human: Like the title says. I put off doing this last year because of how terrified I was to owe tens of thousands to the government. Edit- havent filed since 2013. So Im filing for 2014, 15, and 16 now. Assistant: They are not gonna be happy. At all. Claiming exempt is even worse than just not filing and could reasonably be construed as tax fraud.Good news is you should avoid jail time, but expect tons and tons of fees and penalties, and probably an audit after the fact just to double check your work.Human: Holy shit... at the time I first did it I was making considerably less and it was my only option to keep current with my bills... then I got promoted and relocated from mass to Texas and just figured I would do it for another year so I could use the money to pay down collections accounts and try to fix my credit. I finally decided I cant keep running and ignoring. Shit. Im dropping the W-2s off to my buddy who is going to file them for free tonight. I hope its not too too bad and when I call they let me work out a payment plan.  <response>: I strongly recommend you work with a CPA or tax lawyer on this. They are the experts at things like this, will help find ways to mitigate the damage, and it will help your credibility with the IRS. They wont be happy with you, but they do have a respect for people coming clean. Source: I did not file for a period of nearly ten years, finally hired a CPA, got my documents together, and between state and federal ended up with a refund totaling around a quarter my annual income. Your results will vary and may not be as happy as mine. Needless to say, I file my taxes now. 