Hi @JamieSi1 ,
The lookback is the actual days and not the number of times a visitor visits your site. What the Criteria will show depends on the actual settings for it and what type it is. The lookback options are depending on type of criteria you're running. There's a great overview table on this page showing you the options.
If your Criteria is a user-based one with a short look-back window, but your visitor has a re-visit a week after his first visit, then the Critieria will show backups - assuming you have it enabled on the Criteria.
For popular and item-based criterias the lookback is taking data from all visitors, so i think it would be rare cases where nothing will be shown and thereby showing backups - again assuming backup is enabled on the Criteria.
I hope this clarifies?
Kind Regards,
Kasper