They may be able to get a restraining order so they can't contact you or the tenants.

Here in Boston and generally around hospitals medical residents tend to be great low impact tenants: All their time at work or sleeping, generally not too price sensitive (whats another few hundred when you have 300K+ in loans?)

I use rentprep.com so I opt for the feature that allows the landlord to request the applicant to fill out sensitive details online, and they pay for it directly online.

Is this shady or just someone whose hyper sensitive to his privacy?

., she can call 911 and get a restraining order against him which will mean he needs to move out and can't move back in. 

When it comes to audit-sensitive areas like STR and REPS, I think the best bang for your buck is to pay someone to do it for you who has been doing it for years. 

Do a sensitivity analysis.  

Let's face it, people get overly sensitive about the subject.

I am not saying that.. there are many ways to structure deals that don't need to have securities or PPM's issued.. but if your putting passive investors that you don't know into a common enterprise that you control then that I think is the definition of the HOwrey or HOwie test.. and I did get stung on that one personally by the state of Oregon department of corporate finance so I am sensitive to it.. my only blemish in 44 years.. there are other ways.. to structure these..  

However, if you search for agencies that provide work for travel nurses you can lock in a contract with them thus they guarantee the rent and are not rent sensitive as a travel nurse would be since they have a per diem that most will try to pocket as much of it as possible thus will look for a cheap but nice place to rent.Best of luck