thanks - that's helpful. They're 700-23 tires and were max pressure at least when I left the office each time. FWIW, I probably made it sound like I'm harsher on the bike than I actually am. There's no bombing around or jumping going on, but there are some unavoidable bumps & uneven pavement around town. I'm pretty well-versed on gentle landings/transferring weight over bumps/etc....which is helpful, but not ideal.
I have a bunch of bikes and in general I have not been riding this one any differently than i have others with 23c & 25c. Usually, I opt for 28 or one of my 27"x 1/4" wheeled bikes for lunch rides, but that's more for comfort than flat tire hassles.
Thinking more one the holes & their location, I'm thinking rim tape may be the culprit. I guess I was wondering if some tires are more prone to sidewall buckling (and thus, pinch flats) than others.