Senior DevOps Engineer

Level99; Boston (MA); On-site; USD 150,000 - 170,000; Full time

Job summary

Level99 in Boston, MA is seeking a Sr. DevOps Engineer to build and operate the platform behind a multi-location entertainment business. You’ll run our cloud environment, CI/CD pipelines, Infrastructure-as-Code, observability, and security, while managing venue systems with Ansible and AWX to stay up during play.

You’ll shape standards for how we build and operate as Level99 grows, contributing from the cloud to the floor and owning production stability and documentation.

Qualifications

• Hands-on production experience with a major cloud provider (GCP preferred; AWS/Azure considered).
• Experience running containers and orchestration (Docker, Kubernetes).
• Production experience with Ansible for config 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 in Python or Bash for automation and tooling.
• Comfort with the Linux command line and troubleshooting dependencies.
• Demonstrated ownership of production systems, including on-call and incident response.
• Strong written communication and documentation habits.

Responsibilities

• Ship reliably — build and maintain CI/CD pipelines and IaC for repeatable deployments.
• Build and run our cloud platform — design the infrastructure behind applications.
• Run the venue fleet — manage systems across locations with Ansible/AWX.
• Support on-floor environments — manage dependencies and drivers for venue hardware.
• Keep systems healthy — instrument monitoring, logging, and alerting.
• Protect the environment — manage IAM, secrets, and access controls.
• Set the bar — create docs, runbooks, and standards for scale.

Skills

Cloud experience

Docker & Kubernetes

Ansible

Terraform

CI/CD pipelines

Python/Bash scripting

Linux CLI

On-call ownership

Documentation

Tools

AWX

Datadog

Grafana/Prometheus

Job description

WHO WE ARE

Level99 is a sprawling playground designed for adults with over 50 life‑size 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

$150,000 - $170,000 a year

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.