I was looking over things and noticed there isn't a default group for moderators. Is there a reason for this? It would make things a lot easier as far as permissions are concerned when adding a user to that group.

There was, but it was removed years ago. One could easily be added by a plugin or yourself.

If I added a moderator group (o.group add moderator) would it automatically recognize moderators who are already in place (moderatorid steamid)? Or do I create the group and set the authlevel somehow? Sorry if this is a dumb question. I think I've added a group once when I was experimenting with the whole VIP system, and it was on a server I deleted a while ago.

Maybe it's possible to add Moderators (authlvl 1) in oxide.config.json to DefaultGroups to get the same automation like Administrators (authlvl 2)?
Like this:

{
  "Options": {
    "Modded": true,
    "PluginWatchers": true,
    "DefaultGroups": {
      "Players": "default",
      "Moderators": "moderator",
      "Administrators": "admin"
    }
  },
  "OxideConsole": {
    "Enabled": true,
    "MinimalistMode": true,
    "ShowStatusBar": true
  },
  "OxideRcon": {
    "Enabled": false,
    "Port": 25580,
    "Password": "",
    "ChatPrefix": "[Server Console]"
  }
}​

*edit: Ok seems like isn't possible like Wulf said.

No, the automation would have to be handled via a plugin.

Okay. Thank you.