Overcoming Analysis Paralysis: Since you have a tendency towards analysis paralysis, setting clear, achievable goals can help.

Yep.Some risk adverse people prefer the 15s... but they are generally high DP, anti-leverage sorts of folks looking to own things free and clear so they sleep better at night.

Devising any transaction to overcome the marketability issues basically is another predatory matter, selling for more than it is actually worth (reasonably as to market value) selling the buyer on the terms rather than the property value, the terms do not add value to a property beyond what customary financing would cost to accomplish the sale.Property condition also comes into the picture, is the property marketable as collateral for most customary loans?

That's been overcome before and the next step I would take is to have conversations with commercial lenders in the market you're looking to buy in.

A fellow I'm reading and watching his videos, Tai Lopez, said:- you can't do a deal type you don't know aboutThis comment follows this one:- be a book reading nut, read and learn continously and fiendishly.Knowledge can over come all short comings.

What video or podcast or article would be the best to overcome what I expect might be a skeptical reception?

If you are risk adverse real estate, (especially out of state) is not for you.

@Chris MackinlayThat is the fear of risk that many investors have to over come to buy their first deal.

Hagerstown doesn't seem as desirable anymore for those who are risk adverse which I am!

In a quiet title action he would be making the claim that he has the right to the property via the now deceased former owner's gift to him and/or via the law of Adverse Possession as suggested by @Christopher Phillips.