Generate and insert a random UUID. Works with multiple selections: * If there are no selections, insert the UUID at each cursor position. * If there are one or more selections, replace the selection(s) with the UUID. I've tested this in Sublime Text 3, but it may also work for Sublime Text 2.

Default (OSX).sublime-keymap

[
  { "keys": ["ctrl+shift+u"], "command": "insert_uuid" },
]

insert_uuid.py

import sublime, sublime_plugin, uuid

class InsertUuidCommand(sublime_plugin.TextCommand):
    def run(self, edit):
        uuid_string = str(uuid.uuid4())
        for region in self.view.sel():
            if region.empty():
                self.view.insert(edit, region.a, uuid_string)
            else:
                self.view.replace(edit, region, uuid_string)