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100

BHSG was founded in this year

What is 2000?

100

 This major street runs through Boston’s Back Bay and is known for shopping and historic architecture. 

What is Newbury Street?

100

This 1997 film stars Leonardo DiCaprio and Kate Winslet as star-crossed lovers on a doomed ship.

What is "the Titanic"?

100

This basketball legend wore number 23 for the Chicago Bulls.


Who is Michael Jordan?

100

This cheesy, crunchy snack shares its name with a big orange cat.


What are Cheetos?

200

The first BH office was opened in 2000, right above this type of store. 

What is a pizza shop?

200

This Boston-born Founding Father co-authored the Declaration of Independence and served as ambassador to France.

Who is John Adams?

200

Known for the phrase “How you doin’?”, this character from Friends is played by Matt LeBlanc.

Who is Joey Tribianni?

200

What National League baseball team, now located in the southeast, was a Boston team until the 1950s?

What is the Atlanta Braves?

200

Break me off a piece of this — a wafer-thin way to get your chocolate fix.


What is Kit Kat?

300

Brad worked at this acclaimed university for two years before joining BH in 2005. 

What is Northeastern University?

300

What was the name of Boston's highway reconstruction project that involved "burying" the major routes through the city?

What is The Big Dig?

300

This 2013 film starring Emma Stone and Ryan Gosling was a modern musical homage to classic Hollywood dance movies.

What is La La Land?

300

In golf, this 4-letter word means scoring one under par on a single hole.


What is a birdie?

300

Known for the slogan “Melts in your mouth, not in your hands,” these candy-coated chocolates come in many colors.


What are M&Ms?

400

Heather shared a steamy smooch with this heartthrob celebrity.

Who is David Hasselhoff?

400

The origins of this slang term, commonly used in Massachusetts, are tied to many myths, including ones involving the Salem witch trials and a former Boston mayor.

What is wicked?

400

On TikTok, this two-word phrase describes the signature beat of silence people often take before speaking in a video — a subtle generational tell.


What is the millennial pause?

400

As of 2025, this is the total number of NBA championships won by the Boston Celtics?

What is 18? 

400

Introduced in 1912, these sandwich cookies with a secret cream filling have been dunked in milk for over a century.


What are Oreos?

500

Amanda realized she had a crush on now-husband Jesse at this outing. 

What is Coachella?

500

Opened in 1826, this Boston eatery holds the title as America’s oldest continuously operating restaurant.

What is the Union Oyster House?

500

This Game of Thrones character is known for saying, “You know nothing, Jon Snow.”

Who is Ygritte?

500

In 1999, this U.S. women’s soccer player famously scored the winning penalty kick in the World Cup final and celebrated by ripping off her jersey.


Who is Brandi Chastain? 

500

Launched by Frito-Lay in 1966, this snack’s name comes from the Spanish word for “little bits,” and it became the first flavored tortilla chip in the U.S.


What are Doritos?

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