That's right - real estate's leverage power is unmatched.

What should I keep in mind to ensure I'm approaching it the right way?

The condo is located right near a hospital and McCormick place so we aren't do worried about it, but still a little annoying.From my understanding, the best place to do mid-term rental stuff is on www.furnishedfinder.com

A handy search bar in the upper right makes it easy to find previous discussions, blogs, podcasts, and other resources.

The original goal, rightly or wrongly, was to maximize rentable units, so we rebuilt the main house from the foundation up into a 3 bed 2 Bath 1,600 sq foot main house, and added a 600 sq ft 1 Bed 1 Bath JADU, along with a 1,200 sq ft 3 Bed 3 Bath ADU.

You have every right to be outraged at the offending party and that's the tenant.Stay focused on what matters and that is getting back in business. 

Talk about aiming high, right?

It was strategy, patience, and knowing how to find and execute the right deals.

Strike up that your looking to do some purchases of ___ in ___ area but, struggling and need that leverage to make it happen, and who can you talk to about this right then and there today.     

Unless you have time, desire and knowledge, hiring a property manager sounds like the right option.