Welcome to the community, Lindsey! :grinning_face_with_big_eyes: Airtable’s calendar view isn’t designed to operate like most other calendar systems. Each calendar entry corresponds to a single Airtable record. Because of that, there’s no way to make a recurring monthly event—like rent due on the first of every month—and have all of those entries appear on the calendar at once without making a new record for every single month.
If you don’t need to see all future and past entries, and only care about seeing the entry for the current month, then you could “recycle” a single entry and update its due date as each month passes.
While doing either of these tasks manually would be possible (though tedious), both can be done using automation services like Zapier or Integromat.