Re: Taxes, How will this work
Totally depends on your state laws.
Legally, you very likely are required to report it. Legally you would pay your state the tax. It is called USE tax when a transaction like this occurs. Failure to do so is called Tax Evasion. Tax Evasion is quite different that Tax Avoidance in that Evasion can, in extreme cases, lead to jail time, or normally would lead to penalties, back inerest, and the tax itself.
Now the question is what are your chances of getting caught. Again, that is a state issue. Many states have resiprocity agreements with surrounding states and states in close proximity. So if you cut a deal with a dealer just across the state line, your risk is significantly higher than your risk might be if you cut a deal with a dealer who is across the other side of the Mississippi river.
DISCLAIMER: I am neither an accountant nor a lawyer, however I am an "expert witness" who has testified in multiple states and multiple tax jurisdictions on excise tax issues for a couple different industries. I have been requested to tesify not only by various trade associations, but also by both Republican and Democratic members of various State Senates and Houses of Represntatives