Additionally, I am beginning to believe you don't live there to be the "house monitor" as this seems to be going on for a time period. 

@Andrew Katz, if you will be living in your next house hack, you should investigate a conventional loan instead of hard money.

Screening everyone over 18 helps reduce the risk of costly evictions and ensures you’re fully informed about who will be living in your property.Additionally, be mindful of the number of occupants and how it might impact your property.

After 25 years of co-living have now graduated to one side of a duplex.

Not tracking.You're going to live in one of the units? 

I actually just did a live stream yesterday on my channel (youtube.com/@brady_morgan) that went over this exactly.

Do you know anyone that lives there, or did you go to college there?

This year I received a bill from the PM with the following line items and costs: - Bathroom 1 : Shower/Tub Caulking | Re-caulk tub- Bathroom 1 : Toilet bolt caps | Missing bolt cap- Bathroom 1 : Window Covering | Missing miniblinds- Bedroom 1: closest to the front door : Door/Knob/Lock | Door know needs tightenedNeeds deadbolt installed- Bedroom 1: closest to the front door : Window Covering | Broken miniblinds needs repaced- Kitchen 1 : Wall/Ceiling | Pull nails and spackle- Living Room 1 : Wall/Ceiling | Nail and holes in paneling- Living Room 1 : Window Covering | Miniblinds need repairedLine ItemsDescription AmountMacomb Glass Invoice $40.99Sherwin Williams Invoice $40.60Walmart Invoice $62.37Total $2,271.271 of 2Ace Hardware Invoice $82.93Ace Hardware Invoice $28.33Ace Hardware Invoice $42.50Macomb Glass Invoice $188.58Walmart Invoice $135.30Ace Hardware Invoice $65.19Ace Hardware Invoice $9.78Shop Supplies $3.00Labour hours 24.18 @$65 rate $1,571.70Total $2,271.27This is a very small, one bedroom apartment in a fourplex. 

If I were investing in eastern WA, or where my extended family lives in Pennsylvania, those 100k houses in good condition are a real thing there.  

In Florida where I live that amount is the first $50,000 for a married couple are exempt.So to put all that into action, let's say the previous owner paid $100,000 for the property 20 years ago and lived in the property.