Obtaining PASS Time achievements
From Team Fortress Wiki
Win 10 rounds playing PASS Time.
Reward: Civilian Grade JACK Hat
How to obtain: This achievement will naturally be obtained after a significant amount of time playing PASS Time.
| Tune Merasmus's Multi-Dimensional Television|
Reveal the mystery of the PASS Time TV Room.
Reward: Military Grade JACK Hat, PASS Time Miniature Half JACK
Difficulty: Very Hard
How to obtain: This achievement is relatively complicated and requires cooperation from 5 people on RED team and 4 people on BLU team, on the map Brickyard.
Note: Each class must stand exactly square on the smudge mark. Any spectators must not "stand" (or "float") in this area.
Sidenote: It is possible to get this achievement without help, see http://pastebin.com/9BUiaHfH