Adding times in bulk
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No, there is no bulk add, but that might be a good idea for the future if the admin team are interested.
iirc there is some bulk add stuff, it's just not publically available. Try to contact Pac or another admin, they might be able to do something for you.
A Bulk Option would have been great when I was doing NES Remix Leaderboards. But I just spent a full day adding each one lol
Pac can probably help you out with this, you probably need to ping him on twitter or by e-mail.