Welcome to the Jeopardy! walkthrough! This guide will be making the assumption that you have at least two local controllers rather than playing the AI. If playing the AI, it just gets a little longer looking up answers continuously.
- Obtain majority of achievements in first five games
- Grind out prizes in the form of contestant creation clothes and logos
- Grind out wins
There is one luck-based achievement that will be covered in the tips and tricks section.
There is absolutely no penalty for pausing and looking up answers. As all the questions come from previous Jeopardy episodes, there is an online searchable archive located here:
http://j-archive.com/showseason.php?season=29
As far as looking up answers goes, it's between the J! Archive and Google. I personally find Google quicker 95% of the time.
There is one achievement that is completely luck-based:
There is a 1/30 chance of obtaining this achievement at the start of a game. When you feel like grinding it, start a game, skip through a cutscene, and pick whichever spot you think is lucky. If it doesn't pop, just quit out and try again.
Pre-Games
Even if you plan on using your avatar, go into the contestant creator, pick the first contestant, and change something about his clothes.
Game 1
Set the difficulty to Easy, minigames on, and AI players off. You'll want to buzz in first for the entire board. Pick a category, then choose the $1000 clue. Answer it correctly and mash LB afterwards.
Continue to solve the rest of the category for...
Continue to select and respond to clues, boosting your money.
Eventually, you'll hit the Daily Double. Choose the maximum bet and answer correctly.
At the end of the round, assuming you've buzzed in for each clue, you'll get...
You'll also play a minigame. Respond correctly for another achievement at the end of the game.
In Double Jeopardy, there are two more Daily Doubles to double your money and two more Clue Crew clues. (Say that five times fast.) As your second controller has control of the board, pick a category and answer incorrectly with that account. Answer correctly with your main account for another achievement.
Answer another question correctly with your second account to bring it back into positive territory. Assuming it didn't hit on one of the Daily Doubles, that's two more achievements at the end of the round, followed by another minigame to win.
In Final Jeopardy, wager it all. Answer correctly with your main account and incorrectly with your second account.
Final WagerWagered it all in Final Jeopardy! with a correct response

With that, you've won the game; be prepared for a deluge of achievements!
If you've answered correctly every time you buzzed in, you'll get...
I Never GuessCompleted a game without entering any incorrect responses

When accepting a prize at the end, always choose from clothing.
Game 2-15
From here, focus on answering clues correctly in all categories and boosting money. At the end of the first round, you will get the last minigame to play and win.
By the end of Double Jeopardy, this is the soonest you can get...
By game 4, this is the soonest you can obtain...
Win game 5 for the next achievements.
Averaging about $200k a game, this will have netted you another achievement.
From here, it's grinding out minigame wins to speed up prize collection. There are 43 prizes overall - earn above 10k per game to earn an additional prize for three prizes per game, or fifteen games for the achievement. At some point, have enough going into Final Jeopardy to bet nothing and answer correctly.
Games 15-50
From here, you'll want to grind out regular wins. There are two ways to do this: the quick way and the semi-idle boosting. Both ways function the same way. Set the difficulty to Hard, minigames off, and AI players off. On this difficulty, rather than multiple choice, you need to type in the answer on the on-screen keyboard. If you have a USB keyboard to plug in, supposedly that will also work. Answer one question correctly to put yourself in positive numbers, then let time run out on all clues to speed the game along.
To boost it quickly, sit with the controller and select each new clue manually as time expires. Doing it this way results in a game roughly every 20 minutes.
To semi-idle boost, you'll need a wired controller. Set the main account on the wired controller and the secondary account on the wireless controller. When the game loads, pop the batteries on the wireless controller. If it says to reconnect the wireless controller, wait for the loading to finish, and hit A on the wired controller to bypass the forced pause. Doing it this way results in a game roughly every 43 minutes, and you need to come back to set it up next time.
Online
There are only two online achievements and they can be earned in private matches. However, in private matches, only the host gets achievements. If boosting, let the host win for both achievements.
Congratulations! That's the end of Jeopardy!