Is there a way to add insert a number that is incremented once per cursor in Sublime Text 2?
Example, with | as the cursor:
Lorem ipsum
I think that the only way to achieve what you ask is to create your own plugin.
Tools/New Plugin...:
import sublime_plugin
class IncrementSelectionCommand(sublime_plugin.TextCommand):
def run(self, edit):
start_value = int(self.view.substr(self.view.sel()[0]))
counter = 0
for selection in self.view.sel():
self.view.insert(edit, selection.begin(), str(start_value + counter))
counter = counter + 1
for selection in self.view.sel():
self.view.erase(edit, selection)
Save it in your User directory.
Then add a shortcut to your Key Bindings - User:
{ "keys": ["YOUR_SHORTCUT"], "command": "increment_selection" }
Now you can place the cursors where you need:

Insert the number the counter should start from (in this case 1):

Select the number you typed (shift<—):

Type the shortcut:
