The first place you can grab this achievement is in level 1-2, Shortcut through Supplies.
Make sure you have the red character in your party. Start the level, defeat the enemies and leave to the right of the screen. In the next area, head south all the way to the bottom, past the gun fire and you will see a bunch of wooden crates in front of a Kate stone tablet. Use the red character, and press & hold
then aim to jump over the crates, which you’ll need to do twice in order to get there. Interact with it to unlock the achievement.