I don't usually tell by looking at the holes directly, since a slight bit of oval on the hole can be tough to see directly.
Look for signs that the barrel is tipping in the movement, so shiny wear spots between the main plate and barrel bridge, or material missing where the ratchet wheel rides from tipping and "digging in" to the bridge.
Also, when you start assembling the watch back together, mount the barrel and barrel bridge only, and screw the bridge down. Then take you brass/bronze tweezers and try to lift up on the edge of the barrel - if it tips enough to be close to touching something, then it will need repairing.
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