Great question! Lots of components here. In short our stance is that 99% of contractors should itemize at least some of their expense write offs.

What about the standard deduction? https://blog.keepertax.com/posts/should-i-still-track-expens...

Mileage vs. actual car expenses: https://blog.keepertax.com/posts/should-i-claim-mileage-or-a...