With way should I go ?

If he puts you on a 1099 then it means you won't have workers comp which is very likely against your home states laws.

If your "just the driver" so to speak, it should always be a w2. A lot of guys cutting corners hoping to haul for even cheaper then the next guy.

I personally would see it as a red flag.

As far as social security number to LLC.... not
much difference really in regards to how your taxed.

 

Yeah generally the 1099 is to avoid workmans comp which is very costly. Avoid matching your payroll tax contributions which adds up fast. Avoid paying unemployment taxes of any kind. Lastly, they can get by much more cheaply and easily on their back end accounting costs not having to do payroll, just cut a check.

Normally I wouldn't care what people do inside their business, but this in particular sort of irks me because it allows them to cut major costs that us legit guys are paying.

 

Let me guess a White Volvo trk.and the owner's name in Ivan, Borse......

 

I would have thought he would have you sign a W-9 and put you as a subcontractor. Then it is up to you to figure out what your reporting and he wouldnt have to worry about workmans comp as you would be your own boss.