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

You're the engineer who maintains uptime for 50\+ SaaS products when others are still guessing. We need DevOps engineers who can step into unfamiliar AWS environments, bring order to instability, and drive availability beyond 99\.9% through disciplined monitoring, automation, and root cause analysis. You'll break down complex projects into executable one\-day increments, deliver production\-ready Python or JavaScript, and leverage AI as your assistant. Most organizations talk about "cloud\-native" while manually tending infrastructure. We're systematizing reliability across dozens of acquired products where original teams have departed and documentation is incomplete. The challenge: you'll apply agents and contemporary tooling to understand new systems 5–10x faster, document your findings, and automate solutions so repeat failures are eliminated. Rather than judging you on certifications and buzzwords, we'll observe how you troubleshoot under pressure, author a genuine 5\-Whys that identifies one preventable root cause, and construct automations that endure in production. This is not a tier\-2 "follow the runbook" position. Here, you author the runbooks, architect the deployment path from development through staging to gradual rollout with soak periods and rollback criteria, and implement monitoring that detects corner cases. You reject risky changes before they reach production. You distinguish infrastructure failures you own from application bugs Engineering owns, and you route permanent remediation to the appropriate team. You'll operate at the engineering center of reliability, managing infrastructure initiatives, incident response with RCAs, and change requests documented with copy\-paste\-executable instructions. If you've already operated a substantial SaaS product and want to extend that discipline across a portfolio, join us. Bring expert AWS knowledge, production\-quality coding ability, disciplined scope management, and daily, critical reliance on AI tooling. If you're prepared to ensure continuity, please apply. **What You Will Be Doing** * Sophisticated infrastructure migrations, consolidations, production\-quality automations, and monitoring implementations * Diagnosing production incidents, deploying immediate remediation, and authoring root cause analyses with permanent corrective actions assigned to accountable teams * Authoring, validating, and executing production changes, including assessing whether a proposed change is safe for deployment **What You Won’t Be Doing** * Spending your time in Jira and recurring status calls \- we value engineers who deliver solutions, not just document issues * Perpetually supporting legacy systems \- you'll be empowered to implement substantive upgrades * Waiting on bureaucratic approval processes \- you'll possess the authority to deploy immediate remediation during incidents **DevOps Engineer Key Responsibilities** * Advance reliability and consistency of cloud infrastructure across our expanding product portfolio by deploying comprehensive monitoring, automation, and AWS best practices. **Basic Requirements** * Deep 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\+ containers * Experience scripting with Python and Bash for day\-to\-day administration operations * Experience managing and migrating production databases with multiple engines (including MySql, Postgres, Oracle, MS\-SQL) * Experience with infrastructure automation (Terraform, Ansible, or CloudFormation) **About Trilogy** Hundreds of software businesses run on the Trilogy Business Platform. For three decades, Trilogy has been known for 3 things: Relentlessly seeking top talent, Innovating new technology, and incubating new businesses. Our technological innovation is spearheaded by a passion for simple customer\-facing designs. Our incubation of new businesses ranges from entirely new moon\-shot ideas to rearchitecting existing projects for today's modern cloud\-based stack. Trilogy is a place where you can be surrounded with great people, be proud of doing great work, and grow your career by leaps and bounds. 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 us** This 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. Crossover Job Code: LJ\-5236\-CA\-Nunavut\-DevOpsEngineer.015