Vignola
Last week Leo shared his location with me to confirm that he was indeed in this major U.S. city
Los Angeles
This town in Westchester was the setting for a Washington Irving short story featuring the Headless Horseman
Sleepy Hollow
He lived on Cascade Road and he has a 3.06 ERA since 2024 for the Houston Astros
Hunter Brown
He came here to do two things: dope and bike, and he's all out of bike
Lance Armstrong
He bashed Mason Rudolph's skull in, and he's spent his entire career wearing Sox
Myles Garrett Crochet
Contrary to some reports, Max was NOT in a music video for this collaboration between Sean Kingston and Justin Bieber
Eenie Meenie
The northernmost rest stop on the Garden State Parkway is named after this legendary TV actor who won three Emmys between 2000 and 2003
James Gandolfini
He lived on Cascade Road and he was the prime minister of the U.K. in the late-2000s
Gordon Brown
Launch Angle
He's hoping that he finally has a decent quarterback, and he was the only president of the Confederacy
Justin Jefferson Davis
He's the only brother that I know for sure was ejected from a high school baseball game
Before he played Bucky Barnes or Donald Trump on the big screen, this actor grew up attending Rockland Country Day School
Sebastian Stan
He rushed for 2006 yards in 2009 and I once hung out with him at Erik Mitchell's house
Chris Johnson
As of two weeks ago, Apple Maps now lists the body of water between Western New York and Southern Ontario this
Lake America
This RB definitely doesn't have a decent quarterback in Week 1, and this slugger tested positive for PEDs twice
Bijan Robinson Cano
With the family moving out of Warwick, Jack and Luke are reportedly moving to this state, NOT one town over
Florida
In 2026, this Little League team represented the Mid-Atlantic region, which surprised me because I didn't see a lick of good baseball in my years living there
Bayonne
He recently resigned as U.S. Secretary of the Army, and he played the saxophone and said * a lot in high school
Dan Driscoll
Laila Ali
His dad owns an HVAC company (I think), and no one knows what number is higher: his number of golf major titles, or his number of car accidents under the influence
Scott Tiger Woods
Max doesn't like coming to Hoboken because it has too many these, his least favorite ethnicity
Ugly People
Currently the Mayor of Newark, Ras Baraka was a high school teacher when he was featured on the interludes in the Miseducation of this hip hop icon in 1998
Lauryn Hill
He's an imprisoned former college football coach that I recently found out is still alive, and he did radio play-by-play for the Baltimore Ravens for over three decades until retiring in April
Jerry/Gerry Sandusky
In this 1962 film, Peter O'Toole plays the title character, who goes from England to the Middle East to find a prince to help the British fight against the Turks
Lawrence of Arabia
This german priest wrote the 95 Theses in 1517, and this Bears pass catcher exceeded 100 receiving yards twice in 2025