When I'm on a dive boat in the caribbean, I set up my gear, pressurize the tank, then turn the valve off, and watch what happens to the SPG. If it drops quickly, that's a serious leak and something needs attention. But most of the leaks I've had are slow enough so that the SPG will drop a few hundred PSI over the length of the boat ride, with the valve off. This represents a very tiny volume of air because the air that's leaking out is coming from the very small HP chamber of the regulator.
Doing this has the added advantage of leaving your reg pressurized for a good 15-20 minutes before entering the water. If there was going to be a tank valve o-ring blow-out, it would be far more likely during that time than in the water, because each breath slightly lowers the pressure gradient across that o-ring.
I'm on vacation, unless something is really wrong I prefer to not let it upset me. In fact, I've gotten in the habit of offering to switch tanks with anyone complaining about a short fill on dive boats. I'm pretty good with air, so I don't mind starting with a little less. It's an opportunity to do something nice for someone, and it usually stops the complaining immediately. You'd be surprised how many divers don't take me up on the offer; all of a sudden they seem to not mind having 2700 PSI instead of 3K.
Regarding the danger of an o-ring blow-out at depth, here's my opinion. Every single diver on every single dive should ALWAYS dive in such a way that a catastrophic air loss is not life threatening. That's because regardless of how careful you are with your gear, or how much money you spend on fancy regulators, mechanical failures do occur. This is why all of us were taught the buddy system and staying in open water with immediate access to the surface unless trained and equipped for technical diving.
If you switch out a tank valve o-ring immediately before a dive, you are now diving on an un-tested o-ring. Statistically, that's a risk too.
However, if there is a really bad looking or leaking o-ring, I will usually change it. I carry a few valve o-rings and a pick in my save-a-dive kits. I don't mind doing it and the DMs usually have plenty of other stuff to think about.