cbire880 it really depends on who you talk to. Give your FSDO in the area a call and see what they say. If they say you can still accept money then just grab their name and do it. I spoke with some guys at the Houston FSDO and they said since you weren't required to have a class two medical that you could flight instruct for pay. Also by the definitions of "Holding out" etc. it's the only form of flying for pay you can do and not be breaking those rules. In reality it's a gray area. One they never really worried about fixing. There are several instances where it goes one way and several where it goes another. To get an actual answer would require small adjustments in many different areas. The examples you gave were more about a company you work for requiring you to instruct while on required rest for that company. Not for the individual. So it's up to whoever wants to to call/write someone and get it in writing or at least get a name of the person you talked to in the event someone else tries to tell you otherwise. It is not your job to interpret the regs. If there is not clear cut answer then an answer from the FAA will suffice. So give them a call and find out. On a separate issue I once spoke to three different Feds about a subject and each gave a completely different answer so it could be a crap shoot.