My family of 6 live and own in a ranch style 3br/2.5ba house with completed bonus room upstairs in a HOA neighboorhood.

I'm very happy for it and (bonus!)

The shed should be entered as an asset and deducted in full via bonus depreciation.

Good news, you may be able to take accelerated bonus depreciation / expenses repairs immediately and get a tax advantage from thisBad news, you still need to deal with this issue from tenant/PM.I found this thread from @Bob Beach helpful where he shares some read flags on property managers. 

Here’s an example of bonus depreciation.One way that you can still benefit from a cost segregation study is by utilizing the Short-Term-Rental (STR) strategy on your property.

Bonus: You get to stop paying any fees related to the FL LLC.

I do think bonusing her on getting and or maintaining 95% occupancy is a good incentive.

interest buydown, home warranty, closing cost assistance and seller realtor can offer bonus incentive to realtor that brings buyer . another option is to rent and refinance it 

I am also type of person who always thinks I know what I want and as I age realize things change - I say this because this would lead me not to want to buy a house now to rent to move in the future - I would look at it if it worked as a good rental and assume I would not live there and if I did later in life that’s bonus

This studio transformation would bring me about an extra $500-600.