---
title: 'Entertainment Team Lead at Level99 Entertainment'
canonical: 'https://feeny.ai/job/entertainment-team-lead-level99-entertainment-natick-7kjyf8yararx'
type: 'job'
last_seen: '2026-09-12'
---

# Entertainment Team Lead at Level99 Entertainment

- **Company:** Level99 Entertainment
- **Location:** Natick, MA
- **Compensation:** $18–$19/hr
- **Employment:** full-time
- **Work type:** onsite
- **Posted:** 2026-08-28
- **Last confirmed live:** 2026-09-12
- **Apply:** https://jobs.lever.co/level99/b0185a84-9256-49c9-af1c-fab36a869d44

## Job description

## WHO WE ARE

Level99 is a sprawling playground designed for adults with over 50 life-sized mini-games where Players dodge axes, crack puzzles, and outsmart real-world challenges. Each game lasts about 1–4 minutes and is built for 2–6 people to play together. One ticket to Level99 unlocks access to all of our games including Challenge Rooms, Player-vs-Player duels, and an art scavenger hunt. We save your progress each time you play so you can earn rewards and climb our coveted leaderboard. Alongside the games, Level99 offers a full-service bar and award-winning restaurant – featuring scratch-cooking, local craft beers, handmade cocktails, and a variety of event spaces. Level99 has locations in Natick, MA, Providence, RI, Tysons, VA, Disney Springs, FL, and is opening in West Hartford, CT, Paramus, NJ, King of Prussia, PA, and Raleigh, NC. Level99 is backed by Act III Holdings, led by Panera founder Ron Shaich, and we have a talented team that has worked on successful entertainment projects ranging from 5 Wits to Walt Disney Imagineering. Visit www.level99.com for more details.

Team Leads are peer leaders amongst the Entertainment Team. They are dedicated to showcasing the Level99 concept, delivering the ultimate in guest experience and developing relationships with Players and fellow team members all while maintaining a fun, clean and safe environment.  Team Leads are passionate about meeting guest needs before being asked and are always promoting the Level99 brand. Team Leads are chosen from the Entertainment Team for their peer leadership, willingness to pitch in to help the team, and their positive attitudes. Team Leads play an important role in the training of new Hospitality/Sales Associates and serve as role models for their fellow team members.

## RESPONSIBILITIES

- Support Team Members and Guests by maintaining a strong, visible presence on the floor
- Coach and develop Team Members through real-time feedback and support
- Maintain cleanliness, organization, and overall Venue standards
- Assist with task delegation, rotations, and operational flow
- Train new Team Members using structured, hands-on training methods
- Help resolve Guest concerns and escalate issues when needed

## MUST-HAVE SKILLS

- Friday and weekend availability — a must; flexible schedule including days, nights, and holidays
- Ability to stand, walk, and stay active for 8+ hour shifts; lift and carry up to 50 lbs
- Strong verbal communication skills and a natural ability to connect with people
- Comfortable working under pressure in a fast-paced, ever-changing environment
- Positive, upbeat, team-first attitude

OTHER DESIRABLE (BUT NOT NECESSARY) SKILLS & EXPERIENCE INCLUDE

- 1+ year in a Leadership or training role
- Hospitality, retail, or entertainment background
- Public speaking or performance background

While we don’t expect a candidate to have deep experience in all of the above, we’re looking for someone with the passion and capability to learn quickly in the areas that are new!

YOU MIGHT BE A FIT ON THE LEVEL99 TEAM IF YOU… Like to laugh, would be described as a "low maintenance, low drama" person, have a tendency to have a bit of fun while you work Have a high tolerance for ambiguity, like to go fast, and are excited to learn on the job Are just a little bit obsessive about getting the details right the first time Have a high energy personality, the kind of person who is typically smiling, and likes to "get it done now"

Level99 is an E-Verify employer.

## About Level99 Entertainment

## Company Overview
- **One-liner**: Level99 Entertainment operates first-of-its-kind, real-world interactive entertainment venues for adults, featuring over 50 physical and mental challenge-based games set in immersive artistic environments.
- **Entity Type**: Private (Funding stage: Private Equity-backed)
- **Headquarters**: Natick, Massachusetts, United States
- **Founded**: 2021
- **Founders**: Matthew DuPlessie

## Core Business
- **Primary industry/industries**: Entertainment Providers, Hospitality, Location-Based Entertainment (LBE)
- **Target customers**: B2C – Adults (21+) seeking social, active, and immersive entertainment; B2B – Corporate event planners and group bookings.
- **Mission or purpose statement**: To push entertainment to the next level by creating a real-world, social, and challenge-based experience where groups can laugh, compete, and connect.

## Products & Services
- **Level99 Venues (Natick, MA; Providence, RI; Tysons, VA; and expanding)**: An adult playground featuring over 50 life-sized mini-games and challenges, including an Axe Run, Crystal Cavern puzzles, and giant pinball. Games take 1–4 minutes to complete, designed for social gameplay and leaderboard competition. The experience is paired with a full-service bar and restaurant (e.g., Night Shift Kitchen + Tap, Victory Brewing, Two Roads Kitchen + Tap) featuring scratch-made food and local craft beverages.
- **Art Hunts**: Scavenger-hunt-style mazes featuring eccentric, humorous pieces by local artists, integrated into the venue experience.
- **Private Events & Corporate Bookings**: Venues available for team-building, celebrations, and group events, with dining and gathering spaces.

