<prompt> Human: Hello, I had an awkward conversation over the phone with my boss today. I jokingly asked if I would get holiday pay for filling in for someone over memorial day, he responded with well youre not w2 so dont expect it., I responded with a what, he followed up explaining the contract I signed was a 1099. I did my research and found that I totally do not qualify as a Independent contractor The thing is I am hired though a staffing company, the staffing services Ill call them Staff were hired by a bigger company Biggs Co.. Biggs Co. has been dictating all of what is mentioned above. I did sign a contract with the Staff.I work in the medical field as a IT trainer. I teach classes and I go support them in hospitals owned by Biggs Co.. I have a detailed schedule of where to be and when. I get specific instructions and a script to read. I have a dress code. I get paid hourly. I have three bosses Two in Biggs Co, one in Staff. There are full time staff that are W-2 but are hired directly by Biggs Co.. How screwed am I? I know I should have filed something in April with estimated wages. I did some research on the IRS SS-8 from, can this be done after my contract ends?I get paid a pretty good wage for someone of my age so I am hesitant about raising a hand. I started this job in January, but my contract ends tomorrow so I am almost ready to burn bridges. Only problem is its a 5050 if Staff will be hired again for a project in January which I would really like to be on and I know if I pursue the SS-8 they will not hire me again. Edit: I am 100 hired as a 1099 Putting aside 30 of my paycheck for taxes Company tricked more people than me into thinking they were a standard employee.Assistant: If your paychecks are gross sums showing no withholding, youre a 1099. Youre not screwed but you had better get on the stick paying estimated federal and local quarterly taxes. You may think you get paid a pretty good wage until you look at how much of that gross check is going straight out the door to tax authorities.Human: And that is something I fear and is part of the How screwed am IIm expecting to loose at least 15 of my paycheck now. Hence is why I am thinking about filing a SS-8 to get my taxes fixed.  <response>: you should plan on losing at least 30, probably closer to 40. 15 doesnt even cover your social security taxes not to mention state, federal, and local, depending on location. 