Awesome stuff and great tips on improving as an Investor!

@Rod JosephYour post states "Mortgage Expense" is that supposed to mean that monthly debt service is $2,600 or is that Mortgage + Insurance + Cap ex + Management + Repairs?

Be nice to your tenants by providing a quality product and service for the money they pay you.  

@Derrick Holmes, first off, welcome to BP the bestest of all REI sites...I would commence by warning you off of land, as an investor that bought, sold, rehabbed, subdivided and rezoned land both raw and improved, it's by far the trickiest of all real estate endeavors; HENCE more rewarding.

Tenants are customers, customer service is what keeps people and retention is customer service driven.Prompt service, prompt maintenance, Clean building, good looking exterior and ground maintenance.Give people pride in where they live and they will stay. 

So I'm in my first ever mortgage (house hack in Chicago) and my mortgage is being serviced by Chase.

Experienced as real estate developer in Texas, I think you need a full service developer or you can sell the land as-is.

In 6 years $40k of my student loans will be relieved with the Public Service Loan Forgiveness program (since the university is considered public sector) and during that time I can take advantage of a university-paid master's program (once I figure out which one will best suit my goals).

:1)Find an investor who would double as a source of money for down payment and a cosigner2)Use an FHA loan (3.5% down if I live in a unit) to buy a quad-plex3)Use the 203k aspect of the loan to improve the quad-plex and force appreciation in the property4)Refinance in a year or two to a regular loan and pull equity out to either pay off my outside investor or use equity for another down payment on another quad-plex5)Repeat With this plan, I believe I will be able to cash flow from day one because I will be able to rent out three units to college students around campus who are willing to pay higher rents than most.

If tenants are leaving tell him you suggest he clean it up and list it to sell as a retail property as it loses money every month as a rental.If you were licensed you could offer your services to help and still be able to make money on the lead you found.