Now, I'm imaging a scenario when every one of these tenants move out that I'll be paying their entire security deposit + interest even if there are damages beyond normal wear and tear. 

I see more sites going to just their regular website, optimized for the phone, than dedicated apps.

Cut out the typical 9-5 well for me it’s 48-96 but also give us a security.

Security brought some learning lessons for us.

They need a contract with email addresses and social security numbers to provide the amount.

Also, important to confirm they will be warrantable condos for end buyers otherwise it will be very difficult for end buyers to secure financing and thus purchase the units. 

Who makes sure it’s clean (your regular cleaner?)

You'd also need to establish a budget, and secure a master insurance policy. i THINK you need to do these things before reaching out to your municipality to have it converted officially with the county or city but they would be the first ask for steps in order.i will add, this would make financing on these units a bit challenging, as in the mortgage world, at least initially, they would be considered "non-warrantable" condos.

Just curious, is there any tax benefit to filing as a regular partnership and issuing k-1s to ourselves that show a loss?

Ring Cameras – Great for monitoring the exterior of your property for security purposes.