January, 2016:

 

The three youngest Saturday Night Live cast members (at the time of their first appearance) all debuted on the show in the 1980s. Name two of those three cast members.

 

The Mason-Dixon line, as originally surveyed by Charles Mason and Jeremiah Dixon in the 1760s, forms part of the borders of four U.S. states. Name three of those four states.

 

When Hiram Cronk died in 1905 – he was the oldest surviving American veteran of which war?

 

To honor victims of the 9/11 attacks and a nearby landmark, what word was added to Newark International Airport’s name in 2002?

 

In North America, which includes the Caribbean islands, what is the most populous city that is entirely on an island?

 

What actress received an Academy Award nomination for her role in a 2008 film, making her the youngest actress to receive six nominations?

 

In June of 2015, Fortune released a list of the U.S. states home to the headquarters of the most Fortune 500 companies. NY, TX, and CA were the top 3, each being home to over 50 companies. Which U.S. state came in 4th as the home to 34 companies?

 

Considered in the early 2000s to be “one of Hollywood’s most bankable teens”, what Emmy-nominated young actor put his acting career on hold in 2008 to pursue auto racing as well as to play drums for the bands You Hang Up and Kingsfoil?

 

February, 2016

 

What musician, now deceased, was featured on the cover of the first issue of Rolling Stone magazine, on November 9, 1967?

 

The Pelagian Islands are located directly between Tunisia and Malta in the Mediterranean Sea. To what nation do the Pelagian Islands belong?

 

Only two of the men who currently appear on the obverse (front) sides of United States paper currency also appear as characters in the film version of the musical 1776. Name them.

 

The following bands and artists all performed in Super Bowl halftime shows during the decade of the 2000s. Put them in the order in which they appeared, starting with the earliest.

 

Among the four largest countries in Asia by total area, which one borders each of the other three?

 

What is the most recent city to host the Summer Olympic Games that is NOT its country’s national capital?

 

In 2016, what actor passed Samuel L. Jackson as the highest grossing actor in U.S. box office history?

 

In 2014, a politician named Jason Carter lost an election for what political office that had been held by his grandfather 40 years earlier?

 

There are 3 current NHL franchises that have each had just one Stanley Cup appearance and lost. Two of them occurred during the 1990s and the other during the 2000s.
What are the names of two of those unfortunate franchises?

 

With the addition of Air New Zealand service in December 2015, what U.S. city is now home to North America’s only international airport that provides nonstop flights to all 6 inhabited continents?

 

In the classic board game Sorry!, there are five different words written on or across spaces that a pawn can occupy.
Which of those five single words would score the highest in Scrabble, assuming no double or triple letter or word multipliers?

 

Place the following primary antagonists in the Die Hard film series in the order in which they first appeared, beginning with the earliest.
Simon Gruber
Yuri Komarov
Colonel Stuart
Thomas Gabriel

 

Who was the first country music artist to win the Grammy Award for Best New Artist?
This feat was accomplished sometime in the last 25 years.

 

Who is the only quarterback other than Tom Brady, Peyton Manning, or Ben Roethlisberger to start one of the last 13 Super Bowls for an AFC team?

 

Last week Meghan Trainor won the 2016 Grammy for best new artist. Name 2 of the 4 others nominated for same award.

 

According to a study of the Social Security Administration’s most popular male baby names from 1915 to 2014, four names had more than 4 million occurrences each. Name 3 of those 4 names.

 

In 2016, the Carolina Panthers became the 4th different team that quarterback Peyton Manning had started against in the Super Bowl.
Name the other three teams that he has faced in the Super Bowl.

 

Final Category – Historical Events
In what year of the 1960s did all of the following events occur?
– Ronald Reagan is inaugurated as Governor of California
– The Toronto Maple Leafs win the Stanley Cup, their last championship to date
– The Six Day War occurs

 

In 2015, Brand Finance announced that what toy company had replaced Ferrari as “the world’s most powerful brand.”?

 

When the first Star Wars film was nominated for the Academy Award for Best Picture, it was up against three films whose titles refer directly to a female main character. Name any one of those three films. We wagered 20 and got this.