- New York City, NY
- Motivational Speaker
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SideHustle® Entrepreneur Game Experience
Overview
SideHustle Live is the innovation engine companies play to spark ideas and intrapreneurship at their events.
In a half-day or full-day immersive experience, we break down silos through structured play, then channel the creativity and whiteboard campaigns, product concepts, and strategies.
This isn’t brainstorming. It’s a repeatable idea generator that delivers ROI: one idea off the whiteboard can pay for the whole experience many times over.
And because it’s flexible, SideHustle Live can bolt onto HR, marketing, or innovation initiatives, even sponsor integrations, making it a unique, high-value activation for any organization.
Also a fun experience for house parties and private events.
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Write a reviewBooking information
Price range: $250 and up
Languages: English
Gig length: 45 - 90 minutes
What to expect
Expect a half-day or full-day immersive experience where your guests become the innovators. SideHustle Live blends improv-style play with structured innovation exercises, creating a unique flow of entertainment and productivity.
How it works:
Kickoff: Interactive icebreakers set the tone and get everyone engaged.
Gameplay: Teams compete in fun challenges, pitching ideas around real-world categories.
Collaboration: Ideas are refined into whiteboard campaigns, product concepts, or strategies.
Wrap-Up: Your group leaves with at least one actionable idea they can implement right away.
SideHustle Live isn’t just a game — it’s a proven format that delivers creativity, connection, and ROI.
About
SideHustle Live is where play meets productivity. This interactive experience transforms company events into powerful innovation engines. What starts as a high-energy game quickly turns into collaboration, idea generation, and bold campaigns your teams can take back to the business.
The SideHustle hosts events for startups, professionals, and corporate teams - breaking down silos, sparking creativity, and making sure everyone leaves energized and connected. Whether it’s a team offsite, leadership retreat, or conference activation, SideHustle Live delivers fun with measurable outcomes: ideas you can actually use.
Additional booking notes
Works for groups of 20–200+ (adaptable for small teams or large conferences).
Flexible setup: conference rooms, event spaces, boardrooms, or stages.
Host provides all game materials (cards, scoring, facilitation).
Event length: half-day (3–4 hours) or full-day (6 hours).
Simple AV: projector/screen, mic, and speakers recommended for groups 40+.
No heavy tech required — SideHustle is designed to adapt to almost any venue.
Services offered
Set list
Set List (Game Format)
Welcome + Icebreaker
Round 1: “Pitch It Quick”
Round 2: “Funny or Fundable”
Audience Voting & Judge Commentary
Final Pitch Battle
Champion Announcement & Wrap-Up
Influences and inspiration
Shark Tank
Improv comedy
Stand-up comedy meets business
Setup requirements
Minimum Setup: One table and space for 4–6 teams (even a picnic table or conference table works).
Ideal Setup: Small stage area or front-of-room space with mic, chairs, and audience seating.
Optional: Projector/screen to display team names, timer, or votes (host can adapt with or without).
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