All you need is a single place to track tenant information, payment history, maintenance, and other things.

I just purchased a single-family home in a college town. 

I don't think you are going to be able to get insurance for two separate living units in a single-family when they are both illegal and likely do not have the correct egress windows (basement) for fire safety which could subject you to huge liability if something happens to either party.

@Michael NguyenI’m a single family investor with 29 SFR.

Areas with good rental demand or up-and-coming properties could give you more predictable returns.Do you already have a type of property in mind—like single-family homes, or are you considering duplexes, condos, or other types of flips?

That's a potential of 5 - 6 months where the tenant doesn't have to pay me a single dime and will be squatting in my house for free.

This applies both to single-family residences and multi-family buildings.Non-residential HVAC systems, such as those in office buildings, warehouses and shopping centers are eligible for bonus depreciation.

This tenant is single with no kids.

Single family homes are exempt from rent control everywhere in the state.  

I was specifically interested in his 2nd plan which was "Building wealth through single-family homes" where he basically says you save enough to buy your first property along with enough for other fees and then you just keep saving the money you make from that property along with some money you save from your job and once you have enough money you buy your next property and then you basically just keep repeating that until you have your desired amount of properties.