If you go into multifamily and you know how to reposition a property and increase NOI, you can generate 7-digit windfalls in a couple years.REI is a LOT more active than the stock market.

First thing I thought of was you know digital docs can be faked, right? 

Make sure that you posted the property onto a digital website like Zillow, and always ensure that the tenant fills out the proper paperwork, so that you can review their background.  

Digitize physical receipts for easy storage.

I use Pricelabs to automate the dynamic pricing.I use a digital guidebook to provide all the information about the property and the specific units to my guests to minimize questions from them.I push all guests to communicate via the Airbnb/VRBO apps, to minimize disruptions on my personal cell phone or email. 

Goal 3) take more time off my digital devices and focus more on family time.

@Jason Staine - Are you looking for agencies to manage your marketing - or advice on how to get started with digital marketing?

Any digital marketing experts out there?

You could suffer double digit losses and find yourself questioning that strategy in the same way that you question RE.

Note 10 RE transactions in some Midwest area with leverage might not even imply 6 digit equity in RE.