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100
In 1918, the New York Yankees paid the Boston Red Sox just over $100,000 in exchange for this player.
Who is Babe Ruth?
100
"Quahog" is not only a delicious type of clam found in New England. It is also the namesake of the fictional hometown from this animated series.
What is Family Guy?
100
Want partial credit in this category? Too bad!
As the saying goes, "Close only counts in [blank] and [blank]".
What are horseshoes and hand grenades?
100
Great Scott! I don't really know why Marty McFly was best friends with this crazy old man, but he did bring him Back to the Future.
Who is Doc Brown?
100
Comedian Tim Robinson stars in this Netflix sketch comedy show.
What is I Think You Should Leave?
200
Winners of the TV show "Survivor" compete for a one million dollar prize - except for in Season 50, where a coin-flip upped the prize money to this amount.
What is two million dollars?
200
This famous family from the Dorchester neighborhood of Boston has produced a New Kid on the Block, a burger chef, and a Funky Bunch member. I guess they are actors, too.
Who is the Wahlberg Family?
200
Richmond, Virginia is home to these two colleges, who are cross-town rivals in the A10 conference.
What is Virginia Commonwealth University and the University of Richmond?
200
This hair metal band released an album titled "Dr. Feelgood" in 1989.
Who is Motley Crue?
200
These leaves are used to give flavors to soups and stews.
What are Bay Leaves?
300
I'm not a businessman, I'm a business, man. And I am now the wealthiest musician in the world (according to Forbes).
Who is Jay-Z?
300
Reginald VelJohnson not only played a police officer in the classic Christmas movie "Die Hard". He also played a police officer in this long-running TGIF sitcom on ABC.
What is Family Matters?
300
In The Sopranos, Silvio Dante was second-in-command to the boss Tony Soprano. Actor Steve Van Zandt is also second-in-command for this musical group.
Who is Bruce Springsteen and the E Street Band?
300
Located in Rochester, Minnesota, this famous medical center consistently ranks among America's best hospitals.
What is the Mayo Clinic?
300
In 1865, General Grant and Union troops captured Richmond, Virginia, signaling the end of the Civil War. Confederate troops fled across this river, burning the bridge on their way out of town.
What is the James River?
400
In 2026, Forbes released their list of highest-earning athletes in the world, with this athlete in the #1 spot.
Who is Cristiano Ronaldo?
400
The actress who portrayed Robin in "Stranger Things" probably learned her acting skills from at-home training days - as her mother is Uma Thurman and her father is this famous actor.
Who is Ethan Hawk?
400
"The Beanpot" is a college hockey tournament played every February between these four major colleges: Northeastern, Harvard, and these two Commonwealth Avenue schools.
Who are Boston University and Boston College?
400
This concoction was invented in 1885, when a bored pharmacist mixed together 23 ingredients at a pharmacy in Waco, Texas.
What is Dr. Pepper?
400
In 2001, this Patriots quarterback and former #1 overall pick was knocked out of a game due to injury. His replacement was Tom Brady, and the rest is history.
Who is Drew Bledsoe?
500
In 1803, Thomas Jefferson sent this fellow Virginian and future U.S. president to France to help negotiate the deal that became the Louisiana Purchase.
Who is James Monroe?
500
Bob Dylan's son Jakob formed this band, who's hit song "One Headlight" topped the Billboard charts in the late 90's.
Who are The Wallflowers?
500
With the Milwaukee Brewers winning their first ever World Series last night, these two franchises are now alone in the National League having never won a championship.
Who are the San Diego Padres and the Colorado Rockies?
500
Hi Everybody! This Simpsons character graduated from Hollywood Upstairs Medical College.
Who is Dr. Nick Riviera?
500
Get out. Right now.
This pop star, and New England native, had a hit single in 2004 for with "Leave (Get Out)", peaking at #12 on the Billboard Top 100.
Who is JoJo?