(Perhaps starting out with a little contrition and modesty would help prevent the zuckerberg effect.)Trying to automate property management via a start up/app/web/tech approach is laughable.

Automating your savings and investments helps too, ensuring that you're saving consistently without having to think about it every time.

Name:- Dean (aka GOGS...it's an Air Force thing, ask me about it in person lol)Area of Expertise:- Systems & Technology Implementation, Automation, AI, etc.

Got an automated voice mailbox and the mailbox is full.

For instance I had a special case where I billed the tenant an extra expense monthly on top of the automated rent collection, so I add it as an expense and it would automatically email them and notify me when it was late of course.

I spend about 20-30 min a week for each home, the rest is completely automated to give you a bench mark. 

10% is probably a little steep, and like John said, a flat fee may be more reasonable.Setting up a proper STR is not cheap, but once you are set up properly, you deal with routine breakage.I recommend managing yourself and saving the 20% personally, getting a rockstar cleaning team and a reliable handy person, using something like Hospitable that can help automate messaging when listing, and reading the book from the bookstore here called Short-Term Rental, Long-Term Wealth.

I'm not aware of software that automates this since a lot of the numbers being input are assumptions made by the analyzer.I will tell you you can dial in your processes around analyzing deals and hire someone to run your processes within your buy box.

But I remember when they weren't so automated and you could actually call someone to talk through issues. 

LOL Does he use the ole' drop off a litter of rats trick?