My (23F) boyfriend (24M) is a truck driver for a small trucking business. This is a family-owned business, meaning his boss is his father. I have been filing my own taxes for the past five years, boyfriend's dad has been “taking care of” his taxes for the past five. We are looking to move and hopefully beginning to plan for big things, like buying a home and maybe starting our own business. With that being said, my boyfriend asked me to help handle his taxes and finances this year. Now that I am working to file his taxes (1099-NEC), it really sounds from the outside that he should be on a W-2… A lot of exemptions that I am aware of aren't applicable because he doesn't pay for repair, fuel, or other truck expenses, nor does he own the truck… He receives no benefits and is paid from one source, which is the small trucking company. I want to make sure I am right before being vocal of my accusations and would appreciate any direction or advisement on how to proceed. My main priority is doing right by my boyfriend and making sure he is in the clear and not being screwed over. Thanks in advance!
TLDR; BF works for family-business but is being reported as contract labor/freelancer by boss (his dad)