PM looking to not rent to him, so choose what he thought was a way to eliminate him by creating a financial barrier. 

Lots of markets to choose from.I’m guessing you’re finding investing locally isn’t going to work.

I have put architectural grade shingles on houses where everyone else had plain old 3 tabs and since my houses always showed better than others in the neighborhood, paint etc, I feel I got my money's worth.

There aren't many 2 car garages in the area that are this usable (some are mostly unusable).Initial Repairs: $7-10k (mainly new paint, carpet, lower cabinets in the kitchen, glass block in basement and upstairs bathroom, updating bathroom)Expected Rent: $700/mo (probably doing Section 8)Expenses = $310/mo (based on items below).10% Property Management: $70/mo10% repairs/maintenance: $70/moRE Taxes: $35/moInsurance: $57/mo10% Cap X: $70/moI've used different real estate calculators but since they ask for the information differently I seem to be getting different numbers for my cash on cash returns and cash flow.

We learned how to paint the right way, carpentry, flooring, drywall, and some plumbing and electrical.

For example specified by region and sun exposure so paint colors are relevant to the space.

I would also like additional capital to -Fix up that home (instead of me paying for the repairs/upgrades over time)Invest in stocks, (As I've been learning/studying for over a year now, making small amounts here and there as a trader) Potential upgrades for my business (me and my family run a successful auto body and paint shop)Because of my good credit (almost 800) I feel like some type of bank/company/individual must be out there willing to work with me!

All you have to do is review the submitted applications and choose the best fit.It sounds like you already have a good system in place for background and credit checking, so you probably don't need a property manager just yet. 

What is it that Millennials look for when choosing a place to rent, because lets be honest they're not buying.

You should check out the Choose FI webpage.