Senior Site Reliability Engineer, Colorado Springs at Onebrief

ABOUT ONEBRIEF Onebrief is collaboration and AI-powered workflow software designed specifically for military staffs. By transforming this work, Onebrief makes the staff as a whole superhuman - meaning faster, smarter, and more efficient. We take ownership, seek excellence, and play to win with the seriousness and camaraderie of an Olympic team. Onebrief operates as an all-remote company, though many of our employees work alongside our customers at military commands around the world. Founded in 2019 by a group of experienced planners, today, Onebrief’s team spans veterans from all forces and global organizations, and technologists from leading-edge software companies. We’ve raised $320m+ from top-tier investors, including Battery Ventures, General Catalyst, Sapphire Ventures, Insight Partners, and Human Capital, and today, Onebrief is valued at $2.15B. With this continued growth, Onebrief is able to make an impact where it matters most. SECURITY CLEARANCE, LOCATION, AND ONSITE NOTICE: This role requires regularly working on-site at customer locations in Colorado Springs, Colorado. If you are not currently within commuting distance, you must be willing to relocate (note that Onebrief will provide relocation assistance). Active Top Secret Clearance required; SCI eligibility is a plus. ABOUT THE ROLE We are hiring a Site Reliability Engineer to join our Infrastructure & Security team. You’ll work closely with fellow SREs, security, and customer success. You will be the first line of support for our mission critical deployments, and responsible for ensuring best-in-class service quality and issue resolution. You will work in both on-premise DoD environments and AWS cloud environments. Your lessons from the field will shape how our team works, from policy to implementation. In addition to working at the customer, you will contribute directly to solutions that increase stability, performance, and security of our deployments, and improve the overall experience of deploying and managing Onebrief on premise. ABOUT YOU You care deeply about reliability and treat it as a core feature of any application or platform, with a bias toward “reliability over novelty.” You think about infrastructure and operability as products to be automated, well-documented, and continuously improved, and you aim to leave systems easier to operate than you found them. You are equally comfortable leading a post-incident review, or diving into a kubectl shell to triage a complex production issue. You don't just fix problems; you translate constraints and failure modes into clear, automated guardrails and scalable, resilient architecture. For you, robust monitoring, actionable alerting, and insightful runbooks are core parts of the engineering process, not afterthoughts. You mentor others, fostering a culture of blameless postmortems and proactive reliability. You collaborate naturally with application and platform teams, helping them move quickly but safely by building the tools, processes, and observability that make "fast recovery" a reality. WHAT YOU'LL DO You'll own the reliability, scalability, and security of the production application and/or platform. You will do this by: - Implementing a World-Class Observability Platform: Design, implement, and manage our monitoring, logging, and alerting stack (e.g., Prometheus, Loki, Alloy, and Grafana). You won't just track metrics; you'll create the actionable insights and automated alerting that allow teams to identify and resolve issues before they impact users. - Defining and Upholding Reliability: Define, measure, and own alerting that feeds into our Service Level Indicators (SLIs) and Service Level Objectives (SLOs), increasing trust internally and externally. You will be the organization's expert on what it means for our systems to be reliable and how to measure it. - Leading Incident Response: Act as the incident responder and potentially incident commander during critical incidents who will lead blameless post-mortems / After Action Reviews (AARs) that identify true root causes and drive automated, long-term solutions to prevent recurrence. - Automating for Scale and Security: Partner with platform engineers to design, build, and manage secure, resilient Kubernetes clusters and cloud/on-prem environments using Infrastructure-as-Code (Terraform, Ansible). You will embed security and compliance controls (RMF, STIGs) directly into this automation. - Eliminating Toil and Scaling the Team: Proactively identify and eliminate operational toil by building automation. You will partner with other teams to share best practices for air-gapped environments and support their readiness for production. WHAT WE LOOK FOR - An active Top Secret clearance - 5+ years in Platform, DevOps, or Site Reliability Engineering with an infrastructure and operations focus. - Proven partner to DevOps/Platform and application teams; collaborates well across functions and shares context openly. - A deep understanding of incident response processes, with experience conducting thorough root cause analyses and driving continuous improvement. Technical expertise - Infrastructure as Code: Terraform (or CloudFormation), Ansible. - Containers and orchestration: Kubernetes design, deployment, and operations. - CI/CD: experience building and maintaining pipelines (GitLab CI/CD, Jenkins, GitHub Actions). - Scripting: proficiency with at least one of Python, Go, or Bash. - Cloud: Familiarity with AWS or AWS GovCloud. - Observability: Grafana stack, ELK stack, or Datadog. - Networking fundamentals: core protocols and secure configurations. Bonus points (nice to have) - Experience in DoD environments and compliance frameworks (RMF, STIGs, ICD 503). - GitOps practices and toolchains. - Security‑minded design for sensitive environments. - Experience designing and implementing meaningful SLIs/SLOs (including error budgets) for complex, distributed systems. - Familiarity with on‑prem virtualization(VMware, Proxmox, Nutanix, Hyper-V, etc). - Service mesh exposure (Istio, Linkerd). - Relevant certifications (e.g., AWS DevOps Engineer, CKA/CKAD). - Active Security+ or another DoD 8570.01-approved security credential, or the ability to obtain the valid credentials within 3 months of employment. Notice to Third Party Recruitment Agencies Please note that Onebrief does not accept unsolicited resumes from recruiters or employment agencies. In the absence of an executed Recruitment Services Agreement, there will be no obligation to any referral compensation or recruiter fee. In the event a recruiter or agency submits a resume or candidate without an agreement Onebrief explicitly reserves the right to pursue and hire those candidate(s) without any financial obligation to the recruiter or agency. Any unsolicited resumes, including those submitted to hiring managers, shall be deemed the property of Onebrief.