I know people all over the city use illegal units for all sorts of things, but my goal is to maximize profits while ensuring I'm doing things legally and protecting myself from liability.

Every system you try will have flaws, or you may salivate over a feature that appears in other software.Some familiar names are mentioned frequently: Stessa, Apartments.com, RentRedi, TenantCloud, Innago, RentManager, Avail, Rentec Direct, Doorloop, etc.I recommend conducting thorough research on each app online to understand their offerings, pricing, etc.

.$50k with 75-80% leverage can get you a solid B-class duplex.Just want to make sure to understand the location within Milwaukee you are investing in, that it is truly B-location

The possibility of loosing your house is enough incentive to get people to pay.

There are always people who can rehab cheaper than you and have lower initial ROI requirements.   

If any Mortgage Brokers want to point me in the right direction to a bank that would work, feel free, but I also understand if you share your secrets.

As things become less and less affordable we are actively seeing more people push to an hour away from a city, even into rural areas, as long as the internet speed is strong enough. 

I even offered a discount for the first month rent, and I'm either getting flaky people or scams.

Most good people who are looking now, will be wanting to move in July 1. 

You will learn so much and meet so many awesome people!