That looks like caterpillar damage.
I found a tiny caterpillar on the underside of one leaf of a Black Krim the other day after I noticed small holes in the leaf. Also had a couple leaves on a Cayenne Pepper plant with leaf miner damage. It was after some rain too. I don't usually have much bug problems on Tomatoes and peppers here, the only exception was a couple horn worms last August on one Tomato Plant and one pepper plant. I'm starting to think that after the unusually mild winter bug pressures might be up this year and I'll have to be more vigilant.
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