I also completely agree with Nathan, collecting a double security deposit instead of the first/last month of rent creates more leverage for the landlord.

There seems to be a differential feature among providers where some are a tenant opt-in service and others don't require tenant consent.

Why else are you breaking even when there was purportedly 20%-25% equity in these when you refinanced to complete the BRRRR method? 

So it isn't a complete waste, you would simply need to follow the strict reading of the law with no private clauses for consideration...I'm not sure how that plays out since technically if the lease is void, so is the tenancy meaning you could terminate anytime and not wait for the original lease expiration...I'm sure that's covered somewhere, but again I'd ask my local atty what to do given this is such a locally specific issue. 

Whereas now your amortization component is very high because of the favorable financing in place.So you have to consider all of those when looking what and where to invest next.Another thing to remember is that in order to completely defer tax in a 1031 exchange you must purchase at least as much as your net sale. 

Some areas that are on the path of appreciation and aren't yet completely picked over include Little Village, Hermosa, Belmont Cragin, Mckinley Park, etc.I am a local investor as well as an agent so if you need any help please don't hesitate to reach out

Filing is free of charge and part of the Fed’s idea of an easy form to complete.

They buy at deep discounts and have economies of Scale to be able to wait out the time when Homes Prices and Rent Prices must rise eventually.It's a lose-lose for Mom and Pop but a Win-Win for Big Money Landlords.It's the complete opposite of what the Liberal's intentions wanted and they will fall into self-delusion that it's a Conspiracy of the Rich.

@Deborah R.My son has to completely gut the property.

If the property hasn't appreciated or you haven't completed necessary renovations, you might not get the refinancing terms you expected.