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. 

It is automated so saves a lot of time.

Build out a nurture campaign in the CRM that will automate tasks and tracking. 

Would love to learn how you guys are automating some of your tasks.

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.

Automated message.

Automate property management or hire a property manager.

Tech for most part is just a deployment item not innovation, utilizing tech to automate and do, more efficiently, what was done in antiquated manners. 

Each renter profile comes with its own booking patterns and renewal needs, as you mentioned... but we find that a 30day rental period with option to renew and automated reminders to the renter works great!

This allows me to easily manage the finances of each property for my clients and I can include automations for transactions going into each property's account. - Rent Collection: Tenants can pay their rent directly to Baselane.