I actually ended up going through a big career change, and attended a 6-month bootcamp to learn Software Development after 7 years cooking professionally in fine-dining kitchens. 

Quote from @Cathy Li: It's a white label software built on go high level.

What software did you end up going with?

@Amanda Lindsay curious about which softwares you evaluated to select Rent Redi?

Vrbo and Airbnb send automated messages.

Feel free to shoot me a message.

However, I did take issue with the tone of the message, especially the part where they told me how they’d be paying rent.For context, there are no outstanding maintenance or repair issues, so I’m unsure what the tenant is referring to. 

If you want more info on how I use if for properties shoot me a message.

When it comes to hooking up my follow-up system I've seen a lot of other CRMs fall short with drips (lack of good time delays, no custom mailing function, doesn't pause with a response, can send auto messages after a deal closes, etc) 

I've been working in software consulting services for over 15 years and it's kind of disheartening that I haven't been able to figure it out, but I've got other things to worry about (like how to get a few more properties so i don't have to worry about buggie tech crap anymore :) ).