Closest would be an AI Caller that reaches out and follows up with motivated seller leads (opt in only) to see if they're interested in an all-cash offer on their home.

As long as you meet the reinvestment requirements that could be an option.

There will be an inspection of your property.

What would be an easier strategy to start buying property.

Also, if I was to take out $50k from the first property to put a 25% down payment on the second house, would there be an easy way to tap into the rest of the equity in the first house if I wanted to take another $50k to buy another house in the future? 

Yes, an entity can be appointed as attorney-in-fact for an individual.My concern about the above... an attorney-in-fact depositing the funds of the principal into their own account would be an obvious breach of fiduciary duty.

All the best - and would gladly do a ‘cup of coffee’ with you some day if you wanted to talk shop!

The opportunity was guessing there wouldn’t be an assessment and buying it on a hope a prayer. 

I’m also involved in multi-family investments and specialize in new build duplexes in Indianapolis, which might be an interesting market for you given your goals to invest out of state.

Its really going to come down to multiple factors, including your personal situation/strategy but it appears you are definitely thinking about things in exactly the right way.I'd say since it doesn't seem to be an "urgent" need - I'd advise talking to some lenders and since the rate environment is still moving quite a bit, settle on a interest rate / points combo that is "your number" and when market rates move down to that point - have the lender contact you and get ready to go, and just wait until that occurs