Of course, YMMV.I would definitely get a good look at the neighborhood around your possbile purchase, and see if you think a nurse would feel comfortable finishing a shift and coming from the hospital to your quadplex alone and in the dark.

This is especially in a high rate/high price environment. 

I'm having trouble finding a tenant that I feel comfortable leasing the space to.

But now I feel a little stuck because this experience hasn't been good and I'm stuck in a partnership I'm not comfortable with.

You have consider that your average first time home buyer, has no clue how to read an LE, does not even know what fees are for what, and needs that additional assistance for them to feel comfortable purchasing their first property.

Once you move forward with someone you have vetted and feel comfortable with co-living, you can use the message templates to inform your tenant, upload your lease for e-signing, and collect a deposit and rent.

If you feel comfortable, ask questions.

It’s taking Seller a while to provide the HVAC report but while time passes after due diligence - Flooring cost is way too expensive at the price point they’re asking for 130K + Care of property never took place till decided to sell so I’m not comfortable any longer - Home sits on corner lot on a slight hill with crawl space - Lots of weather changes has caused the home to settle + improper supports needed. 

It’s not really enough for me to be comfortable leaving my full time job so I’d like to learn how to use the equity tied up in these properties to scale up & get to where I want to be asap. 

If you're comfortable with living on the outskirts of Sioux Falls, the no money down USDA loan may be a perfect option for you.