Very complex question here.
I was in a car accident in april 2022. The guy who hit me didnt have insurance. I had uninsured motorist insurance, but I still had to pay 9000 out of pocket for damage to my car and towing etc. I also had 9000 in medical bills. I am getting a settlement from the personal injury component of my uninsured motorist insurance. My question is... Can I write those bills off on my taxes? Together those two bills are greater then the standard deduction for w2 employees. So could I write them off on a schedule A? Also the bills were issued this year, but I'm not sure if it is better to pay them off in 2023 instead of 2022. Or if that even matters for a schedule A. I do have a w2 job but I did do alot of door dash this year so I am also getting a 1099 for 2022. I also intend to keep doing door dash next year as well.
