The Dash upgrade is probably the hardest ability and most luck based achievement to get. It was one of the only 2 achievement I did not unlock while working my way up to the Diehard rank.

In order to get the Dash abilityand achievement you need to satisfy 2 requirements:
1. Already have the Houdini upgrade. (This is the ability that lets you transform into a chest to avoid enemies)
2. Get lucky and get the Dash ability from a chest/token roll.

1. Stockpile tokens. Do not use them on chest rerolls or gamble them. I think a good number to aim for is 20 but more could be needed.
2. Play until you roll a Houdini naturally from a chest and then make it through a teleporter to a room with a blue chest (the chest that always generates an item).
3. Use the stockpiled tokens to reroll the blue chest until it generates the Dash ability.