The less we have to futz with our guns, the better. The more we do administrative handling in uncontrolled environments, the more the risks go up. In fact, I would say that if you handled your firearm every single time you exited or entered your vehicle, you will undoubtedly become complacent with the process. Complacency leads to mistakes, loud ones in this case.
If you find it uncomfortable to wear your sidearm while driving, I would respectfully suggest that you consider other holster options or even a different pistol; though the Shield is a very nice option, it may not be the best option for your situation.
If you ever have children (anyone under 21) ride with you, staging an unsecured firearm anywhere in the vehicle that is not under your direct, continual control is a no go. Even under the best of circumstances, it's pretty hard to watch kids every second, and it's pretty much impossible while driving. And a second is all it takes for them to get into something they shouldn't.
If you still find it necessary to remove your firearm while driving, I suggest that you use a holster that can be easily removed with the gun, and securely stow gun and holster as a unit. I know you want to have your Shield easily accessible in case of a carjacking, but the odds are much greater of something going tragically wrong during the administrative handling of a firearm potentially dozens of times per day in a tight space than any incidence of random crime. Please keep in mind that I am saying all this from my perspective. If I am running several long errands (my "commute" is less than 2 miles), I am usually distracted and rushed. Being in that state of mind is not optimal for administrative gun handling.
Larry
