From my understanding, I would need to complete both transactions with the same title company or closing attorney.

I use the same processor.  

Take a look at BP's blog where new articles are published every day: https://www.biggerpockets.com/blog4.

The same is true here.

Analyze the house if you get it back one day.  

While that is a quick way to communicate, it doesn't have the same impact and may not have the same legal consequences.One thing to think about is what is your goal?   

IN CA OR WA  same thing if your bidding on a first then 99% of the issues go away .

As others mentioned ton definitely need a lot more dataEnd of day what does the agreement state?

The easiest way to do this outside of some sort of scraping tool (which i recommend digging into), is to develop a solid list of ways to look for deals (not just zillow or mls), and then develop a super specific buy box, then just create custom filters with notifications where applicable, you can also use a VA to look through the various acquisition methods and send you a vetted list every day. 

I can fund same day 😊