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

You're the engineer who maintains uptime for 50\+ SaaS products when no one else has the answers. We need DevOps engineers capable of diving into unknown AWS environments, restoring order from instability, and driving availability beyond 99\.9% through disciplined monitoring, automation, and root cause analysis. You'll break down complex projects into one\-day increments, deliver production\-ready Python or JavaScript, and leverage AI as an accelerator. Many organizations tout "cloud\-native" credentials while manually nursing individual servers. We're building industrial\-grade reliability across a portfolio of acquired products where original engineers have departed and documentation is incomplete. The challenge: you'll employ agents and contemporary tooling to explore unfamiliar systems 5–10x faster, document your findings, and automate solutions so recurring failures are eliminated. Rather than evaluating certifications and vendor logos, we'll observe how you troubleshoot in real time, author a rigorous 5\-Whys that identifies one actionable root cause, and construct automations that endure in production environments. This is not a tier\-two "execute the runbook" position. Here, you author the runbooks, architect the deployment path from development through staging to 10% and full rollout with soak periods and rollback criteria, and implement monitoring that captures outlier scenarios. You reject risky changes before deployment. You distinguish infrastructure issues under your ownership from application bugs owned by Engineering, and you route permanent remediation to the appropriate team. You'll operate at the engineering center of reliability, taking ownership of infrastructure initiatives, incident triage with RCAs, and change execution backed by copy\-paste\-ready runbooks. If you've already managed a significant SaaS platform and want to apply that rigor across an entire fleet, join us. Bring advanced AWS proficiency, production\-quality coding skills, disciplined scope management, and daily, mission\-critical use of AI tooling. If you're prepared to sustain operational excellence, please apply. **What You Will Be Doing** * Executing sophisticated infrastructure migrations, consolidations, production\-grade automation, and monitoring enhancements * Responding to production incidents, deploying immediate remediation, and authoring root cause analyses with permanent fixes routed to accountable teams * Drafting, reviewing, and deploying production changes, including safety validation of proposed modifications before execution **What You Won’t Be Doing** * Spending your days in Jira and recurring status calls—we reward people who deliver solutions, not those who merely document issues * Preserving legacy systems forever—you'll be authorized to implement substantive upgrades * Waiting on layered approval bureaucracies—you'll hold the mandate to deploy urgent fixes during active incidents **Senior DevOps Engineer Key Responsibilities** * Advance reliability and standardization 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\-PK\-NewKarac\-SeniorDevOpsEn.005