You can also check meetup.com or search Facebook for real estate investment groups, clubs, or meetings in your area.Ask questions in the appropriate forum.

I'm definitely thinking in terms of forced equity then a refi when appropriate.

There are groups on meet up that are working on changing the regulations around this, city codes.  

Hey @Isaiah Cortez, speak to an REI-savvy attorney who operates in FL (doesn't have to be located in FL but should know state-specific rules/regulations/laws).We see so many different entity structures for rental portfolios in our REI Bookkeeping Firm.Whatever you decide, ensure it's simple enough for you to easily abide by the structure in your day-to-day operations. 

Now you're operating a triplex, essentially, with 2 income-bearing units, even though the street might be zoned for SFH only, and it's totally legal (assuming appropriate setback etc etc).

It takes a long time to develop land from scratch it is hard to do with all of the government regulations and codes.

There's a very good chance the issue(s) you face have already been discussed and answered.Ask questions in the appropriate forum.

If we want to make upgrades to the units while our tenants are in there and negotiate an increase in rent when the lease terminates - suggestions on an appropriate way to do that? 

I want to make sure I’m keeping up with appropriate record keeping but with only one property, I’m not sure how to format a cash journal?

My intention is to live in the basement, rent out the remaining bedroom to a long term roommate, and run the upstairs as a full time STR.I'm aware that the City of Littleton has strict short term rental regulations, but they do allow STRs as long as I have a license and I am occupying the property.