|Week||Qualifier||Double Cross||Sleepytime||Wipeout Zone (with foam)|
|1||'The Unimpressionist' Scott Torgan||(?)||5th||1st*||Winner (10:25.36)|
|2||'Aspiring Accountant' David Harris|
|1st (02:55.9)||2nd||4th||2nd (13:26.65)|
|3||'Delivery Man' Vincent Rappleyea||(?)||1st||2nd||Out of Time|
|'Tennis Pro' Paige Roddy|
|03:49.4||6th||3rd||Out of Time|
|5||'Auto Mechanic' Daryl McCloud***||(?)||4th||Eliminated|
|Rick 'The Millionaire' Raddatz||(?)||3rd||Eliminated|
|Venessa 'Nessa' Cortez||(?)||Eliminated|
|Nicolas Dio IV||04:08.2||Eliminated|
|'Flying Monkey' Mark Halliday|
|'I'm In The War' Julie Warr||(?)||Eliminated|
* Scott Torgan grabbed the brass ring in Sleepytime, giving him a $1,000 bonus.
** In reality, Amanda 'Opera Singer' Raddatz & Rick 'The Millionare' Raddatz are married. Amanda said her husband loved Jill, and Rick had his arm around Jill in this episode. However, lots of men love Jill. Rick was also shown at the beginning of the show, singing, "Let my Big Balls go," in an opera-like way.
*** First to cross the Shake-U-Later in a regular episode.