Hi,
We actually already have plans for something along these lines, you can see the feature request for that here:
~Caleb
Hey Justin,
The main thread to follow on this topic is
Please follow that thread for updates! We're hoping for late Q2 / Q3, but that is subject to change depending on what else surfaces in the time between that needs more pressing attention at a company level.
While there is no way (just yet) to automatically log a recurring monthly expense, you can log an expense to an owner or a property -- not just to a booking. Go to PM > Expenses and there you can add an expense that's assigned to an owner or a property.