So i decided tap in to the market place and provide our essential workers with a safe and comfortable place to live.

Pick an asset class: Class A, B, C & D properties, research pros & cons, pick one to focus onPick a real estate market that matches your resources & goalsContact local agents & PMC’s to start sending you listings to analyzeAnalyze a few deals weekly, get comfortable with the market and refine what you're looking for You might want to follow the "Deep Dive" series we're doing on our BiggerPockets blog about Metro Detroit cities and City of Detroit Neighborhoods:https://www.biggerpockets.com/...

How can I bring that to the table in a way that the lender will feel comfortable with? 

And I would be the one living in the house, hopefully with a trustworthy roommate as I have a child.

I'm assuming you at least ran the numbers in the BP calculator and are comfortable with the COC return and IRR. 

I want to acquire more properties and be more involve in real estate investments, I know about the parent/child LLC structure, but can I have a sole proprietorship as a parent and have separate LLCs for each rental? 

Is that something you feel comfortable doing? 

I would then come down and look at those areas in person and see if you feel comfortable investing in those areas.

There is an opportunity to raise the rent to 2300 but alas I think it's just too late in the game and too many unknowns to make me comfortable with that property long term.

@Brandon P. check out Metro Detroit.It's really going to depend on Class of property you want and cashflow.Generally, the higher the Class of property, the lower your cashflow.On the other hand, most investors forget that the lower the Class of the property, the higher the corresponding risk.You should figure out what you're comfortable with versus going with someone else's opinion!