Meet Our Hosts
The personalities behind Chicago's most entertaining trivia nights
What Makes Our Hosts Special
At Pen & Paper Trivia, we believe that great hosts make great trivia nights. Our team brings energy, personality, and expertise to every event. We don't just ask questions – we create an experience that keeps teams coming back week after week.
Engaging Personalities
Our hosts bring energy and humor to every round, making trivia entertaining for all skill levels.
Trivia Expertise
Deep knowledge across all categories with the ability to craft questions that challenge and entertain.
Crowd Management
Skilled at reading the room and keeping energy high throughout the entire event.
Our Team
Get to know the faces behind your favorite trivia nights
Shannon
Sam
Casey
Frankie
What Players Say About Our Hosts
"I've been attending this trivia night for a while and generally find it quite fun. I'd recommend it. I should also add that the questions are well-written and interesting, the judging is fair, and the host is engaging and fun."
"It's the best trivia I've found with a good mix of general knowledge questions. Not the insane picture round, listening round, and convoluted, complicated questions most of these bigger trivia companies have."
"Hubs and I do a LOT of bar trivia. Pen and Paper is honestly the best in the city. I have done this trivia at other places. The host is funny and smart and writes all his own questions. I ALWAYS learn something, win or lose."
"We keep playing Pen & Paper Trivia because the hosts make it fun. Glad you continue to expand, but also stay special."
Want to Join Our Team?
We're always looking for passionate, energetic people to join our hosting team. If you love trivia, enjoy entertaining crowds, and want to be part of Chicago's premier trivia experience, we'd love to hear from you!
What We're Looking For:
- 🎤 Strong public speaking skills
- 🧠 Broad knowledge across trivia categories
- 😄 Outgoing personality and sense of humor
- 📅 Reliable and professional
- 📍 Located in or willing to travel to Chicago area
What We Offer:
- 💰 Competitive compensation
- 🍕 Meal and drinks at most venues
- 📈 Flexible scheduling
- 🎯 Training and ongoing support
- 🎉 Be part of a fun, growing team