Jon is host of the podcast “Lovett or Leave It” and co-host of “Pod Save America.” He and Michael have never met before. Michael’s charity is the Natural Resources Defense Council. Jon’s charity is World Central Kitchen.
$100
On September 21st, 2025, Harry Styles was in Germany to do what for 26.2 miles?
A: Walk a tightrope B: Run a marathon
C: Surf a wave D: Arouse a lot of Frankfurters
Answer
B: Run a marathon
“Insta” is a common nickname for a social media platform also familiarly called what?
A: The Tok B: The Chat
C: The Gram D: The Tube
Answer
C: The Gram
A famous rock formation off the Adriatic coast, “Lovers’ Arch” ironically crumbled into the sea on what holiday in 2026?
A: Christmas B: Valentine’s Day
C: Easter D: St. Patrick’s Day
Answer
B: Valentine’s Day
The “Three-Comma Club” refers to people who make Forbes’ annual list of what?
A: Sexiest Men Alive B: Billionaires
C: Best Chefs in America D: Most Wanted Fugitives
Answer
B: Billionaires
Given annually since 1948, the Gold Baton is awarded by the League of American what?
A: Clergies B: Jurists
C: Umpires D: Orchestras
Answer
D: Orchestras
What type of liquor shares its name with a dynasty that ruled France for more than 200 years?
A: Gin B: Bourbon
C: Vodka D: Tequila
Answer
B: Bourbon
“Find several sturdy chairs with armrests” is a tip in a wedding planning article titled “The Secret to a Fabulous” what?
A: Hora B: Cha Cha Slide
C: Cupid Shuffle D: Foxtrot
Jon was married last week. [It was in May.] He and his husband were lifted in sturdy chairs.
Answer
A: Hora
$8,000
Which of these was NOT the name of a custom Labubu that Naomi Osaka carried onto the court during the 2025 U.S. Open?
A: Billie Jean Bling B: Mia Glamm
C: Andre Swaggasi D: Arthur Flashe
Answer
B: Mia Glamm
Only about 10% of people can demonstrate “Gorlin’s sign,” the ability to touch which body part with the tip of the tongue?
A: Earlobe B: Nose
C: Knee D: Shoulder
Answer
B: Nose
What brand reunited in 2026 from a nearly four-year absence after completing their mandatory military service?
A: Gorillaz B: Migos
C: BTS D: Mumford & Sons
Answer
C: BTS
Believed to prevent hangovers in ancient times, what gem gets its name from a Greek word meaning “not drunk”?
A: Amethyst B: Onyx
C: Sapphire D: Dolomite
50:50
Dolomite and onyx are rocks rather than gems.
50:50 leaves A & B.
50:50 leaves A & B.
Answer
A: Amethyst
$125,000
Which of these actors has achieved the rare feat of starring in three #1 movies at the domestic box office in a single calendar year?
A: Leonardo DiCaprio B: Brad Pitt
C: Will Ferrell D: Jim Carrey
Michael says he should know this. Jon says Jim Carrey starred in The Mask and Ace Ventura in the same year.
Answer
D: Jim Carrey (Dumb and Dumber was the other movie.)
Until 2022, what U.S. state held the dubious distinction of being the last to elect a woman to either house of Congress?
A: Hawaii B: Delaware
C: Vermont D: Mississippi
ATH
Jon was a speechwriter for Obama. He thinks it’s Delaware (Sarah McBride). Jimmy agrees.
Answer
C: Vermont (Becca Balint)
Michael and Jon win $32,000 for their charities.
Michael and Jon win $32,000 for their charities.