## Market Standing
- **Valuation/Market Cap**: Not publicly disclosed
- **Key Metric**: Total funding of $50M (Private Equity round closed October 9, 2025)
- **Notable Investors/Partners**: Act III Holdings (led by Panera founder Ron Shaich) – sole lead investor. Venue partners include Night Shift Brewing, Victory Brewing, and Two Roads Brewing.
- **Growth Signals**: 132 employees (+50.4% YoY growth); 7+ locations operational or planned across the US Northeast (Natick, Providence, Tysons, Orlando, West Hartford, King of Prussia, Paramus); immediate plans to triple in size over 18 months; 27 active job postings as of late 2025.

## Competitive Advantages
- **Proprietary game design & IP**: Over 50 unique, custom-built physical and mental challenges that are active, social, and endlessly replayable – distinct from escape rooms or standard arcades.
- **Strong brand & location strategy**: Backed by a legendary restaurant entrepreneur (Ron Shaich) with deep real-estate and consumer brand expertise. Venues are strategically located in high-traffic suburban and urban retail/dining corridors.
- **Integrated F&B model**: In-house restaurants and bars (partnered with local craft brewers) create a "night out" destination rather than just a game visit, increasing dwell time, average spend, and customer stickiness.
- **Talent pedigree**: Founding team and leadership have experience at 5 Wits, Boda Borg, Blue Man Group, and Walt Disney Imagineering, giving them deep domain expertise in immersive entertainment.

## Strategic Focus
- **Aggressive geographic expansion**: The company aims to triple its venue count over the next 18 months, with immediate plans for Orlando, West Hartford, King of Prussia, and Paramus.
- **Enhancing the guest experience**: Continuously iterating on game design, integrating new Art Hunts, and partnering with local breweries to differentiate each location.
- **Building a scalable operational model**: Standardizing venue design, game fabrication, and staff training to support rapid multi-location growth without losing quality.
- **Becoming an employer of choice**: Actively building a culture that balances fun with professionalism, backed by a Great Place to Work certification.

## Why Work Here
- **Culture**: Described as a "fun-loving, challenge seeking, positive" environment where employees are encouraged to "Work Where You Play." The company is Certified™ by Great Place to Work®.
- **Remote/Hybrid/Office Policy**: Primarily on-site for venue-facing roles (Technicians, Operations, Servers). Corporate/tech roles (Senior DevOps, Senior Systems Engineer) may offer hybrid flexibility (Greater Boston area).
- **Notable Perks**: Competitive pay, comprehensive health insurance (PPO/HMO + dental + vision), life & AD&D coverage, 401(k), paid holidays, generous PTO, Teladoc, pre-paid legal and identity theft coverage, and free admission to the venues.
- **Team & Growth**: 132 employees with a 50.4% YoY headcount increase. The company has immediate plans to triple in size, offering significant career advancement opportunities in a fast-paced, entrepreneurial environment.
- **Talent Sources**: Frequently hires from leading hospitality and experience brands like The Cheesecake Factory, Panera Bread, Wegmans, Tillys, and Blue Man Group.

## Sources
1. [linkedin.com](https://linkedin.com/company/level99-entertainment)
2. [level99.com](https://level99.com/careers)
3. [jobs.lever.co](https://jobs.lever.co/level99)
4. [builtin.com](https://builtin.com/company/level99)
5. [builtinboston.com](https://www.builtinboston.com/company/level99)

## Other roles at Level99 Entertainment

- [Event Sales Coordinator](https://feeny.ai/job/event-sales-coordinator-level99-entertainment-west-hartford-z078kn2wfmfs) — West Hartford, CT
- [Entertainment Keyholder](https://feeny.ai/job/entertainment-keyholder-level99-entertainment-natick-r482kav3dw3g) — Natick, MA
- [Entertainment Install Team Manager (Traveling Position)](https://feeny.ai/job/entertainment-install-team-manager-traveling-position-level99-entertainment-wr6n1533wwgf) — Greater Boston, MA
- [Entertainment Install Coordinator (Traveling Position)](https://feeny.ai/job/entertainment-install-coordinator-traveling-position-level99-entertainment-ebktvxsjyaz1) — Greater Boston, MA
- [Human Resources Generalist](https://feeny.ai/job/human-resources-generalist-level99-entertainment-greater-boston-adhan7wr84pq) — Greater Boston, MA
- [Chef de Partie - Opening Team!](https://feeny.ai/job/chef-de-partie-opening-team-level99-entertainment-west-hartford-t6xmt5g8axf8) — West Hartford, CT
- [Support](https://feeny.ai/job/support-level99-entertainment-tysons-gex7ghx16hyy) — Tysons, VA
- [Server](https://feeny.ai/job/server-level99-entertainment-tysons-6a44v3ad3v6h) — Tysons, VA
- [Director of Operations - Opening Team!](https://feeny.ai/job/director-of-operations-opening-team-level99-entertainment-paramus-cm4dqv94jr5p) — Paramus, NJ
- [Restaurant Manager](https://feeny.ai/job/restaurant-manager-level99-entertainment-tysons-jm0khxs0ac0y) — Tysons, VA