I am a young investor from Nashville area Tennessee and I am pursuing a few deals in the Jacksonville, Florida market in the multi-family segment.

Trying to set up some self-imposed 'trading rules' for myself as far as flooded properties go -- to what extent, in what areas, I will play in that segment -- but that is a whole other topic, though, isn't it.So there you go, another new guy in HoustonMark

This is imp distinction if you have both passive loss and income. 

I distinctly remember one advertised 3-plex where they said the annual expenses were something like $1800.

That would be correct if OP's father has made or intends to make an S election for the LLC.Since OP did not specify tax status of the SMLLC, we're left to assume no alternate election was made, and the LLC carries the default tax status: 'Disregarded Entity'.A DRE should not be issuing W-2s or 1099s to its owner as it's effectively dissolved for federal income tax purposes and there's no distinction between the owner and the LLC.

What we decided to do to comply with the city is to convert the home to a single family (removing one of the front doors), but keep the right side as a distinct space with a MIL suite with a small kitchenette and back entry. 

Some of them even have a segment titled "Haves and Wants" where people can get up in front of the group and announce what they have to offer, or what they're looking for (wants) so it'll be easy to identify who the potential buyers are. 

But the land is  common area even though there is a fence marking 2 distinct yards.

all three are distinctly different in form and function.roofstock is more of a MLS type system highly automated representing civilian sellers by and large and some turn key companies will list their stock on Roofstock.. its pretty snazzy however after care is between you and the PM.Homeunion has some hybrid of turnkey marketing company in the same vane as Jason Hartman Maverick Norada etc.MI is what many consider the gold standard in turn key investing.. very deep experience in the space.. and control all aspects..

The registry makes no distinction.