Jamie Calandro is a high school music teacher from Ellsworth, Maine. Besides, he is popular as a contestant in the 43rd season of America’s longest-running quiz game show, Jeopardy!
Calandro has always been a fan of trivia board games, and he went to trivia nights at restaurants and bars in his 20s. He then tried to become part of Jeopardy! for several years with a series of online tests and interviews.
Calandro is set to feature as a contestant on Jeopardy! on October 26, 2026. In the episode, he will share the stage with a returning champion and another challenger.
Shannon Leigh Godwin makes her return on Monday as the new one-day champion. The interior designer from Oakland, California, snatched a win on her debut episode aired on Friday, claiming a cash prize of $16,001.
Calandro’s second opponent on Monday is Karen Bradley. She is a regulatory operations director from Long Island City, New York.
Can Calandro kick off his Jeopardy! stint with a win? Don’t forget to watch the new episode!
For now, let’s learn about Jamie Calandro’s personal and professional life details!
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Jamie Calandro Quick Facts
- Full Name: Jamie Calandro
- Age: 40s (as of 2026)
- Profession: High School Music Teacher
- Hometown: Southampton, New York, United States
- Known For: Contestant on Jeopardy!
- Show Appearance: October 26, 2026
Where Is Jamie Calandro From? His Wiki and Age
Calandro is originally from Southampton, New York, United States. He is in his 40s as of 2026.
There is no information regarding Calandro’s parents and family members. He is of American nationality and white ethnicity.
What Does Jamie Calandro Do For a Living?
Calandro serves as a high school music teacher. He also leads the band program at Ellsworth High School.
Apart from that, Calandro is a fantasy sports analyst at RotoBaller, a multi-award-winning fantasy sports media company. He has been playing fantasy sports since 1996.
Tune in with your questions!
— Jamie Calandro DFS (@jac3600) October 13, 2026
Calandro has been a high-volume DFS player across DraftKings, DraftStreet, and FanDuel since 2010. Moreover, he has been writing about fantasy sports and DFS for nearly 17 years now.
Since August 6, 2021, Calandro has been working as a staff writer and analyst at FootballDiehards.
Who Is Jamie Calandro’s Wife? Inside His Married Life
Calandro has been married to Dympna Calandro Vernon for more than 17 years now. She is originally from South Jamesport, New York.
Calandro and Dympna exchanged their wedding vows in 2009. The pair celebrate their anniversary on the 27th of June.
Together, Calandro and his wife raise three children. They have three sons.
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Interesting Facts About Jamie Calandro
- He is a member of the Fantasy Sports Writers Association (FSWA) and a three-time finalist for Basketball Writer of the Year.
- Calandro has finished in the top 10 in the FantasyPros Rankings Accuracy Competition in multiple years.
- He is the 2020 Sleeper Accuracy Cup Champion.
FAQs
Who is Jamie Calandro?
Jamie Calandro is a high school music teacher and a contestant in the 43rd season of Jeopardy!
When will Jamie Calandro appear on Jeopardy?
He will make his debut on October 26, 2026.
How old is Jamie Calandro?
He is in his 40s as of 2026.
Where is Jamie Calandro from?
Calandro is originally from Southampton, New York, United States.
Is Jamie Calandro married?
He is married to his wife, Dympna Calandro Vernon.
References and Sources
https://www.jeopardy.com/track
https://www.rotoballer.com/author/jac3600
https://mixmaine.com/ellsworth-high-school-music-teacher-to-appear-on-jeopardy-next-week/
