I don't pump my tires up every ride. About every 3rd day is all they need. I inflate to about 95 psi, knowing I really only need about 80. It generally takes at least several days to get down below 80 on my current tires and tubes. If I let them go more than that, I risk pinch flats.

I don't think it's a bad idea to inflate every time, but yes, I do like to just hop on and ride. I know it's only a minute, but at lunch time, I like to just get on and ride. A minute here, a minute there and it could be the difference between completing a 45 minute ride at the correct pace and being on time for the first afternoon appointment... or.... riding too hard, cutting the ride short, and/or being 5 minutes late for someone who's waiting.

Note I'm not saying it's dumb to inflate every ride. There is nothing wrong with keeping your tires at the optimal pressure you've chosen and checking it every time. (like I said, my short cut is over inflating for my weight and letting it go down over a couple of days). If deflating every time gets you into a good habit of inflating properly every time, that is a good enough reason to do it, imho.

I almost always check and inflate before longer or group rides on the weekends though.