Big thank you to everyone for the suggestions. I got my CB installed and didn't have to drill anything.
Passenger side panel is where I ended up going through for my CB wiring. It was so close to the battery it made the most sense.
I will research the other suggestions for the larger wire I want to run that will feed my sub amp and power inverter.
I have tons of pics all the way from the antenna mount to wiring the battery. I will post them in my build thread: RTPG - 2014 Jeep JK build
I was able to fit a 2ga wire through that hole - although I had to clean up the sheet metal that overlapped the hole on the other end with a 1/2" steel rod (I just pounded it through the hole to bend the sheet metal back).