I’m looking for some advice on my current property investment strategy.

Based on data from Rent.com It seems that in the ATL metro area , a 2 Bedroom property could rent between $1500 -$1600.

Great data as always, thank you! 

I have a place in Tallahassee and this was going to be one of my strategies.

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I cannot comment on your BRRR strategy bc I'm not exactly sure what state offers properties in those price points but I'll talk about Boston:For your investment HELOC - have you tried commercial lenders?

My military training has me always looking at the Intel (data) to drive my decision making process. 

If the buyer's strategy is to hold long term, and they are getting favorable interest or payment terms, and the value supports, offering more than ask isn't necessarily a bad thing for them.

I wish there was a strategy that takes no money and some do but you still need working capital for different things.

What's the exit strategy?