You could form an LLC and have the operating agreement that allows your boss to require you to purchase his membership interest (or allow you to purchase his) in a given time frame.

I have some great PM recommendations if you need!

But I highly recommend reading "Who Not How".

If we meet a resident through an OTA, we enjoy certain protections with that platform, but if, at any time, the resident wishes to extend, but not through the platform, we require the same background check, credit check, and eviction check as for anyone else not booking through an OTA. 

The last event was a vape stuck in the s-trap of the toilet that required toilet to be replaced.

A car forum that I'm a part of, and I know the owner of the forum, told me that the dedicated app required constant work and updates as phones and operating systems changed. 

For newbies, I recommend starting with a turnkey cash flow rental.

Did you work with any real estate professionals (agents, lenders, etc.) that you'd recommend to others?

Wait until it's close to the end of his lease (know what the law requires) and then give him notice that you will not renew.

You state, "your lender" - I admire the loyalty but also would recommend you get a minimum of 3 quotes (at least two from mortgage brokers).