I think the old landlord wasn't very strict  and the tenants need to be trained. 

You’ll probably find advertisements for them in Marketplace.If you don't want to do that, than consider investing in training.

I think you'll definitely find our emphasis on training and education very helpful :)Best of luck, and looking forward to connecting soon!

Oak Park is a great area, very vibrant, diverse and accessible to Chicago via both the Metra and CTA trains.

With plenty of online training available, which do you recommend?

I'd hand your deal off to an experienced agent trained with foreclosures and if applicable to this deal, short sales.

The backyard is near Bart train tracks so it will need a new fence to block from outside viewing inside.

You still have to learn the geography of Boston so it would be a great idea to start taking trains to various locations and understand their values, character, as well as appeal (and lack of appeal).

I do have training in raising private funds, so I would be putting that to use. 

Probably not enough margin in that to be profitable for the broker to spend time, resources, training, answering questions, and having liability for a new agent to learn over that period of time.