This achievement can glitch on you and become unachievable in several circumstances. In the originally released unpatched game, this achievement was broken. The patch fixed it, but only if you play your ranked matches on the North America map (not a DLC 1910 variant). There are several reports that having the DLC purchased and installed when you try to unlock this makes this unachievable as well. There are also at least three reports that it will not unlock if you spread your gameplay over multiple consoles. To ensure you can unlock it, purchase the game and not the DLC, and then play all 25 ranked matches on that same console.
When you start, choose the minimum number of destination cards. Your partner will take the minimum also, and every turn will choose just one destination card until he runs out and then switch to drawing railway cards. You will focus on drawing railroad cards, always drawing two face down cards until you have 44 cards. Once you have enough cards, focus on placing your railways as quickly as possible to end the match. Once your train count drops to 2 or below, everyone takes a final turn and the match is over.
This achievement can only be unlocked in Ranked games on the North America map. It will unlock once the final scores are displayed after the match once you have 25 wins.