He is responsible for the documentation, which includes a letter from the IRS, and he administrates everything for us including periodic paperwork updates.

Reach out to the college housing administrators for more information.

And the current administration is throwing out new home ownership incentives to first time buyers again. 

.—(1) The commission may deny an application for licensure, registration, or permit, or renewal thereof; may place a licensee, registrant, or permittee on probation; may suspend a license, registration, or permit for a period not exceeding 10 years; may revoke a license, registration, or permit; may impose an administrative fine not to exceed $5,000 for each count or separate offense; and may issue a reprimand, and any or all of the foregoing, if it finds that the licensee, registrant, permittee, or applicant:(h) Has shared a commission with, or paid a fee or other compensation to, a person not properly licensed as a broker, broker associate, or sales associate under the laws of this state, for the referral of real estate business, clients, prospects, or customers, or for any one or more of the services set forth in s. 475.01(1)(a).

If you would reject them if they were not Section 8, you should still reject them if you are Section 8.Not all Section 8 administrators (JD Amelia, Imagineers, local housing office) are created equal. 

Organize standard line item for invoices for project expenses, but have him break down all the administrative/overhead line items that are being reimbursed, likely in a prorated fashion ie weekly or monthly percentages.

As my portfolio grew, having one in my own name never felt like a major liability or administrative headache.My first Lehigh Valley property was a three unit, purchased with a partnership under our own names.

She worked with my schedule for discussing the deal, and as the process got drug out longer, she continued pushing the parties to make sure everything made it to completion.

Depending on the type of "group home" (drug/alcohol rehab, handicapped, mental illness, elderly, etc.) you have other laws to make sure you comply with, and great point by David D Painter re insurance.

Squatters usually end up with trespassing and various other charges (criminal mischief, burglary, theft, usually drug and weapons possession charges or they have outstanding warrants for other stuff/ are on probation).