Hello Mustachians,
Tax Question: I was a contractor for the past 10 months. I would commute for this job about 100 miles daily round trip. I was contracted through a head hunter agency, but am I able to qualify for a sole proprietorship? Can I retroactively apply this title to myself, and if I can, can I write off the miles at the 2018 IRS Tax deduction rate? I have researched this question online, but the line gets very blurry because I was contracted through someone and I am fairly unfamiliar with these sorts of tax questions.
Additionally, I am still contracted part time with a business in another city. I commute to this city 3-5 times weekly at around 80-100 miles round trip. For this job, I am not contracted through the company and work independently. Would this also be able to qualify? Could the miles I spend driving count towards me? Are there any substantial downsides, aside from liability for doing this and am I able to retroactively apply this status to receive the tax benefit for all of the miles I have driven?
Looking forward to hearing your thoughts and expertise, thanks
Maz_Phil