I have a tenet in my 4 unit building in Chicago who wants to bring in her daughter and dog for a week.

I plan on "graduating" my new agents to create teams of their own once they're ready  - to keep your expectations it usually takes 1-2 years before an agent is ready to start their own team  But if you're willing to put in the time and the grind, and if you really LOVE real estate and love working with people (its more of a people business than a RE business), then those first 2 years become decades of a successful career.  

For example, if it's to build and preserve wealth, you have one property (the converted apartment) that isn't being utilized...if you're not using it personally, why not rent it as an apartment, office (a lot of remote workers are a little tired of working around kids and dogs), artist studio. 

The issue is the dog.

Contact bird dogs.

(which is a huge goal), and in the case of Gates and Ford, the tail did not wag the dog, as it is in your case...you have no plans...

Dog Bite Coverage - This is a typical exclusion under most investor GL policies. 

You discover his unauthorized dogs tore up the carpet in most of the rooms, scratched up doors, and dug up the yard.

I've been primarily looking around the Indianapolis, St Louis, and Dayton areas and I intend on moving to the area I'm buying into - I'm currently just traveling in an RV with my dogs and have visited each of those cities recently and enjoyed my time at all of them.

I'm a firm believer in "don't let the tax tail wag the dog."