A long winded background before my answer:
I used to carry every day in all situations. Then for over a decade I didn't carry at all. No explanation really other than laziness. I just kind of fell out of the habit and then my concealed carry license expired and I kept forgetting to renew it and eventually it never crossed my mind anymore, except on Super Bowl Sunday which was my designated gun testing and cleaning day after I had lapsed so bad that I didn't even bother to go to the range anymore. Each Super Bowl Sunday early in the am I'd take my two remaining guns several miles up one of the nearby logging roads and shoot a box or two of rounds. Then I'd come home and clean them both and put them away for another year. Then, about 4 or 5 years ago the state legislated away the ability to go out and shoot on almost all state land except for hunting purposes (I don't hunt). So then I left out the actual shooting part of the Super Bowl routine. I'd do a basic function check and cleaning and that's it.
One day last October I pulled out my 10/22 to shoot a nuisance animal (raccoon) that had been dumping my garbage and destroying my garden all summer. It was a close, easy shot at a nearly stationary target and I clean missed 2 times. I got him on the 3rd shot (he never moved. Just stood there looking at me until he fell over). I decided to go to the range. I had trouble finding one because many of the outdoor ones I had frequented in the mid to late 90's no longer exist and back then I never bothered with the few indoor ones because they were more expensive. Plus I could just drive up a logging road and plink away back then. I eventually found someplace to shoot the .22 and after a couple dozen shots I felt it all coming back. I left the range/shop that day with a very nice Sig P6 as well. I re-applied for my carry permit the next week (I got the permit in the mail 6 days later which must be some kind of record). After getting used to the P6 I've started to carry again in the last few months.
My problem is that my life has changed in the last 10-15 years. I work what would traditionally be considered a white collar job, except things are more relaxed now so I wear a polo shirt. Anyway, my company expressly prohibits the carrying of weapons while on company time. I have no desire to lose my excellent living so I comply, although the compromise is that the gun stays in the car, in my range bag. I coach youth sports, most of which are played on school fields. The schools are posted as "Weapons free zones" in my state and this applies to all except LEO's. The permit does me no good there. Bars in my state are weapons free as well, and all are posted. So basically for about 2/3 of my waking hours I can't carry anyway.
I subscribe to the "no one should know" approach. I make every effort to keep it concealed. I my state (WA) my permit actually is called a "License to carry concealed pistol". The only people who know I'm licensed to carry are my wife and brother. I don't announce when I'm carrying and when I'm not even to them. Hopefully I've done a good enough job in weapon selection, holster, clothing, etc that I'm not advertising it to the world. I'm in favor of the element of surprise. My brother and I are practically the same person mentally so he is not an issue. My wife has more issue with keeping a pistol in the house than with me carrying it. She stopped hassling me when I said I'd put it in the safe when not carrying it. My preferred home defense weapon is the 12ga anyway.