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Senior DevOps Engineer, Trilogy (Remote) - $100,000/year USD

CrossoverNew York, NYApril 9th, 2026
You're the engineer who stabilizes production when others are still diagnosing. We need DevOps professionals who can step into unknown AWS environments, restore order from disorder, and drive uptime beyond 99.9% through genuine monitoring, automation, and root cause analysis. You'll break down complex projects into achievable daily tasks, deliver production-ready Python or JavaScript, and leverage AI as your assistant.Many organizations claim "cloud expertise" while manually nursing individual systems. We're systematizing reliability across dozens of acquired SaaS offerings where founding engineers have departed and documentation is incomplete. The challenge: you'll employ agents and current tooling to explore unfamiliar systems 5–10x more efficiently, document your findings, and automate solutions so recurring failures become impossible. Rather than judging you on certifications and technology lists, we'll observe you troubleshoot in real time, produce a genuine 5-Whys analysis that identifies one actionable root cause, and construct automations that endure production conditions.This isn't a tier-2 "follow the runbook" position. Here, you create the runbooks, architect the deployment path from development through staging to 10% to full release with soak periods and rollback criteria, and implement the monitoring that detects corner cases. You reject risky changes before deployment. You distinguish infrastructure issues under your ownership from application bugs owned by Engineering, and you route permanent corrections to the appropriate team.You'll operate at the reliability engineering center, managing infrastructure initiatives, incident handling and RCAs, and change requests accompanied by copy-paste-ready runbooks. If you've already maintained a substantial SaaS platform and wish to apply that expertise across a portfolio, join us. Bring advanced AWS knowledge, production-quality development skills, rigorous scope discipline, and daily, critical reliance on AI tooling. If you're prepared to ensure continuous availability, please apply.What You Will Be DoingAdvanced infrastructure migrations, consolidations, production-quality automations, monitoring adjustmentsDiagnosing production failures, deploying immediate remediations, and authoring root cause analyses with permanent corrections assigned to responsible teamsDrafting, reviewing, and implementing production changes, including assessing whether a proposed modification is safe for executionWhat You Won't Be DoingSpending time in Jira and interminable status calls - we prize individuals who deliver solutions, not merely document issuesSustaining legacy systems perpetually - you'll be authorized to pursue substantial improvementsWaiting on bureaucratic approval processes - you'll possess the autonomy to implement immediate corrections during incidentsSenior DevOps Engineer Key ResponsibilitiesAdvance reliability and standardization of cloud infrastructure throughout our expanding product portfolio by deploying comprehensive monitoring, automation, and AWS best practices.Basic RequirementsDeep AWS infrastructure expertise (this is our primary platform - other cloud experience alone won't cut it)Experience managing production infrastructure at a scale of 1,000+ containersExperience scripting with Python and Bash for day-to-day administration operationsExperience managing and migrating production databases with multiple engines (including MySql, Postgres, Oracle, MS-SQL)Experience with infrastructure automation (Terraform, Ansible, or CloudFormation)There is so much to cover for this exciting role, and space here is limited. Hit the Apply button if you found this interesting and want to learn more. We look forward to meeting you!Working with usThis is a full-time (40 hours per week), long-term position. The position is immediately available and requires entering into an independent contractor agreement with Crossover as a Contractor of Record. The compensation level for this role is $50 USD/hour, which equates to $100,000 USD/year assuming 40 hours per week and 50 weeks per year. The payment period is weekly. Consult www.crossover.com/help-and-faqs for more details on this topic.#J-18808-Ljbffr