Which would stretch my money in the long run?

I would have to stretch my loan to 20-30 years in order to have some monthly cash flow.

If it's cash you could stretch that budget pretty far with a local wholesaler. 

Even if rents fell back to what they were during the previous recession (which would really be a stretch), I would just cash flow lower for a time until they recovered. 

The Midwest is a solid place to start, since, as you said, your dollar stretches farther there with lower costs-of-living. 

This makes it hard to go back and find something in a thread that stretches through multiple pages.

(The other strategies would still require me to go out and see the property.)I realize at times I will leave money on the table by teeing up a single buyer on each deal, but frankly my time is getting stretched to the point I’m not worried about it. 

But it seems like a stretch to me.

Brokers will tend to stretch the boundaries and call a class-D property class-C but it probably isn't.  

Who knows how far their reach in Clearwater will eventually stretch.