Now booking Madison holiday parties and winter kickoffs. January and February dates go fast.

Corporate Trivia in Madison, Wisconsin That Gets Everyone Playing

Live trivia, stand-up comedy and game show energy for Madison holiday parties, conferences, association meetings and team nights, hosted start to finish by former Madison morning radio host Dan Deibert.

Call or text 262-333-0494 · Straight west on I-94 from our Waukesha base

A disengaged audience at a company event

After a long day of sessions, nobody wants another presentation.

Madison runs on meetings: annual conferences, agency all-hands, association dinners and year-end parties. By evening, people are tired of sitting and listening. Put a speaker or a slideshow in front of them and the room empties early. Leave them alone and they stay in the same small circles they walked in with.

The evening is when people actually connect, if something gives them a reason to.

HIP Trivia in action: Dan Deibert hosting between the tables as guests smile and laugh

Madison mornings used to start with Dan.

Before HIP Trivia, Dan Deibert spent about five years on Madison morning radio. Add 30+ years of stand-up comedy and a serious trivia habit, and you get a host who can read a room of state employees, researchers or software developers and get every one of them playing.

Wisconsin organizations already trust the show, including Monroe Truck Equipment, Northwestern Mutual and Associated Bank, along with statewide conferences like the Wisconsin Airport Management Association's.

Also trusted by teams at Visa, Discover and OKTA.

Here's how it works.

  1. 1

    Share the plan.

    Tell us the date, the Madison venue and your agenda for the evening.

  2. 2

    Approve your quote.

    A custom price for your group, plus ideas for rounds about your organization.

  3. 3

    Hand us the mic.

    We set up hours ahead, host about 90 minutes of play, and crown your champions.

Get a Free Quote
A full hotel ballroom of guests at banquet tables, set up for a HIP Trivia show

From the Terrace to your office.

Madison's big rooms are made for this. Picture an evening session at Monona Terrace Community and Convention Center, Frank Lloyd Wright's building on the lake, or a banquet at the Alliant Energy Center. Hotel ballrooms like The Madison Concourse Hotel downtown work beautifully, and so do restaurants, private rooms and your own break room.

  • Our own screen, sound and tablets, or your venue's AV team, whichever suits the room
  • A wired internet line for the host is best; we have backups if there isn't one
  • We coordinate setup times and tech directly with your venue
  • Clean, HR-friendly content that works for public agencies and private companies alike

Madison events we host

  • Association meetings and conferences. A closing-night event that attendees remember, built around your schedule.
  • Holiday parties and winter kickoffs. Dinner first, then a show the whole office plays. See holiday party trivia.
  • Training and dealer days. A fun finish after a long day of presentations and product demos.
  • Team building for agencies and departments. Mixed teams that put people from different floors and divisions at the same table.
  • Teams spread around the state. Bring everyone in over video with virtual trivia.
A team cheering with arms raised after a correct answer at a HIP Trivia show

The whole room cheering for the winners.

That's how a HIP Trivia night ends: the scores revealed, the winners celebrated, and people who met that morning trading jokes about the round they should have won.

The alternative is the usual quiet exit to the parking ramp. Give them a night worth staying for.

What Wisconsin clients say

★★★★★

The Highlight of Our Conference!

HIP Trivia was the highlight of my industry conference. Dan's natural talent made for a perfect blending of entertainment, networking, and team building. The attendees rated HIP Trivia higher than any other aspect of the conference! I would not hesitate to book Dan again at a future event.

Harold MesterWisconsin Airport Management Association
★★★★★

You won't regret HIP Trivia at your next event!

We had the absolute best time with HIP Trivia at the WSPRA Fall Conference! Their engaging format, high-energy hosting and creative questions brought our group together for an evening of laughter, friendly competition and unforgettable fun. The Wisconsin School Public Relations Association (WSPRA) highly recommends HIP Trivia for any organization looking to energize an event, build connections, and simply have a great time.

Emily DeBakerWSPRA
★★★★★

Amazingly fun!

We booked Dan for a company event where we were bringing in outside dealers for training on our products, and after a long day of presentations and product walk-arounds, being able to unwind and just have fun was amazing! Everyone, even those who had never participated in trivia like this before, got super competitive and had a blast together, especially with Dan's flair and humor guiding us along. Thanks for a great time, HIP Trivia!

Rosie KatzenbergerMonroe Truck Equipment

Madison Corporate Trivia Questions

Can HIP Trivia set up at Monona Terrace or the Alliant Energy Center?

Yes. Big convention spaces are where a hosted game shines, because every table plays at once instead of watching a few people on stage. We bring our own microphones, soundboard and screens as needed, or plug into the in-house AV and production team. Either way, we sort out the technical details with the venue so you don't have to.

Our association holds its annual meeting in Madison. Can HIP Trivia be the evening event?

It's a natural fit. After a full day of sessions, attendees want something easy to join that still gets them talking to each other. We can play in teams by table, or switch to individual play on phones when the room is full of people who just met.

Do you come out to Madison?

All the time. We're based in Waukesha, a straight shot west on I-94, and Dan spent about five years on Madison morning radio, so the city is familiar ground.

Can we include questions about Madison or our organization?

Yes, and it's one of the best parts. Add a round on Madison, your agency or company, your team's year, or your leadership, and we'll blend it with questions from our database of over 100,000.

How much time does the show take?

Plan on a show of about 90 minutes, which we can shorten or stretch to match your agenda. We arrive 2 to 3 hours ahead to set up, so everything is ready when your guests sit down.

Some of our people work remotely or across the state. Can they play too?

Yes. Our virtual trivia show runs live over Zoom, Microsoft Teams, Webex, GoTo or RingCentral for groups up to 500 players, with nothing to download.

Bring HIP Trivia to Madison.

Tell us your date, venue and group size, and we'll send a custom quote. Winter dates book first, so don't wait too long.

Get a Free Quote

Rather talk it through? Call or text 262-333-0494 or email info@hiptrivia.com.