Senior DevOps Engineer

Posted Yesterday
Be an Early Applicant
Boston, MA, USA
Hybrid
150K-170K Annually
Senior level
Food • Gaming • Hospitality
Level99 is a first-of-its-kind destination for real-world, social, challenge-based entertainment
The Role
Build and operate Level99’s cloud and venue infrastructure across multiple locations. Responsibilities include CI/CD, Infrastructure-as-Code, cloud networking, Ansible and AWX fleet management, monitoring, logging, alerting, IAM, secrets management, vulnerability management, incident response, and production support. The role also supports systems interfacing with venue hardware and establishes documentation, runbooks, and operational standards.
Summary Generated by Built In
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, and is opening in West Hartford, CT, Disney Springs, FL, King of Prussia, PA, Paramus, NJ, 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. 


OVERVIEW
Level99 is looking for a Sr. DevOps Engineer to build and operate the platform behind a growing, multi-location entertainment business. You'll run our cloud environment — CI/CD pipelines, Infrastructure-as-Code, observability, and security — while also managing the fleet of systems deployed across our venues using Ansible and AWX. It's a role that spans both sides: the infrastructure behind our cloud applications and the systems running on the floor, where things have to stay up while guests are playing games. You'll also help shape the standards and practices for how we build and operate as we continue to grow.

RESPONSIBILITIES

  • Ship reliably — build and maintain CI/CD pipelines and Infrastructure-as-Code that make deployments repeatable and safe
  • Build and run our cloud platform — design and maintain the infrastructure behind our applications, from deployment architecture to networking
  • Run the venue fleet — manage the systems deployed across our locations with Ansible and AWX, keeping configuration and updates consistent as we open new venues
  • Support what runs on the floor — manage application dependencies and drivers on venue systems, partnering with our infrastructure and hardware teams on new deployments
  • Keep systems healthy — instrument monitoring, logging, and alerting so problems get caught before guests notice
  • Protect the environment — manage IAM, secrets, and access controls, and stay ahead of vulnerabilities
  • Set the bar — establish documentation, runbooks, and standards that make the platform easier to operate as we grow

MUST-HAVE SKILLS

  • Hands-on production experience with a major cloud provider (GCP preferred; strong AWS or Azure experience considered)
  • Production experience with containers and orchestration (Docker, Kubernetes)
  • Production experience with Ansible (or similar) for configuration management across distributed systems
  • Proficiency with Infrastructure-as-Code, Terraform preferred
  • Experience building and maintaining CI/CD pipelines (CircleCI, GitLab CI, Jenkins, or similar)
  • Scripting and automation ability in Python or Bash
  • Comfort working with the Linux command line, including package management and troubleshooting application dependencies
  • Demonstrated ownership of production systems, including on-call and incident response
  • Strong written communication and documentation habits

OTHER DESIRABLE (BUT NOT NECESSARY) SKILLS & EXPERIENCE INCLUDE

  • Experience with monitoring and logging tooling (Datadog, Grafana/Prometheus, or similar)
  • Experience with AWX or Ansible Automation Platform for fleet management at scale
  • Working knowledge of cloud networking and IAM/secrets management
  • Experience supporting systems that interface with physical hardware — device drivers, peripherals, or display and audio subsystems
  • Database operations experience — backup strategy, restore testing, version upgrades
  • Experience with distributed or multi-site environments, including compute running outside a central cloud region

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.

Skills Required

  • Hands-on production experience with a major cloud provider, preferably GCP; AWS or Azure experience considered
  • Production experience with Docker and Kubernetes
  • Production experience with Ansible or similar configuration-management tools across distributed systems
  • Proficiency with Infrastructure-as-Code, preferably Terraform
  • Experience building and maintaining CI/CD pipelines using CircleCI, GitLab CI, Jenkins, or similar
  • Scripting and automation ability in Python or Bash
  • Comfort with the Linux command line, package management, and troubleshooting application dependencies
  • Demonstrated ownership of production systems, including on-call and incident response
  • Strong written communication and documentation habits
  • Experience with monitoring and logging tools such as Datadog, Grafana, or Prometheus
  • Experience with AWX or Ansible Automation Platform for fleet management at scale
  • Working knowledge of cloud networking, IAM, and secrets management
  • Experience supporting systems interfacing with physical hardware, device drivers, peripherals, or display and audio subsystems
  • Database operations experience, including backup strategy, restore testing, and version upgrades
  • Experience with distributed or multi-site environments and compute outside a central cloud region
Am I A Good Fit?
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The Company
HQ: Natick, MA
Year Founded: 2021

What We Do

Level99 is a first-of-its-kind destination for real-world, social, challenge-based entertainment for adults featuring over 50 mental and physical challenges set in immersive, artistic environments. Each challenge is designed to bring a group together in engaging activities that take 2 to 4 minutes to complete, sparking moments of laughter in epic fails and high-fives in triumphant wins. From navigating our iconic Axe Run, to solving puzzles in a Crystal Cavern, to conquering the largest pinball game imaginable, Level99 offers endless ways to play using both body and mind. Level99 tracks each player’s progress as they work their way up the coveted leaderboard or try to collect every “star” available in the venue, unlocking exclusive rewards as they play. To enhance the gaming experience, Level99 offers a full-service bar, restaurant, and beer hall, Night Shift Kitchen + Tap, that features scratch-made cooking, legendary craft beers, hand-made creative cocktails, and a variety of dining and gathering spaces for events. In 2025, we will be adding Victory Brewing in Tysons, VA and Two Roads Kitchen + Tap in West Hartford, CT to our group of restaurants as we team up with local brewers in support of our northeast expansion. Level99 opened its first location in 2021 in Natick, MA, followed by its second location in Providence, RI in 2024. A young, entrepreneurial company, Level99 has immediate plans to triple in size over the next 18 months. We are backed by Act III Holdings, led by Panera founder Ron Shaich, and we have a talented team that has worked on successful entertainment projects such as 5 Wits, Boda Borg, Blue Man Group, and Walt Disney Imagineering. This position is an opportunity for an experienced and motivated individual to dive into a fast-paced, dynamic environment where you can apply your skills in a fun and exciting setting that brings joy and entertainment to hundreds of thousands of people each year. More information on Level99 and our restaurants is available at http://www.level99.com.

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