Collecting rent rolls, walking properties, learning who's doing the best in our sector/niche and how they're doing it, finding partners, all of these things I'm fairly good at, as I've been doing this for my recruiting agency for the past 3 years.

So I would suggest keeping your STR property geographically close and doing as much as possible to keep your profit% high as possible.As far as the actual house you use, I would just say - be honest, be fair and strive for the best area, most amenities, cleanest house, best communication, and any other extras you can get.

Consider the possibility that the property is already priced quite fairly.

I am fairly new at being a Landlord.

Many tenants will cut their nose off to spite their face and move, rather than accepting a fair increase:(What does Zillow say the rent should be?

I don't like to gamble on rent appreciation.

Now taht real estate has gone back to the good ole days of not being an appreciation machine and a good investor needs sound fundamentals in managing and overseeing the properties - now you are given the wave of "creative finance" which comes off as its easy to get a home but it will be interesting to see how these people are fairing in a few years of mismanagement of these assets. 

During this 24-month period, the property must be rented to another person at a fair market rental value.After the 24 month period your sibling could convert it into a primary residence.

Yes first-time buyer DSCR is actually fairly common, especially here in Southern MI. 

At the end of the day, just be fair and things will hopefully fall into place nicely.