You will then have a few options with that rent money....you can put it into principal or you can start saving it to purchase yet another property.

Lots of options here. 

There is an education option in lieu of the experience to satisfy the broker licencing requirements in California.

What are the best options within the city limits as a rental strategy?

You mention multiple states in your title, such as Indiana and Illinois.When choosing a professional, make sure they understand multi-state taxation in addition to real estate taxation.

Investment Info:Large multi-family (5+ units) commercial investment investment.

What are my options to cover the $100k difference to still get this house with 0 down?

Noah, I would call the local officials and ask them for your options.

.- HELOAN option - There is a small chance that you can pull out the equity using a DSCR HELOAN but make sure to calculate the blended rate and total payment before moving forward and comparing that to a full new 30-year fixed loan.

With that said, Saratoga Springs is still a great option.