I think the problem with this, moral stances on taxation aside, is that kind of arrangement is illegal. That also means risk grows as you get into material amounts of money/work. I'd venture to say that strong motivation either as buyer or seller of said services makes dealing with the taxes and paperwork worth it again if you want to do much volume. For example in order to live well in a western society that's virtually impossible to do under the table. That's why though I appreciate and sympathize with the desire to ramp up the circular Bitcoin economy I think the ultimate is to stack as much as you can and then store them securely against all comers.