Your property management should send you pretty clear reports at the end of the year so as to obviate your need for such.If you have more than 3 units and self manage I suggest software - especially if you are considering expanding.I find Stessa usefulI also use buildium but not incredibly thrilled with it.  

The only thing a tenant does it prove the rent you can collect as opposed to a proforma of suggested rent.

I suggest starting with a  smaller single family property, and build from there.

“The completely different movement” I suggested 5 years ago is catching on?

@Jose Remor These are great suggestions here.

My biggest piece of advice is to connect with local chicago real estate investors in person...highly suggest checking out the christmas party on 12/12:  https://www.biggerpockets.com/forums/521/topics/1218823-chic...

Sometimes back of the envelope underwriting is ok, but not enough information is available here to suggest this is a $520k-$580k opportunity.  

Wondering if anyone here is also based in the Charlottesville, VA area? 

With my current goal being focused more on cash flow, I’m wondering if pursuing turnkey means I’d have to wait many years to see any significant returns.

I am wondering who has done the BRRRR method as an investor and what institutions are investor friends for multiple BRRRS.