Arts & Entertainment
Amy Schneider becomes first woman $1M Jeopardy! winner
Schneider, 42, commenced her winning streak in November hitting the million mark during her 28th game this past Friday
Amy Schneider, the Transwoman software engineering manager from Oakland, became the first woman and fourth $1 million Jeopardy! winner since the game show first aired on March 30, 1964.
Schneider, 42, commenced her winning streak in November hitting the million mark during her 28th game this past Friday. “It’s not a sum of money I ever anticipated would be associated with my name,” Schneider said. “To be good at Jeopardy!,” Schneider added; “you just have to live a life where you’re learning stuff all the time.”
The New York Times reported that the other three $1 million Jeopardy! winners, Ken Jennings who went on to compete in a record 74-game run, won in 2004 after his 30th game. In 2019 the distinction was also won by James Holzhauern and this past Fall, 2021 by Matt Amodio.
GLAAD’s director of transgender representation, Nick Adams, in an emailed statement said; “Amy Schneider’s incredible run on Jeopardy! allows families all over the country to get to know her as someone who is great at word puzzles, has in-depth knowledge on a range of topics, and who also happens to be a transgender woman. Amy is using her history-making appearances and new platform to raise awareness of transgender issues and share a bit of her personal story too.”
After her early successes last November, Schneider told Newsweek that she had been trying to get on the show for over a decade.
“I’m not sure quite how long [ago I first applied], but I remember trying out when I still lived in Ohio, and I’ve lived in Oakland since 2009, so it has to have been at least that amount of time,” she said.
Schneider also explained how her transition in 2017 might have helped her finally get a spot on the show.
“The reality is that for the first few years of that, when I was trying out, I was, as far as any of us knew, a standard white guy,” she told the magazine. “And there’s just more competition for those slots on Jeopardy! They’re making a TV show, they don’t want everybody to look the same, and I looked a lot like many of the other contestants, and I think that definitely made it a little tougher for me at that time. I would have got on eventually — I was never gonna stop trying!”
In the post-Alex Trebek era, multiple trans contestants have appeared on the show, including Kate Freeman, who became the first out trans champion in “Jeopardy!” history last December.
Schneider, who became the first trans contestant to qualify for the Tournament of Champions in November, was robbed at gunpoint over the New Year’s weekend in her home city of Oakland.
“Hi all! So, first off: I’m fine. But I got robbed yesterday, lost my ID, credit cards, and phone,” she said. “I then couldn’t really sleep last night, and have been dragging myself around all day trying to replace everything,” she wrote in a tweet about the incident.
Hi all! So, first off: I’m fine. But I got robbed yesterday, lost my ID, credit cards, and phone. I then couldn’t really sleep last night, and have been dragging myself around all day trying to replace everything.
— Amy Schneider (@Jeopardamy) January 4, 2022
According to the Associated Press, Oakland police said they are investigating the armed robbery that occurred on Sunday afternoon. No arrests have been made.
The robbery took place just days after Schneider won her 21st consecutive game, surpassing Julia Collins as the most winning woman in the show’s history.
In an email statement to NBC News, a “Jeopardy!” spokesperson said, “We were deeply saddened to hear about this incident, and we reached out to Amy privately to offer our help in any capacity.”
Schneider, an engineering manager from Oakland, has been an inspiration to many during her historic run on the show.
“Seeing trans people anywhere in society that you haven’t seen them before is so valuable for the kids right now that are seeing it,” she told ABC affiliate KGO-TV in November, adding: “I’m so grateful that I am giving some nerdy little trans kid somewhere the realization that this is something they could do, too.”
Books
Love or fear flying you’ll devour ‘Why Fly’
New book chronicles a lifetime obsession with aircraft
‘Why Fly’
By Caroline Paul
c. 2026, Bloomsbury
$27.99/256 pages
Tray table folded up.
Check. Your seat is in the upright position, the airflow above your head is just the way you like it, and you’re ready to go. The flight crew is making final preparations. The lights are off and the plane is backing up. All you need now is “Why Fly” by Caroline Paul, and buckle up.

When she was very young, Paul was “obsessed” with tales of adventure, devouring accounts written by men of their derring-do. The only female adventure-seeker she knew about then was Amelia Earhart; later, she learned of other adventuresome women, including aviatrix Bessie Coleman, and Paul was transfixed.
Time passed; Paul grew up to create a life of adventure all her own.
Then, the year her marriage started to fracture, she switched her obsession from general exploits to flight.
Specifically, Paul loves experimental aircraft, some of which, like her “trike,” can be made from a kit at home. Others, like Woodstock, her beloved yellow gyrocopter, are major purchases that operate under different FAA rules. All flying has rules, she says, even if it seems like it should be as freewheeling as the birds it mimics.
She loves the pre-flight checklist, which is pure anticipation as well as a series of safety measures; if only a relationship had the same ritual. Paul loves her hangar, as a place of comfort and for flight in all senses of the word. She enjoys thinking about historic tales of flying, going back before the Wright Brothers, and including a man who went aloft on a lawn chair via helium-filled weather balloons.
The mere idea that she can fly any time is like a gift to Paul.
She knows a lot of people are terrified of flying, but it’s near totally safe: generally, there’s a one in almost 14 million chance of perishing in a commercial airline disaster – although, to Paul’s embarrassment and her dismay, it’s possible that both the smallest planes and the grandest loves might crash.
If you’re a fan of flying, you know what to do here. If you fear it, pry your fingernails off the armrests, take a deep breath, and head to the shelves. “Why Fly” might help you change your mind.
