are there specific geographic regions you're sticking to? 

Get a pro to check it out and set a budget.

I look forward to learning more about what specifically you are looking to do 

The data collection websites like awning, can be unreliable and don't factor in the specific amenities/upsells that a specific rental has. 

I would be willing to bet a very small percentage of people on BP majored in specific degrees.

EVERY time an investor becomes part of our database, they can not enter without having signed our very specific disclosure that outlines the criteria of the transaction and what to expect(I don't see you in our database so your not familiar with this and should not be receiving our opportunities). 

There might be software or agents that can help that more specific to your area you’re looking to invest in. 

My questions span broad areas and as I continue to do my own research, I'd really appreciate any experienced investors and residents who can chime in:1) For those who have invested in Chicago and DFW, or moved from one to the other, are there any qualitative differences in the way homeowners approach rehabs, structural issues, expenses requiring insurance claims, or any other major overhauls that a newbie must account and budget for?

If you are looking for a turnkey property (meaning one that has already been rehabbed, rented and managed by the same company that sold you the property) then I can help you with your quest for providers in specific markets. 

REP status is specifically trying to override this $150k limit, but it's out of your reach, unless you have a spouse who can qualify.Rules for STRs (short-term rentals) are different and do not require REPS.