This achievement can be obtained easily with 2 controllers; however, you must have a second account (gold or silver) since you can not sign in guests.
Now, usually in party modes the questions asked have more possible answers compared to challenge mode. I suggest skipping round 1, 2, and 3 by having both accounts get the answer wrong at the face-off (don't answer wrong, just let the timer run out). This way, once you get to the triple points at round 4 you will have less answers to reveal. (I found that it actually takes less time answering all the questions in that round correctly then just answering one correctly; if you only answer one correctly you have to proceed to the stealing round which takes more time).
After that round you will advance to fast money. Make sure you get these answers correct, otherwise you will not win the fast money bonus that is required for this achievement.
Do this a total of 10 times and you will unlock the achievement.
This link will give you all the answers to every question asked in the game :::
http://www.familyfeudinfo.com/EDIT: Thanks to
https://www.trueachievements.com/Unfcnbleevibl.htm and
Timeless Magic for clearing up my solution!