I am extremely organized and feel like my situation is pretty straightforward other than the rentals, K-1s, and international investments.  

Hi @Brittney Kemp,I would guess that home was built by an organization like Habitat For Humanity that builds for low income families. 

I organize monthly meet ups.

Sports?

Soon, you'll have it mastered, and you'll have a Deal Pipeline that has opened up for you organically.

The other problem with the rental condo is a good number of the owners are retired, try keeping HOA fees low, so they organize committees to do cleaning, landscaping, changing lightbulbs etc.

Are they accredited through CHPA / Corporate Housing Providers Association or an other organization? 

To help me stay organized.

If I still lived in Washington State I would be there to organize a change.

I find that with 8 properties, showing vacant units and occasionally repairing issues and shuttling 2 kids to school, sports, and piano, it's still very manageable.My opinion is every landlord should manage at least their first property themselves.