If it's a single family home in San Francisco, with someone who has been living there for 15+ years (single women, likely in her 60s who happens to be a realtor and knows a lot about real estate law, etc.), would you take the risk to buy it with under market price (knowing that the existing tenant can live there for another 20+ years?)

She states she is unable to afford the medical premiums and thus wants to make a claim through my home owner's insurance.

A wise investor once told me: "Stop trying to hit home runs and grand slams.

If I were in Detroit starting out I would be buying $10,000 homes, fixing them to rental conditions, lease up and sell turnkey to investors on the coasts for $75-100k.

HI Conner, I have a home gym in personal home and I love it! 

We are still working on deciding the best exit strategy at this time but are leaning towards STR or Group Home for increased returns.

I don't consider it a home run deal, but it was the best deal in my area at the time.

So I want to sell this property in Lagrange,Ga and just get some of the commercial potential price out of it so I can build a home closer to family.Anyways their is a famous firearms manufacturer that is moving to Lagrange which is a 100 million dollar plant .I have a feeling they may want to buy more property for a future expansion which they are stuck in a rock and a hard place because the county owes the land on one side  and the rest is just a old subdivision which if you bought the homeowners out you can squeeze this company for more money.How can I get a investor cash buyer only see the potential on this property and they can hold it and squeeze them till it hurts,I just want 500k for the property you could rent the house till the company comes knocking at the door.

I don't consider it a home run deal, but it was the best deal in my area during the time I was looking.

I am not sure where I should start.So, if any of you wise individuals out there have any advice or tips to make this journey a bit smoother, I'd be incredibly grateful.