Your automation metrics will depend on your scale.It's one thing trying to automate for around 10 doors vs 700 doors.

I personally chat with each and every guest before, during and after their stay.I can see having automated bot responses, but every one I have seen still looks like an automated response from a bot.

Frankly I think too many people try and "automate" everything with technology that they complicate things so much that it is hard to manage.Remember you will get older folks staying and they might not want to try and use a tablet.I agree with Michael. 

I can have them just setup an ACH for the monthly payments, etc...but I feel like this would be easier with some automation, and there just must be something that's already setup for this.

Being an engineer, I am wondering if there are areas[deal analysis,  underwriting,  acquisition, financing, or investment/funding)  where some automation (intelligent insight, reasoning, and decision support) can help you grow the business. 

I have great properties that sell themselves.I love the analytical tools and free price automation Vrbo provides. 

My personal experience is managing ~4 MTR/LTRs but I'm feeling like I need to expand to something more automated Hey @Rene Hosman, we use QuickBooks Online exclusively for all of our REI Clients.

The manual entry of numbers has moved to an automated model with accurate ARV, Cap Rates, etc.  

With that in mind, which approach do you think works best:1.Use property management software (PMS) as an intermediary to automate payments and fee splits while reducing legal risk and simplifying operations?

Totally worth it to cover any gaps.For managing it all, a Property Management System (PMS) could save you a ton of time by syncing calendars, automating messaging, and handling bookings.