Check about setting up an LLC. I don't know Wisconsin laws, but here's how it worked for me in High School:
I sold computers, so I had an LLC and sales tax license at age 16. My truck (1995 F-150) was insured to the company, and I was the only person in the company. So, I ended up with a truck that cost me about $25/month to insure. The way it was set up, I was allowed to drive it to school and for other personal things.
I found a guy who does vehicle recycling, and got free tires in exchange for bringing the rims back (I still do this), and I was able to deduct the insurance on my taxes. I learned how to do my own work.I lov e working on my trucks... usually.
I legitimately used the truck for business, though. It was a lot of trouble to go to, but for a 17 year old man, it was a way to save a lot of money. Since a mechanic really screwed up on my Chevrolet (Made a non-running truck worse), I did what I had to do. I worked until 1AM many mornings before going to school. I don't remember a lot of History class.
If you have the drive like I do, that can work. But, a job is a much nicer option. You know how much money you'll have every two weeks. There's no shame in taking a job. If my career were to hit a hard time, I'd be grateful to work at WalMart or McDonalds.
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