I suffered from shiny object syndrome also until one came up and slapped me in the face.

The arms-length rules apply to you as the account holder, but they don’t automatically extend to other cash investors.

Yes, I hate seeing the suffering but I am a professional solution profiter, I make $ off solving problems so MORE problems is a giant blue light special. 

I don’t want him to waste any more time and want to steer him in the right direction so he doesn’t have to suffer unnecessarily.

We would never extend a lease to a resident misbehaving like that.I'd encourage you to tighten up your procedures and, following your lease, get this resident out at the soonest possible time.

A person can lower there cost of ownership, help protect and defend the asset, help with maintaining it AND your not just some PM, you've got skin in it, you suffer if they suffer, you win when and only if they win, your interests are aligned. 

We were thankful to be able to pivot quickly and move the opening and closing events indoors (and even have to extend the closing event because of a jam-packed dance floor and people asking for an encore!)

Or "piling on" investors who are already suffering.

We all know most markets in the country are suffering from a huge shortage of affordable housing.

You are suffering from unsatisfaction and FOMO, but keeping your W2 is the best strategy for long-term wealth because you are lendable and earning the whole time.