What @Mackaylee Beach said....at least have this guy fill out an application and check his background (and charge accordingly).

Quote from @Sami Gren: I start by making the original tenant fill out a form requesting to add a new renter, and they pay me a $50 processing fee (I charge a $50 fee any time I make changes to an existing lease). 

It fills out your Schedule E to send off to your CPA every year!

Now if anyone has any appraisals drop them in and fill out the spreadsheet.

If there are, fill me in, I'd like to know?

Question: I am wondering what are some things you've done in the past at your short term rentals to fill the vacancies during your slow season?  

Seems like it's in a lower end area so if it is filled you will have tenant issues and turnover cost.

I recently paid someone to do my roof and replace the carpet (~5k expense) on my short term rental in 2023, however he won't fill out the 1099-NEC.

Choosing a location near LA, accessible by a short flight or drive, will make it easier to check on your projects.

I would think a significant focus on marketing to fill the funnel would be needed to keep the volume coming.Again, I can't share from experience but $60M/year isn't a one man show using Excel.