And, if you are self-managing, definetaly get rid of the one that is far away.

Currently, I am self managing all the operations.

Quote from @Andrew Steffens: Hey Josh - I manage 2 properties with Golf Carts. 

My 2 cents.Kids need to be taught how to manage money and wealth. 

If you want to learn real estate while earning, look into leasing, property management, mortgage assistant, or real estate admin roles—a great way to break into the industry!

Depending on your flavor, this could be good or bad.Connect with a great property manager early on, as many won't work just any property in any part of the City.Being an east coast city, our housing stock is fairly old and unless it's been properly rehabbed, will have typical "old house" maintenance.None of this is meant to discourage you from investing in multi units in Baltimore, but I'd try to set realistic expectations about the market here.TLDR; we have a wide variety of "multi-unit" structures in Baltimore.

I'm not in Boston, but I post the asking rent and do not haggle.I've got a property manager to do my screening now, but when I self-managed I used SmartMove by TransUnion.

Now the job is almost done and management company is asking me for work compensation and insurance say I have un-authorized job done.  

Then management of the property.

Alternatively, keeping the properties offers long-term equity growth but with lower cash flow.Ultimately, weigh your ability to manage future cash flow, your risk tolerance, and your long-term goals.