Any other "back door" he is referring to is illegal and not the type of contractor you want on your payroll.

@Jay Hinrichs  I don't think this seller is that sophisticated, but I do have POF and serious EM deposits if needed.

He isn't on my payroll and I don't give him any money for doing the work so there is no employee/employer relationship nor a contractor arrangement that would require W/C or a 1099 to be issued. 

The level of detail in the paperwork, should really come down to your comfort and the sophistication of the deal. 

Pay roll $1800/year bu cause The Manager live in the mobile home on the property.

An alternate year end will change the date that you need to file corporate tax returns as a C-Corp.The date of first payroll is the date you start paying an employee including yourself.You may wish to consult with an attorney that specializes in corporate formations.

Basic law of agency and negligence.An agents position is not to ask the reason why but to do and die....sorta lol, I can see where agents that are not use to dealing with sophisticated buyers will take on more than they can chew with that feeling of having more expertise than the client.Kama is correct IMO that there is short sighted thinking there.

Here's the biggest thing: Several times a month I am in the same room with like-minded individuals who have money to invest, have been educated and would easily meet the SEC "sophisticated investor" criteria, and that I have an existing relationship with; also an SEC requirement.

Generally speaking, commercial general liability insurances are rated on gross receipts and/or payroll, and GC's can be a little tricky to insure, pending the use insured/uninsured sub contractors, physical work performed etc.

My background is in Human Resources and Payroll Accounting and my degree is in Business Management.Teaming up with a dear friend, I started REI training with mentorship, supplemental resources and technical support.