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A college professor tackles the six iconic categories in hope of winning $20,000 for his parents' 50th anniversary.

Trivial Pursuit

Heart of Gold

An English teacher and travel consultant get tested in the six iconic Trivial Pursuit categories in hope of winning $20,000.

First Class

An events planner and chemical engineer square off in the six iconic categories in hope of winning $20,000.

The Main Event

A Taylor Swift superfan tries to fill the blank space in six iconic categories in hope of winning $20,000.

Shake It Off

A new homeowner competes in six iconic categories in hope of winning $20,000.

House Rules

A tiebreaker is needed to determine who will take on the six iconic Trivial Pursuit categories in hope of winning $20,000.

Breaking Good

A player who once declared seven majors takes on the six iconic categories in hope of winning $20,000.

Major League

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Contestants compete on a giant version of the iconic game board, battling it out over a range of play-along question categories to win wedges and beat each other to the center.

S2 E14 | The Main Event