Yes, you can add the repeating session all at once that has taken place in the past. To add the repeating sessions -

Click on Track Support from the side menu.
Click on Add Past Sessions

Add past sessions button

Click on Recurring and fill in all the details. Now click on Add to save it. If the session happens every week on Tuesday for example, you can choose the first Tuesday in the 'from date' and the last Tuesday in the 'To date' to record all the sessions.

Recurring tab
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