As another coach dangles a $1,000 carrot for his training system with a in-house software.At least it's $9,000 cheaper than another guru.

I am a pretty seasoned investor/wholesaler from Canada who has recently started to move into the cheaper US markets.

You can get a much cheaper education by reading books and joining local meetups.  

I feel like I would be more apt to move on it at a higher price if the situation were to make my cost of living a lot cheaper right now but that would not be the case given the piti/utility situation.

(i.e. memphis also has cheaper homes but its mainly renters and population was stagnant/decreasing).

And then, approximately how much cheaper should I be trying to get a house for than what it is estimated to be valued at for the deal to be worth it? 

I think if you could get houses for 20% cheaper the opportunity zone under the new tax code would be a great investment.

The house price is cheaper in little elm than Lewisville but which city is beneficial for investors purposes.

LaPorte County (specifically Michigan City) is significantly cheaper.

You should consider looking at the Hofstra area for student rentals, above my price point but cheaper than Stony Brook.