Here's a link to some suggestions for the approach that can be effective.https://www.biggerpockets.com/blogs/10944/74462-you-want-to-buy-their-home-but-how-do-you-get-the-attention-of-senio 

I am looking for an established investor in the DC metro area who would be willing to let me "shadow," a word used in the medical world that basically means learning by tagging along with an actual physician.  

There's also doing REST calls with Powershell and storing all of that data in object and then scripting out what you want to do.The third option which a colleague brought to my attention was that this actually may be a job best suited for nodeJS since you can interact with all of that data natively since it is Javascript.

I just want to get a feel for the different routes one can take in real estate (which I know there’s many) and that one in particular got my attention, unfortunately I didn’t pay too much attention to the guest’s name or which episode he was on.

Take into account RE taxes, Mortgage interest, charitable donations, large medical expenses, ect...compare it against 2017's total.If you took a look against the rental but used the proceeds for personal use- IE to pay off your personal residence the interest would not be deductible as a business expense. 

That’s not comfortable but unless you’re elderly or have some sort of underlying medical condition it also probably won’t kill you.The repair happened, I the landlord pay for it and everything continues as normal.

It's priced at $248k ($143/sqft) and has been on Trulia/Zillow for 77 days, so I would like to prepare a lowball offer (around $200k which falls in the upper midrange of my budget) to present to the seller if only to get their attention. 

Thank you for bringing those things to my attention.

She had no will and claimed she "signed her house over to Medi-Cal in order to receive benefits.

That said, study and read these forums and pay attention to everything, but make sure you don't just blindly swallow everything!