Portage Park is definitely a prime-time Chicago neighborhood @Delroy Watson! 

It's just this one time". 

Definitely invest some time and money in a decent photoshoot.

Securing quotes for properties in flood zones can be challenging and time-consuming (especially if vacant), so it’s unlikely you could have done it quickly.

@Trevor McCormick I would say that it is an okay market but is very saturated and alot of investors are having a tough time right now.

It is to get you to reduce the amount of time you waste looking at deals and knowing what is good and what isn't good for a deal.You'll also need to know the area comps, are people putting in wood flooring or LVP etc.

I've never been to a pay laundry that didn't take twice as much drying as washing but not 10 times.   

I have been very interested in house hacking for some time but it is hard to make the numbers work.

Good news was that I was in a refi at the time.

Here's a list of things to track:- Formal lease application- Formal signed and executed lease specific to your state- Payment history (I recommend using online rent collection like Apartments.com, RentRedi, etc)- Maintenance requests and receipts- Accounting for all rental-related expenses (repairs, utilities, etc) The more you treat it like a business, the more helpful you are to your CPA come tax time.