House hacking will also give you some personal "property management" experience.

Nothing beats boots on the ground and personal experience. 

I imagine this level of personal capital exposure has an effect on how much risk they are willing to take in a deal, both with the asset itself and the structuring of the transaction.

I don't personally invest there but I know folks who do.spend some time there, go to REIA meetings, meet people, do non-Internet things.

I personally wouldn't put 75% down on a property.

The ability to envision the transformation of the oversized garage into livable space added significant value to the property.Financing: Using a 10% second home loan is a smart way to finance a property that you plan to use partially for personal enjoyment and partially for investment purposes.

I also like the Tri-Taylor neighborhood personally, although I think the neighborhood is already gentrified.

First, i'm disgusted the bank just let this get deposited to a personal account without any authorization, signature that matches mine etc.

Hey @Jacob Lopez - I personally use the MLS and rentometer.There are some Chicago specific rental platforms like domu.Are you saying that you have found the US Dept of Housing to be inaccurate?

As that will at least help folks that you reach out to know that you are a real person, with a picture and professional bio.