#3 Bayley - 1 hour 25 minutes (WWE Money in the Bank 2019)
WWE Money in the Bank 2019 saw former RAW Women's Champion Bayley make history.
The 2019 WWE Money in the Bank pay-per-view event opened with the Women's Money in the Bank ladder match. Bayley defeated Natalya, Naomi, Dana Brooke, Nikki Cross, Ember Moon, Carmella and Mandy Rose to win the Money in the Bank contract for the first time in her career.
The closing moments of the match saw Sonya Deville attempt to assist Mandy Rose in retrieving the Money in the Bank briefcase. However, Bayley shoved Rose and Deville off the ladder and retrieved the briefcase to win the match.
Bayley wouldn't wait long to cash in her Money in the Bank contract.
Then RAW and SmackDown Women's Champion Becky Lynch defeated Lacey Evans to retain the RAW Women's Championship. However, immediately after retaining the RAW Women's Championship against Evans, The Man was forced to defend the SmackDown Women's Championship against Charlotte Flair.
After outside interference from Lacey Evans, Charlotte Flair defeated Becky Lynch by hitting a big boot to capture the SmackDown Women's Championship for a fourth time.
After the match, Flair and Evans continued to assault Becky Lynch. This was until Bayley came out to make the save. After Charlotte Flair attempted to spear Bayley and hit the steel ring post, Bayley decided to cash in her Money in the Bank contract.
Bayley hit a diving elbow drop from the top rope onto Charlotte Flair and won the WWE SmackDown Women's Championship for the first time in her career. The victory also made history as Bayley became the first woman in WWE history to win the SmackDown, RAW, NXT and Women's Tag Team Championships. Therefore becoming the first women's Grand Slam Champion.