Excited live trivia host in front of a laptop

Think you have what it takes to run the show? Then we want to talk to YOU!

See below for our list of Trivia Game Host Positions!

Click on the appropriate link to apply now in one of these cities or their surrounding areas!
A team playing pub trivia

Who’s a Good Fit to be a Trivia Jockey?

Smiling woman in front of a professional microphone


Many of our hosts have a background in theater, radio, podcasts, communications or public speaking. Experience in front of an audience is a huge plus!

Two women pointing and having fun in a bar


Both part-time and full-time students love the flexibility of being a Challenge Entertainment Trivia Jockey. Regular shows help you set your schedule according to your needs.

A male bartender with his hand on a beer tap and passing a pint to a customer

Servers and Bartenders

We see you working hard out there! You know the patrons and the business, now it’s time to show your skills behind the mic!

What Our Jockeys Say ...

Being a trivia jockey is being the life of the party, which is why I love it. I've hosted crowds larger than most local bands will ever play to. You get to create the atmosphere, entertain the crowd, and provide a fun and interactive experience. I just love being able to turn an otherwise dull Monday night into something that both my crowd and I look forward to every week.

- Tyler Banks, Trivia Jockey

Amazing Company
Great fun time. Hosting shows is the best. The opportunity to advance is very present. There is so much you can do with them if you have the drive to get it all done. They just need someone to take the initiative and grow the company.

- Trivia Jockey, Biloxi MS, Posted on Indeed.com

Super Fun Side Job
If you enjoy trivia, hanging out at bars, meeting new people, and entertaining people, this is a great gig. All you have to so I set up your equipment, read the questions the company sends to you, play some music, and keep score. I thoroughly enjoy and look forward to every show.

- Trivia Jockey, Pembroke Pines FL, Posted on Indeed.com