This is a good way to get underwater real fast.This is an unwise suggestion. 

I’d suggest you dig into the numbers, compare it to what a regular sale would give you, and talk to someone who specializes in this type of deal.

If you plan to have it for more than 4 years I would suggest to do a cash out refinance because you will save in interest rate. 

I would suggest keep learning and dig deep on the one real estate strategy you selected to pursue. 

Since you're so close to Loyola and not too far from Northwestern, I imagine you might have a pool of people who need temporary furnished housing while they study, do a medical rotation, or travel in the medical industry.

Hey Alejandro, I would suggest Ohio or Indiana.

Any suggestions is appreciated 

You made a very good suggestion to have backup file saved. 

How would you suggest that I paid an extra $58K toward my mortgage over the last three years, btw, if it's not the strategy working?

I would suggest going to independent landlords and staying away from larger apartment complexes.