Diner Dash

That is very simple. Just start a multi-player local game with two controllers. I prefer to create a tip wars game (minimum money) in the fifth restaurant. Then use combos on the main account to win money quickly. After ten games you will get the achievement.
You should get this in 30-45 minutes, depending on how you are good at the game.

This is the passive method, which you can do while messing around on the computer or whatever.

Go to Multiplayer and pick Local Game. Set it to Head-to-Head, Time Wars, 5 minutes and any restaurant.

Seat your first guest at any table, preferrably a large one (regardless how large the group you're seating is), to color the seats. Put your controller down and wait about 04:50, ignoring the fact that the customers get angry and you end up at 0 points.

Right before the match ends, find a group with at least 1 color that matches what you seated earlier and seat the right person in that chair for points. Match won. Repeat 9 more times for achievement.