As you can see from the answers above, it is very difficult to answer your question without more in depth details on what you have thus far, what you need, goals, abilities, desires, team, etc.

Successful application in real life requires in depth education. 

The only people making money wholesaling are the guys selling you all of that education.To be successful connecting buyers and sellers you need to haveAn in depth knowledge of the market.Marketing skills.Sales skills.Negotiation skills.Accurately estimate rehab costs.Understand how to much time it would cost to run a renovation on the properties you are presenting.My advice get a real estate license.

I’ve have also used NTN - National Tenant Network, there reports are very in depth but more expensive,  but very good.

If you are dealing with an addition built on 12" beams (or if the original foundation is old and not built to current standards), the repair company might not be able to push the piers down to refusal depth or psi due to the beam not taking the load, thus leveling it, but not guaranteeing it will not continue to move in the future, thus not providing warranty.9.

Your friend does not need to be financially entangled with a compulsive gambler for any reason. 

You need to do a more in-depth rental analysis of each property, @Ruben Lopez.

When it's just a "guy" and not a company they usually go more in depth in spirte of asking just the 2 questions.

https://www.wdrb.com/in-depth/boutique-hotel-bar-planned-on-bardstown-road-in-cherokee-triangle/article_6af6c634-370d-11ea-8c15-db04079e2253.htmlLots of these popping up of late.

Do in depth research on the area, the individual neighborhoods, appreciation in the area, etc.