DevOps Engineer

Pickle Robot Company•Charlestown, MA

17d•$100,000 - $125,000•Hybrid

About The Position

About this role: Pickle Robot is on the hunt for a smart, motivated DevOps Engineer to join our infrastructure team and help us revolutionize the future of warehouse automation. This role serves as the backbone of our technical operations, working across all levels of our organization to ensure a reliable, scalable, and efficient development lifecycle for our revolutionary robotic unload systems. You'll build and maintain the cloud infrastructure, data pipelines, and deployment systems that power our growing fleet of robots deployed across the United States. We need an engineer with a strong software foundation and deep DevOps experience. Your contributions will directly impact the reliability and scalability of Pickle's robotic platform, enabling our engineering teams to innovate rapidly while ensuring our customers experience consistently high uptime. A strong understanding of cloud infrastructure, DevOps best practices, and fleet management will be critical to success in this role. Want to get in on the ground floor of a fast-growing, VC-backed robotics company? Join Pickle Robot! We build systems that companies and their teams love. Pickle robots unload trucks. Every day, millions of trucks and containers are loaded and unloaded, often requiring manual labor—tough, dirty, dangerous, and hard to staff. Pickle automates this process using AI, machine learning, and robotics to deliver reliable products. Our Unload Systems work with teams on loading docks to make the job safer, faster, and more efficient.

Requirements

5–7+ years in software engineering; you've shipped production systems and have a strong software foundation.
Proficiency with Linux, Git, Docker, and Python for automation and infrastructure management.
Hands-on experience with public cloud infrastructure management (GCP preferred): IAM, compute (Cloud Run or GCE), networking/load balancing, storage, PubSub, and Artifact Registry.
Strong experience creating CI/CD and build pipelines that integrate different providers securely, utilizing technologies such as IAM, service account impersonation, and Workload Identity Federation.
Security-minded with deep understanding of least privilege, secrets management, and OIDC/SAML concepts.
Bias to automate and document; comfortable taking a loosely defined task to done with light guidance.
Pragmatic about trade-offs; you can explain the "why," not just the "what."
Excellent troubleshooting skills with the ability to diagnose complex issues across distributed systems.
Strong interpersonal and technical communication skills, with the ability to collaborate effectively across engineering, hardware, and deployment teams in a hybrid environment with distributed teammates.
Detail-oriented problem-solver with a strong sense of urgency and willingness to help colleagues and customers in their time of need.
Self-motivated with high ownership mentality; personal responsibility with a collective mindset.

Nice To Haves

SecOps experience is a plus.
Familiarity with Robot Operating System (ROS) and the unique challenges of deploying software to robotic systems.
Experience managing a fleet of robotic devices or IoT systems, including remote monitoring, updates, and troubleshooting.

Responsibilities

Design cloud architecture applied using repeatable Terraform for GCP, including IAM, Artifact Registry, Cloud Run/Compute, load balancers/IAP, and Cloud DNS.
Evolve our GitHub Actions CI/CD pipelines with reusable workflows, intelligent caching, secrets/attestations, and WIF/OIDC integration to GCP.
Level-up observability using Prometheus/VictoriaMetrics, Grafana, and Alertmanager, establishing sensible SLOs and quiet, actionable alerts.
Harden the platform with least-privilege IAM, Secret Manager/Vault integration, service-to-service authentication, and software provenance tracking.
Ship slimmer, reproducible Docker images and define base-image policies with automated scanning for vulnerabilities.
Design, build, and maintain robust data pipelines to capture logs and telemetry from robots in the field, enabling real-time monitoring and analysis.
Build small internal tools and CLIs (usually Python) to eliminate toil, such as DNS checks, release helpers, and deployment automation.
Develop and maintain automation scripts to bootstrap laptops, servers, and robot controllers, streamlining deployment and configuration management.
Work cross-functionally with software engineering, hardware, and deployment teams to ensure our robots are operationally ready to serve customers with minimal downtime.
Participate in an on-call rotation to provide support for infrastructure and deployment issues.
Write crisp documentation, PR templates, and lightweight runbooks that people actually use.
Establish monitoring, alerting, and observability systems to proactively identify and resolve issues before they impact customers.

Benefits

best-in-class benefits including health, dental, & vision insurance
unlimited vacation, along with all federal and state holidays
401K contributions of 5% your salary
travel supplies, and other items to make your working life more fun, comfortable, and productive

Stand Out From the Crowd

Upload your resume and get instant feedback on how well it matches this job.

Upload and Match Resume