Geography
This is the world’s tallest mountain.
What is Mount Everest?
This is the second-tallest building in the Western Hemisphere at 1,730 feet tall.
What is the Willis Tower (formerly Sears Tower)?
This NFL player currently holds the most NFL Super Bowl titles.
Who is Tom Brady?
Jim has attended this many Taylor Swift concerts.
What is two?
Vatika lived in this country for 12 years.
What is Venezuela?
This is the smallest country in the world.
What is Vatican City?
This person is Chicago's longest-serving mayor.
Who is Richard M. Daley?
The Chicago Bears have this many Super Bowl wins.
What is one?
This is the breed of Jim’s four-legged sidekick and confidante, Milo.
What is a West Highland White Terrier?
This PPMD was rejected by Deloitte at the start of his career.
Who is David Hoffman?
This US state has more people than all of Canada.
What is California?
This is the year of the Great Chicago Fire.
When is 1871?
This team is the oldest team that still holds its original name and has never been relocated.
Who are the Green Bay Packers?
If you bring cookies with this ingredient, you can expect to receive a rage-filled speech from Jim.
What are raisins?
This person was a member of the Notre Dame swim team.
Who is Bill Bauman?
This is the number of time zones in Russia.
What is 11?
Famous entrepreneur born in the Hermosa neighborhood of Chicago in 1901. He studied drawing at the Art Institute of Chicago.
Who is Walt Disney?
NFL team(s) with the most Super Bowl titles.
Who are the Pittsburgh Steelers and New England Patriots?
Jim’s first job was at this unique “location.”
What is a cemetery?
This person can tell you everything about Abe Lincoln, even his vampire hunting days.
Who is Todd Videbeck?
This is the only continent that covers four hemispheres.
What is Africa?
In 1933, Major League Baseball’s first All-Star game took place at this Chicago baseball stadium.
What is Comiskey Park (now Guaranteed Rate Field)?
The first Super Bowl, which took place in 1967, sold tickets for this price.
What is $6?
Jim introduced himself to this celebrity while waiting for a table with Dan Sirken.
Who is Jim Nantz?
This is the name of Ryan Stecz's basement bar.
What is the commodore?