| # | Wrestler | Date | Place | Special Note |
| 1 | Edge | April 3, 2005 | Los Angeles, California | 1 |
| 2 | Rob Van Dam | April 2, 2006 | Chicago, Illinois | 2 |
| 3 | Ken Kennedy | April 1, 2007 | Detroit, Michigan | 3 |
| 4 | Edge(2) | May 7, 2007 | State College, Pennsylvania | 4 |
| 5 | CM Punk | March 30, 2008 | Orlando, Florida | 5 |
Notes:
1. Won the Money in the Bank ladder match defeating Christian, Chris Jericho, Kane, & Shelton Benjamin.
2. Won the Money in the Bank ladder match deafeating Matt Hardy, Shelton Benjamin, Fit Finlay, Bobby Lashley, & Ric Flair.
3. Won the Money in the Bank ladder match deafeating CM Punk, King Booker, Fit Finlay, Edge, Randy Orton, Matt Hardy, & Jeff Hardy.
4. Edge forced Kennedy to put the briefcase on the line in a singles match.
3. Won the Money in the Bank ladder match deafeating Mr. Kennedy, Shelton Benjamin, Chris Jericho, Carlito, Montel Vontavious Porter, John Morrison.
