My plan is to buy a new property and house hack it for a year, for the next 5 years (obtaining 5 properties). 

., you wouldn't think twice about spending $100,000's of dollars for the education needed. 

If you refinance and it costs you 3,000 dollars, and you save 100 dollars per month, you have to stay in the property for 30 months just to start seeing the benefit.  

I can build them for around 90 dollars a sqft.

I see properties that are easily obtainable...and then I wake up from my dream.

Those areas you listed are going to be higher dollar although there are some off grand a few blocks that will still cashflow.

This enables investors to obtain additional loans from Fannie or Freddie."

I see some good potential based off the information I was able to obtain.

As a commercial property manager, I've obtained many quotes to paint parking stripes and each stripe is typically $5-8/each once you factor in labor.

Im looking at doing a refi on my primary to do down payment and up dating on a rental...once updates complete on rental should rent for 800 leaving  400 a month cashflow...my thoughts are to build up 6 months of rent for problems arising on the rental..then pay myself back putting the extra dollars to paying off my primary home quicker