There is a guaranteed way to get yourself to 1 HP on the Roadside map.
When playing on Roadside jump through the broken windows of the Motel, it will take 10HP away each time you do this, however if you are at 10 or below and jump through it will leave you with 1HP. Now just kill another player.
You can have a friend join a private 1v1 match and unlock this achievement.
Special thanks to CHEETOS WI