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

You're the engineer who maintains uptime across 50+ SaaS products when others are still figuring out the basics. We need DevOps professionals capable of exploring unknown AWS environments, restoring order from instability, and driving availability beyond 99.9% through authentic monitoring, automation, and root-cause analysis. You'll break down complex initiatives into single-day increments, deliver production-ready Python or JavaScript, and leverage AI as your assistant.

While most organizations talk about "the cloud" while hand-holding legacy systems, we're scaling reliability across an entire portfolio of acquired products—often without the original engineers or complete documentation. The challenge: you'll employ agents and contemporary tooling to explore unfamiliar systems 5–10× faster, document your findings, and automate solutions so recurring failures are eliminated. Rather than judging you on certifications and vendor badges, we'll observe how you diagnose issues in real time, author a genuine 5-Whys analysis that identifies a single preventable root cause, and construct automations that hold up under production load.

This isn't an L2 "execute the runbook" position. Here, you author the runbooks, architect the deployment path from development through staging to canary and full release—with soak periods and rollback criteria—and create the monitors that surface corner cases. You block risky changes before deployment. You distinguish infrastructure failures you control from application bugs owned by Engineering, and you route permanent remediation to the correct team.

You'll operate at the engineering heart of reliability, managing infrastructure initiatives, incident triage and RCAs, and change requests backed by copy-paste-ready runbooks. If you've previously owned a critical SaaS platform and want to extend that rigor across a fleet, join us. Bring advanced AWS expertise, production-quality development skills, strict scope discipline, and daily, essential use of AI tooling. If you're prepared to safeguard uptime, please apply.

What You Will Be Doing
• Executing sophisticated infrastructure migrations, consolidations, production-quality automations, and monitoring enhancements
• Diagnosing live outages, deploying immediate remediation, and authoring root cause analyses with permanent corrective actions assigned to accountable teams
• Authoring, validating, and executing production changes, including assessing the safety of proposed modifications before execution

What You Won’t Be Doing
• Spending your time in Jira and endless status calls - we reward individuals who deliver solutions, not merely document issues
• Sustaining legacy systems without end - you'll be enabled to pursue substantive improvements
• Waiting on bureaucratic sign-off chains - you'll possess the authority to deploy immediate fixes during incidents

DevOps Architect Key Responsibilities
• Advance reliability and standardization of cloud infrastructure throughout our expanding product portfolio by deploying robust 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 owning large production infrastructure and troubleshooting production outages independently (not just following a runbook)
• 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)
• Linux systems administration expertise

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-ID-COUNTRY-DevOpsArchitec.016