@Kevin Tang I'm not an STR investor but from the outside looking in, seems like the market is approaching saturation. 

If yes - how should I approach my tenant with this?

However, if there were no visible signs of disease and the tree was somewhat maintained (in a typical/prudent manner), then you're going to have a really hard time pinning negligence on the tree owner or getting anywhere with that approach. 

Let me know if you want additional information regarding how I've approached buying in my name vs. an llc and I'd be happy to assist.

Now tax season approaches and I'm completely lost and nervous as to how I should file my taxes.For reference, each sfr is under $140k, and are located in the state of Arkansas.

My question is do I need to have a deal closed before I approach a lender to help refinance a property or can I talk to them about my plans (no deal yet) and see if they would be willing to help me refinance properties in the future? 

This approach can work if you have a property manager managing your multi family house hack, I have had clients take this approach and they give up 8-10% of their monthly rent in turn for not being bothered w/ tenant phone calls. 

This is ultimately not the most cost efficient approach but my point is it can be pretty easy to start familiarizing yourself with the basics.I’ve only been an investor for a couple years but work as an estimator in the construction industry, which has been a valuable carryover to my REI career.

Chances are that I will allow him to move in, but I'm not sure of the best approach. 

Give 30 days notice to vacate.Another approach is having them sign a month to month lease at the current rent amount.