Do I continue with the deal knowing that the cash flow is lower than expected but just get into action or wait until another deal and continue waiting knowing it's a sellers market? 

I'm looking to make a lot of offers on properties and am expecting the majority to be rejected.

The second recommendation would be to do a house flip with a special and your able to move there and be a "house hacker" and take advantage of the lower down payment.The only other way away from home is to buy an apartment complex that had a minimum of 30 units so that project could afford property management company from that local area, they need to be experienced and understand what you expect in reporting and current operation with phone talking. 

If you were to do a gut on the rental, how much more in rent to you expect to collect?

I have a large townhouse in the $1100+ range and it took quite a bit longer to rent and went for less than I was initially expecting, even with it being in the Carl Albert school district.

Start with the $10,000 a month you want and then figure ok I have run the numbers on this duplex or triplex or quadplex and I expect to get about $$$$$ per month in positive cash flow.  

What interest rates should I expect for a 30 year fixed loan in the Indianapolis area on a 75 to 100k home and 20 - 25% down? 

Hairline cracks (look like spider webs) are usually nothing to worry about and should be expected.

Still possible they're legit (building a buyer or client list isn't inherently wrong), but is that the kind of website you'd expect to see from the kind of property management company you'd want to do business with?

If you are in a Market with High Demand M-T-M might be workable.