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?

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

They have the lease on file, and you should be able to see it with any sensitive information blacked out, they just don't like to give it to you.

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 

I ask potential tenants to fill out my online application (all of their sensitive personal information and credit card #), and I personally wouldn't fill that out if I had just been bounced around between domains. 

Ah, but with that LLC will come a magical corporate veil that the local district management judge won't be able to pierce, perhaps with his penetrating judicial lance...It's all a load of hocus-pocus baloney telling us that without that LLC, we're at the judge's mercy and his big bad black judicial lance will come penetrating in tender, sensitive places that make us squeal and call out for our mommies.

They are getting sensitivity training.