2014 was Jackninja5's third year on YouTube.
- January 4: Uploads
- February 20: 2013-14 Internet Issue
- Jackninja5's internet issue is solved with him returning to YouTube, only to find that Daddy Pig Tries to Escape His Worst Nightmare: Exercise is blocked globally.
- March 2: Jackninja5 became an atheist.
- March 15: Jackninja5 leaves YouTube temporarily. Uploads
- August 20: Uploads
- August 23: Uploads
- October 28: Jackninja5 gets trolled in a comment war but he soon befriends the troll.
- November 4: The November 2014 Comment War begins with the trolling of a user who is against 9/11 humour by Jackninja5.
- November 6: November 2014 Comment War
- The comment war's first phrase ends with a stalemate.