In addition to the returns, I get to enjoy writing off all my (and family) trips as work expenses as well. 

There were a few slight distractions like figuring out financing, selling a neighboring lot (that I had also acquired via letter writing) on Craigslist, rent out my RV, rent out my house, make my first ever documentary film (a twenty minute short called Kara, Star Of The World about a woman with a traumatic brain injury from a childhood ski accident), take any photo and video work I could get, start a 360 photography company, create social media channels to hype the build, parent two small kids, do a beautiful and excruciating tandem mountain bike ride across Scotland, drive my family on RV trips to Colorado/Arizona/Utah/Nevada/California/Wisconsin/Minnesota/Michigan/Florida, attempt to write a novel and adopt a puppy.The above may read as humble brag, it is not.

The next step is for AI using multiple software platforms autonomously: booking your family trip based on a few YouTube travel videos you liked, including flights, hotels, car and restaurants,  creating an excel spreadsheet with the agenda and sending emails to all family members with everything they need to know.

And we do bigger trips during the winter.

Once this has all been done I would set up a trip to visit the area.

Also, probably I'd have to fly out to KC a few times until I buy the property to meet the team, potential properties, etc which will add to the costs (~$600-$800 each trip) of owning an OOS property.Given this market, I'd like to hear from OOS investors if they think it's still doable to pull off an purchase worth investing in.I don't want to talk myself out of it again and focus on the negatives but also, want to make a sound decision that benefits me in the long term and doesn't hurt [much] in the short term.

No one is going to make you whole if those things are off.So - can you make a few trips there in person to get set up? 

I also took a trip to Memphis to meet them.  

If you don't have trusted professionals in the area you are looking at I think you should do some serious ROI calculations on the trips out there, the time developing the relationships, the time marketing and managing, etc.

The breakers kept tripping that's main reason why I upgraded the electrical box and a lot of diy handyman special upgrades and repairs throughout the years in this house.