It sounds like the issue is with how Apple Calendar handles iCal feeds. The phrase “if your calendar allows for this” likely refers to the calendar’s ability to display older events from the iCal feed. Unfortunately, Apple Calendar doesn’t store events indefinitely if they’re coming from an external feed like Toggle—it typically only shows recent entries.
To address this, you might need to look at other solutions, such as exporting your time entries from Toggle to a CSV and importing them into a calendar system that supports longer-term viewing, or use a tool like Google Calendar, which may offer more flexibility with iCal feeds. I hope that helps!