Unit is slump below and in great shape for the most part.

For my properties in Chattanooga though despite being 200$ below fair market rent for each duplex, I still cashflow after taking into account Projected Cap Ex and Management fees, about 100-150$ dollars a month.

They are not bad tenants per se, but, we inherited them, they've been in the house 4 years (we've had them for 8 months), they pay in cash now, they are below market rate, they keep adding pets, etc. - so we want them out. 

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You're over-thinking it and throwing your emotions into the mix.For any tenant you want to keep, raise their rent to 10% below market.

I would look up NARPM and start with them..Below are some questions I would think would be a good starting point for you to see who really treats their company like a business or a hobby.My business partner is a regional VP for NARPM and I am happy to help if you need anything please reach outQuestions to Ask prospective management companies What are your average days on market for vacant homes?

In the podcast, he talks about his rentals to be about $600, which obviously would be easier to reach as that means the avg yearly income he requires is about 21k. which is below the poverty line in my city. 

You are planning on offering almost 30-40% below list price. 

This has turned my efforts into NWI, specifically near the border below and in Hammond Indiana (near merrillville, highland, Munster, Griffith, Dyer ect...) are these areas good for buy and holds long term in terms of obtaining tenants and keeping them long term?

Simply living below your means (staying in that house) and investing in mutual funds for a few years and you could both retire early.