Excellent catch! I would put it with Annual #1-#24 (the proposal), since that's when it came out.
I could see rereading 1000 when it chronologically came out, since my personal theory is that it's post Bat/Cat. But you could also read it as pre-wedding.
Of course, the whole reading list is going to be purely a guide - anyone can read or not read, participate or not. It just helps those who want to participate to keep somewhat together.
And as I said, until we have Bat/Cat solicited, I don't want to set anything in stone, since it'd be nice to try to time the discussion to lead straight into Bat/Cat #1.
And that's a fun note about his goal - I should tweet it at him, though I'm sure he already knows!