Were I in your shoes, I would order a certified home inspection to ensure you know all the items that will end up costing you money.

That said, many brokers or sellers might negotiate a discount so if I were in your shoes I’d absolutely ask.

We need health to create wealth.Good pair of safety glassesVoltage detectorGlovesDust maskSteel toe shoes, saved my toes a couple of timesEar plugsHard hat for attic work

It's a start to acknowledge I have never walked in the shoes of a homeless person - I wasn't raised by my abusive uncle on the Pine Ridge reservation, I've never been a war vet suffering from PTSD, and I don't understand what its like to have down syndrome or schizophrenia. 

I would try to house hack if I were in your shoes.

Go into the property with a flat rubber soled shoe and scrape your foot across the floor like you're trying to dig a hole in the floor with your foot.

To me, one is an act of kindness, the other would be funding what equates to a gambling addiction.I'm glad I'm not in your shoes. 

What would you do in our shoes?

If I was in your lucky shoes, I'd invest the money in ADUs and JDUs on your existing properties. 

I was in your shoes once, and ended up helping my friend manage her 4 bedroom house that we were living in as roommates after she moved to out.