Does anyone have experience employing out of town people with 20 plus years experience ? 

For house flipping, consider an LLC taxed as an S-Corp to reduce self-employment taxes by taking a reasonable salary and the rest as distributions.

Alternatively the other side of the city (Pikesville, Towson outskirts) still decent rentals but they are farther from employment centers.

Sounds like this could possibly be a Schedule C activity so keep self employment tax in mind.

Lastly, always keep your job and build your employment foundation because that keeps you income relevant and lendable.Hey thanks for your reply!

Where another issue arrises is I recently quit my job after becoming pregnant as they would not cover my maternity while overseas, my husband is employed however he works for a UK company and is British so would be unlikely to help us with the situation in the US.

Non-QM I can do things like bank statement, self-employed, ITIN, Jumbo, blah blah blah.

When evaluating markets for rental properties, there are a lot of factors to consider: population growth, employment rates, rent to price ratio/GRM/Cap Rate, rent trends, vacancy rates, etc. 

Memphis is home to major employers like FedEx and has a booming logistics and healthcare industry.

I think that strategy works best in higher areas or mid term rentals near major employers.