We buy at a discount and pledge our legal right to collect the debt (a collateral assignment agreement) as the collateral for the private capital loan we take out, which is backed by the value of the real estate securing the 1st loan.  

Our lease contains a clause stating the security deposit cannot be used for the last month's rent. 3.

Was it indeed just locked, or did the latch mechanism fail, which often happens with bedroom sets that have plastic components in that mechanism; or did the screws that secure the latch into the door come loose, allowing the latch and/or the screws to prevent the door from opening...also not an uncommon event.

Separate accounts per property incurs a lot of overhead, such as minimum balances or fees for missing the minimum.I use separate accounts for each tenant's security deposits.

Most lawsuits against landlords involve wrongful eviction, security deposit disputes, and Fair Housing Violations.

Unless the medical condition meets the state criteria for early termination and that the medical notice does not appear to suggest that, you cannot terminate the lease outright/immediately but that you will begin to market the property for rental and upon securing an acceptable tenant, the lease can be terminated pending a satisfactory property walkthrough indicating no damages. 

I'm also new to real estate investing and have experienced the same rollercoaster of emotions.

They want to secure housing before they arrive.

My answer would certainly be highly dependent on his own emotional make up, his desire to relax and travel, his willingness to delegate and outsource, etc.

I believe the code says "if a veteran holds legal title to a property secured by a VA loan but does not possess equitable title, this situation is considered 'not a disposition."