I suggest you check out Chad Griffiths and Jonathan Hayek.  

Additionally, I would suggest you run some financial calculations such as cash on cash return as well as any appreciation from the asset if/when you sell.

I always advise to run a business for 3-6 months without an entity to see if it something you are making money in and something you want to continue doing.Once you have 3-6 months of activity, you have more information to provide to an accountant regarding income so he can provide suggestions on entity type.Best of luck

Here are a few suggestions on how you can maximize the wealth of information available: Check out the blogs and podcasts, or take advantage of the search feature (magnifying glass).

Suggesting to them buying their house for a wholesale range offer or lower dependent on the extent of the rehab, then having a contract in place that gives them a percentage of the profit to help get them back on their feet, paying off debts etc.

Paid a top local esigner to come have a look and all she did was insult our cute little place that was doing just fine.....But I think where a designer could add value is by suggesting unique areas, like game rooms, coffee bars, outdoor BBQ/play areas, and stuff like that. 

While I'm not in Indy, I might suggest you share some more details of what you're looking for in this coffee meeting and/or share what part of the real estate world you're most interested in learning about for this first meeting. 

I would suggest getting Dave Ramsey's book called The Total Money Makeover and read that.

My suggestion, buy what you know around you, do add risk by buying OOS when you are in a great location.

The only other question I would suggest is that you do engage a property management company to review your quad and review your monthly financials.