Senior SRE Engineer Contractor

About The Role:

We are looking for a Senior Site Reliability Engineer Contractor to join our Foundation / SREIQ team and take a leadership role in keeping IPSY and BoxyCharm fast, available, and resilient for millions of beauty community members. As a Senior SRE, you will be a primary driver of how we detect, respond to, and learn from incidents, partnering closely with Engineering, Product, and the broader Tech org to protect the critical flows our members rely on every day.

This is a senior hands-on reliability role. You will own observability strategy and alerting in Datadog, lead our on-call rotation, act as primary SRE Partner and war room lead during major incidents, drive root cause analyses end to end, mentor peers, and set the direction for automation and tooling across the team. We are an automation-forward, AI-embracing team: we expect you to model best practices and push the frontier of what modern AI tools can do for reliability.

The Senior SRE Engineer Contractor will report to the Infrastructure Engineering Manager and will be fully remote from Argentina.

What You'll Be Doing:

• Own and evolve observability strategy across our platform in Datadog: dashboards, monitors, APM, log pipelines, and meaningful, low-noise alerting tied to user impact.
• Define, track, and drive SLIs, SLOs, and error budgets for critical services, and use them to lead reliability and prioritization conversations with service owners and leadership.
• Act as primary SRE Partner on major incidents: lead war rooms, triage, classify priority (P1-P6), validate hypotheses, drive resolution, and keep clear real-time documentation throughout.
• Drive incident response per our framework, meeting target response times (P1 within ~15 minutes), creating and running war rooms when severity requires, and maintaining structured communications across incident Slack channels.
• Lead and own blameless post-incident reviews (RCAs) end to end, identifying root causes, systemic fixes, and action items that prevent recurrence.
• Set the automation roadmap: architect scripts, tooling, and self-healing / automated remediation to reduce manual operational work and speed up recovery across the team.
• Leverage and champion AI tools (e.g., Claude, Cursor) to accelerate debugging, generate and maintain runbooks, draft RCAs, and build automation, helping the broader team do the same.
• Set reliability strategy for our cloud and third-party stack (e.g., AWS, Netlify, CommerceTools, Auth0, Contentful), including capacity, performance, and dependency-failure readiness.
• Lead contributions to CI/CD reliability, deployment safety, code-freeze readiness around peak commerce events, and infrastructure-as-code practices.
• Own and evolve SRE runbooks, triage workflows, and the incident priority framework so the whole org responds consistently.
• Mentor mid-level SREs, drive a culture of blameless learning, and embed reliability earlier in the development lifecycle.
• Partner with Engineering and Product leadership to influence architecture and design decisions that improve reliability at the source.

What We're Looking For:

• A great attitude, strong ownership, and a genuine eagerness to drive change, mentor others, and raise the bar.
• Deep hunger for automation: you instinctively look for systemic ways to remove toil and build tooling that scales the whole team.
• Strong comfort with AI tools and a desire to push how they can be applied to reliability work, and to help the team do the same.
• Significant hands-on experience with observability and monitoring tooling, ideally Datadog (dashboards, monitors, APM, logs); deep experience with other platforms also translates well.
• Extensive experience in on-call and incident response, including leading war rooms, driving prioritization, managing escalation, and owning post-incident reviews end to end.
• Deep mastery of SRE fundamentals: SLIs / SLOs / error budgets, reducing toil, and driving reliability strategy across a platform.
• Strong knowledge of cloud infrastructure (AWS preferred) and modern distributed / microservice and API-gateway architectures.
• Strong scripting and automation skills (e.g., Python, Bash, or similar); ability to reason about and improve code across services.
• Solid experience with CI/CD pipelines and infrastructure-as-code (e.g., Terraform).
• Excellent communication: able to run an incident channel, brief leadership during a major outage, and write a polished, actionable RCA.
• Collaborative leader who works effectively across a distributed, multi-time-zone team and influences without authority.

Bonus If You Have:

• Experience operating high-traffic consumer or e-commerce platforms, especially through peak events (flash sales, product drops).
• Experience with Opsgenie (or PagerDuty / similar) for alerting and escalation.
• Experience with e-commerce / subscription platforms such as CommerceTools, and identity providers such as Auth0.
• Experience building automated remediation, chaos / resilience testing, or self-healing systems.
• Experience with product analytics and monitoring (e.g., Amplitude) to connect reliability to user behavior.
• Experience defining or maturing an incident management framework and driving a blameless post-mortem culture.

What We Offer: 

• Competitive salary (USD)
• Paid time off and work from home flexibility 

EEO Statement: We celebrate diversity and are an equal-opportunity employer. We do not discriminate based on race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, disability status, or any other protected characteristic. 

If you need reasonable accommodation in the application or employment process, please contact us.

IPSY is based in the US and to ensure compliance with country specific employment laws we partner with DEEL, that assists us with employee recruiting and payroll. 

Please submit a resume/CV in English.

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