Well, you can't really have a proper roll crimp unless it's in the cannelure.
Seat the bullet so you can crimp in the cannelure. Part of the reason you "start low and work up" is variance between bullets/seating depth, within reason.
You can sort of roll crimp outside the cannelure but it will require squishing the bullet pretty badly.
Those 10 you already have will be fine.
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