And if not, is it possible or beneficial to convert the house into a commercial property so I could raise the NOI and increase it’s overall value?

I would suggest buying replacement policies in the beginning and simply increasing the deductible to 2500, 5k and then 10k as you grow and can take on more risk.

Handwritten on white paper, then scanned and printed onto yellow legal pad paper, writing in owner's name and property address, hand writing addresses (and return addresses) into pastel colored invitation envelopes.

She should also be making additional payments toward her student loan debt to you when she can afford it or when her income increases.

Each property has it's own LLC and bank account for which rents are deposited and expenses paid, but if one does not extract money from these business accounts, how can you keep increasing personal debt without increasing personal income?

I increase my marketing to reach more people. 

Investing $300k to split $75k is not a very good return - this is also assuming that nothing unexpected comes up causing the rehab costs to increase and the market holds level.

Still surprising to see the increase of inventory with all these developing houses but not seeing much job growth which kind of draws a blank.. 

I have to agree with Merritt - fresh water and moderate climate are going to be increasingly important.

If you lived in one unit and rented the rest, that may offset your rent and increase your return possibly, but I don't know if you would want to live in that area as well.