It’s not just that author Caroline Paul enjoys being airborne, and she tells you. It’s not that she’s honest in her explanations of being in love and being aloft. It’s the meditative aura you’ll get as you’re reading this book that makes it so appealing, despite the sometimes technical information that may flummox you between the Zen-ness. It’s not overwhelming; it mixes well with the history Paul includes, biographies, the science, heartbreak, and exciting tales of adventure and risk, but it’s there. Readers and romantics who love the outdoors, can’t resist a good mountain, and crave activity won’t mind it, though, not at all.
If you own a plane – or want to – you’ll want this book, too. It’s a great waiting-at-the-airport tale, or a tuck-in-your-suitcase-for-later read. Find “Why Fly” and you’ll see that it’s an upright kind of book.
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Theater
Out actor Kevin Cahoon on starring role in ‘Chez Joey’
Arena production adapted from Broadway classic ‘Pal Joey’
‘Chez Joey’
Through March 15
Arena Stage
1101 Sixth St., S.W.
Tickets start at $93
Arenastage.org
As Melvin Snyder in the new musical “Chez Joey,” out actor Kevin Cahoon plays a showbiz society columnist who goes by the name Mrs. Knickerbocker. He functions as a sort of liaison between café society and Chicago’s Black jazz scene circa 1940s. It’s a fun part replete with varied insights, music, and dance.
“Chez Joey” is adapted from the Broadway classic “Pal Joey” by Richard Rodgers and Lorenz Hart. It’s inspired by John O’Hara’s stories based on the exploits of a small-time nightclub singer published in The New Yorker.
A warm and humorous man, Cahoon loves his work. At just six, he began his career as a rodeo clown in Houston. He won the Star Search teen division at 13 singing songs like “Some People” from “Gypsy.” He studied theater at New York University and soon after graduating set to work playing sidekicks and comedic roles.
Over the years, Cahoon has played numerous queer parts in stage productions including “Hedwig and the Angry Inch,” “La Cage aux Folles,” “Rocky Horror” as well as Peanut in “Shucked,” and George the keyboardist in “The Wedding Singer,” “a sort of unicorn of its time,” says Cahoon.
Co-directed by Tony Goldwyn and the great Savion Glover, “Chez Joey” is a terrific and fun show filled with loads of talent. Its relevant new book is by Richard Lagravenese.
On a recent Monday off from work, Cahoon shared some thoughts on past and current happenings.
WASHINGTON BLADE: Is there a through line from Kevin, the six-year-old rodeo clown, to who we see now at Arena Stage?
KEVIN CAHOON: Anytime I want to land a joke in a theater piece it goes back to that rodeo clown. It doesn’t matter if it’s Arena’s intimate Kreeger Theatre or the big rodeo at the huge Houston Astrodome.
I was in the middle stadium and there was an announcer — a scene partner really. And we were doing a back and forth in hopes of getting laughs. At that young age I was trying to understand what it takes to get laughs. It’s all about timing. Every line.
BLADE: Originally, your part in “Chez Joey” Melvin was Melba who sings “Zip,” a clever woman reporter’s song. It was sort of a star feature, where they could just pop in a star in the run of “Pal Joey.”
CAHOON: That’s right. And in former versions it was played by Martha Plimpton and before her Elaine Stritch. For “Chez Joey,” we switched gender and storyline.
We attempted to do “Zip” up until two days before we had an audience at Arena. Unexpectedly they cut “Zip” and replaced it with a fun number called “I Like to Recognize the Tune,” a song more connected to the story.
BLADE: Wow. You must be a quick study.
CAHOON: Well, we’re working with a great band.
BLADE: You’ve played a lot of queer parts. Any thoughts on queer representation?
CAHOON: Oh yes, definitely. And I’ve been very lucky that I’ve had the chance to portray these characters and introduce them to the rest of the world. I feel honored.
After originating Edna, the hyena on Broadway in “The Lion King,” I left that to do “Hedwig and the Angry Inch” as standby for John Cameron Mitchell, doing one show a week for him.
Everyone thought I was crazy to leave the biggest musical of our time with a personal contract and getting paid more money that I’d ever made to get $400 a week at the downtown Jane Street Theatre in a dicey neighborhood.
At the time, I really felt like I was with cool kids. I guess I was. And I never regretted it.
BLADE: When you play new parts, do you create new backstories for the role?
CAHOON: Every single time! For Melvin, I suggested a line about chorus boys on Lakeshore Drive.
BLADE: What’s up next for Kevin Cahoon?
CAHOON: I’m about to do the New York Theatre Workshop Gala; I’ve been doing it for nine years in a row. It’s a huge job. I’ll also be producing the “Cats: The Jellicle Ball” opening on Broadway this spring; it’s a queer-centric uptown vogue ball with gay actor André de Shields reprising his role as “Old Deuteronomy.”
BLADE: There’s a huge amount of talent onstage in “Chez Joey.”
CAHOON: There is. I’m sharing a dressing room with Myles Frost who plays Joey. He won accolades for playing Michael Jackson on Broadway. We’ve become great friends. He’s a miracle to watch on stage. And Awa [Sal Secka], a D.C. local, is great. Every night the audience falls head over heels for her. When this show goes to New York, Awa will, no doubt, be a giant star.
BLADE: Do you think “Chez Joey” might be Broadway bound?
CAHOON: I have a good feeling it is. I’ve done shows out of town that have high hopes and pedigree, but don’t necessarily make it. “Chez Joey” is a small production, it’s funny, and audiences seem to love it.
The Capital Pride Alliance held the annual Pride Reveal event at The Schuyler at The Hamilton Hotel on Thursday, Feb. 26. The theme for this year’s Capital Pride was announced: “Exist. Resist. Have the audacity!”
(Washington Blade photos by Michael Key)























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