[Hiring] Senior DevOps Engineer @Smartsheet

Role Description

We are seeking a Senior DevOps Engineer to join the team that owns and operates Smartsheet's edge proxy platform and internal engineering tooling. The edge proxy is a custom-built, high-performance reverse proxy that serves as the entry point for all traffic across Smartsheet's commercial and FedRAMP-authorised US Government environments. The team owns the full lifecycle of this platform:

• Maintaining the proxy binary and its configuration tooling
• Provisioning and operating the multi-region AWS EKS infrastructure
• Managing the observability and on-call story for every service that routes through it
• Driving the evaluation and adoption of internal developer tooling

You will work remotely from Bulgaria.

You Will:

• Own and evolve the edge proxy platform:
• Maintain, upgrade, and extend a high-performance reverse proxy
• Write Go and Python automation
• Manage the full container image lifecycle on hardened Linux base images
• Work across the broader edge layer, including CDN, WAF, and traffic management capabilities
• Build and maintain cloud infrastructure as code:
• Design and implement Terraform/Terragrunt modules and live environment configurations
• Manage EKS clusters, load balancers, IAM roles, VPC networking, ECR registries, and supporting AWS services across multiple regions including GovCloud
• Operate Kubernetes clusters at scale:
• Manage multi-region, multi-cluster EKS deployments via FluxCD GitOps workflows and Helm charts
• Handle node AMI rotation, add-on lifecycle management, and horizontal pod autoscaling
• Build and own CI/CD pipelines:
• Design, maintain, and improve shared GitLab CI/CD pipeline templates
• Build and operate alternative pipeline workflows for isolated government cloud environments
• Automate operational toil:
• Build and maintain tooling for tasks such as container image patching and EKS AMI rotation
• Automate MR creation for monthly version-bump patching cycles
• Manage observability and on-call:
• Provision and maintain Datadog SLOs, monitors, and dashboards via Terraform
• Participate in the team's on-call rotation responding to edge proxy incidents
• Support FedRAMP/GovCloud operations:
• Operate the GovCloud environment with its unique constraints
• Evaluate and adopt internal developer tooling:
• Research, prototype, and drive the adoption of internal tools
• Mentor and collaborate:
• Share knowledge across the team through code reviews, architecture discussions, and runbook authorship
• Strategically apply AI tools:
• Champion AI tools within your team's domain to improve project execution and infrastructure design

Qualifications

• 5+ years of experience in DevOps, platform engineering, or site reliability engineering
• A BS or MS in Computer Science, Engineering, or a related field, or equivalent industry experience
• Deep proficiency with Terraform and Terragrunt for managing production cloud infrastructure
• Strong Kubernetes expertise, including EKS cluster operations and Helm chart authoring
• Hands-on experience with AWS networking and container workload services
• Proficiency in at least one general-purpose programming language — Go or Python preferred
• Solid understanding of reverse proxies, API gateways, or load balancers
• Experience designing and maintaining CI/CD pipelines
• Experience with container image security practices
• Strong operational instincts
• 1 year of professional experience leveraging AI-based workflows
• Fluency in English is required
• Legally eligible to work in Bulgaria on an ongoing basis

Nice to Have

• Experience with enterprise CDN platforms
• Familiarity with FedRAMP or AWS GovCloud operational constraints
• Experience with advanced reverse proxy or API gateway configuration
• Experience managing Datadog resources via Terraform
• Familiarity with rate-limiting services or custom traffic filter development

Benefits

• Your ideas are heard and your potential is supported
• Contributions have real impact
• Freedom to explore, push boundaries, and grow beyond your role
• Diverse perspectives and nontraditional paths are welcomed

Equal Opportunity Employer

Smartsheet is an Equal Opportunity (EEO) employer committed to fostering an inclusive environment with the best employees. It is our policy to provide equal employment opportunities to all qualified applicants in accordance with applicable laws.

If there are preparations we can make to help ensure you have a comfortable and positive interview experience, please let us know.