. $2,500-$2,700 in rent but have a $1,900 mortgage (including current property taxes) plus $100 for insurance, plus a 10% chance of no one renting and another 10% set aside for repairs.After all that I'm in a range of breaking even or making $200 a month with this as a rental.

Housing undersupply includes supply of land for development, which you obviously need to build a home.

Standard lessons include the inevitability of interesting challenges.

It will create moisture and mildew and open you to issues including possible lawsuits....So my advice is - don't do anything until this is no longer an issue....

It is usually simpler to hire someone to maintain the property and include the cost in the rent.

This is one of the main reasons people go with DSCR Loans or other similar options versus conventional - ability to do LLC, especially with the BRRRR Method (which sounds like what you are doing).PS - heres an article published on BP which includes pros/cons/differences on financing options for BRRRRR hard money/refis https://www.biggerpockets.com/blog/brrrr-loans-what-are-the-...

This will give you an idea of the average sale price and what you can expect to get for the property if you make the necessary repairs and upgrades.Property History: Look into the property's history, including any previous owners, liens, or legal issues.

I know that's the long game, but would you recommend getting involved in multi-family rentals or other strategies, in the context of my long term goal? 

You having no skin in the game would make them additionally wary.

Do they include property tax and estimated income tax from the projected profit?