Thank you Marcus for the information. I am thinking about putting a switch in front of my router on the LAN side, but I hadn't thought to put one on the WAN side.
I have seen (and can reproduce) an issue where if I plug my Xbox directly into the LAN ports, it will pull an IP on the first startup of the Xbox. However, if I shut down the Xbox and turn it back on - it won't get an address until I unplug it and plug it back in. Running the Xbox connection through a switch fixes it completely. No clue what that means or why the switch fixes it.