Also, being disinterested in RE shouldn't be viewed as a problem, or character flaw (if it is, you'll start seeing a lot of people as pretty flawed--which isn't an enjoyable way to go through life).

I just read all the BP posts I could find related to the Section 121 exclusion ($250k/$500k capital gains on primary residence) and I uncovered two issues that make me want to sell our AK house soon.#1:   I can only use the 121 exclusion once every 2 years.   

I understand it varies by county but I assume I can just contact the county via phone, email, or online portal.Do you know of examples of what an official title search could uncover that I'm likely to miss?

Unless HUD wants to provide me a written guarantee that my lawyer tells me protects me and will cover any damages from any lawsuit on an uncovered ESA then the tenant is not renting my units if they have an ESA that my insurer will not cover. 

I went to look at each saw few flaws and negotiated the price down.

Using flat paint on ceilings helps hide flaws but i dont use on rentals.Same with squeeky floors.

Does anyone have recommendations on some good question(s) to ask that might help me secure the deal or uncover more about why they’re selling, what price they’re looking to get, what’s “wrong” with the property, etc.

It points a flaw in the system of buying and selling real estate. some day some one will figure out a better way to handle this.

It is thinking about these sort of things and how you can best utilize those unique things that you have to work with that can lead you to a profitable niche and uncover opportunities.

This statistical example seems very flawed to me.