Using co-hosts might help distribute management tasks, but this can complicate your ability to meet the material participation requirements, especially the 100-hour rule.

If I had a kid like you in my community, I would be happy to let him/her help me with tasks in exchange for training.Do your parents have good credit?

After all that I'm sure it sounds like I'm anti real-estate.

There's no guarantee of anything in the STR investing world, and I do think cities are legally allowed to switch their laws, so as soon as I say it's super unlikely to happen, that thing will then happen.But again, not even the most liberal, affordable-housing-starved, anti-STR city in Colorado has changed their laws and not allowed those who were operating under a legal short-term rental license to continue.Your point is well taken though.

And our governor just passed anti-squatting legislation. 

They are not even programmed to do far simpler sniffing tasks than this, and a year-to-year comparison is extremely hard to automate, both technically and logically.Who does it, then?

Talking to your real estate tax person and an asset protection attorney and then making your decisions is a reasonable way to go about this task.

They also do a lot of data entry and admin tasks.  

Your challenge is to make your request seem like it’s part of their regular, bureaucratic tasks. 

While I do have employees to handle other tasks, I do all of my own biz dev.