OpenAI

Senior Support Engineer - Toronto

OpenAI$110K — $130K *
US-AnywhereRemote in Ontario, CA
Technical Services
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • Bachelor's degree in Computer Science or related field.
  • 8+ years in technical operations roles like SRE/NOC with troubleshooting experience.
  • Deep familiarity with monitoring, alerting, and observability practices.
  • Proven experience leading incident responses for high-severity outages.
  • Strong scripting or software engineering skills (e.g., Python).
  • Solid understanding of cloud infrastructure and distributed systems fundamentals.
  • Effective communication skills for cross-functional collaboration.

Responsibilities

  • Serve as a top technical troubleshooting expert for OpenAI's API platform.
  • Identify and implement opportunities for scaling support using automation and AI technologies.
  • Configure and utilize advanced monitoring and alerting workflows for real-time issue detection.
  • Collaborate with engineering for reliability reviews and operational readiness for new features.
  • Design and enhance incident response processes and documentation across teams.
  • Analyze operational metrics and root cause analyses to recommend improvements.
  • Provide support coverage during holidays and weekends as needed.

Benefits

  • Remote work opportunity based in Toronto, Canada.
  • Collaborative and innovative work environment with direct customer engagement.
  • Opportunities to shape the future of AI-driven technical support.
  • High-level exposure to strategic enterprise accounts and significant AI solutions.
  • Participation in a low volume, high difficulty troubleshooting role.
Full Job Description
About the Role

We are looking for a Senior Support Engineer to collaborate directly with our strategic enterprise accounts and product teams, helping solve some of the most difficult problems faced by our Customers. You will be part of the best technical troubleshooting team at OpenAI, and our Customers and Engineering teams will look to you for technical guidance in addressing the most technically difficult issues in our environment.

As a Senior Support Engineer, you will design and run operational processes to monitor our top strategic customers and a 24x7 response team. You'll work closely with our Infrastructure and Engineering teams to deliver the best possible experience to customers at scale. Working directly with our most strategic Customers - You will be crucial to the success of the most innovative, disruptive, and high-scale AI solutions being built with the OpenAI API platform.

The nature of this role will be low volume, high difficulty.

This role is based remotely in Toronto, Canada.

In this role, you will:
  • Be among the foremost technical and troubleshooting experts for our API platform at OpenAI. You are the last line of defense before the core Engineering team.
  • Proactively identify and implement opportunities to scale support operations by leveraging automation and advancements in AI technologies. Contribute to shaping the future of technical support in an AI-driven era.
  • Configure and use advanced monitoring and alerting workflows to proactively detect customer impacting issues in real time.
  • In partnership with engineering, contribute to reliability reviews and preparedness for new features, launches, or strategic customer requirement updates. Ensure that operational readiness (monitoring, alerting, and fallback plans) is in place for any such changes.
  • Design and refine incident response processes and documentation across strategic customers, engineering and support teams.
  • Analyze operational metrics and incident RCAs to identify areas for improvement. Proactively recommend and implement enhancements to monitoring dashboards, alert configurations, and support workflows.
  • Provide support coverage during holidays and weekends based on business needs.

You might thrive in this role if you:
  • Have a Bachelor's degree in Computer Science or a related field. A strong software engineering foundation is important for this role's success.
  • Have 8+ years of experience in technical operations roles such as SRE/NOC, designing monitoring systems and resolving production issues in fast-paced and mission-critical environments. A strong track record of troubleshooting complex technical problems at the systems level.
  • Have deep familiarity with modern monitoring, alerting, and observability practices. Hands-on experience setting up or managing metrics, logging, and tracing for distributed systems (e.g., understanding of SLIs/SLOs, alert tuning, dashboard creation).
  • Have proven experience leading incident response for high-severity outages or service disruptions. Able to perform real-time incident coordination, root cause analysis, and drive follow-ups (post-mortems, action items) to prevent recurrence. Knowledge of industry best practices for incident management and fault diagnosis.
  • Have strong skills in scripting or software engineering (e.g., Python or similar) to automate repetitive tasks and integrate tools.
  • Have solid understanding of cloud infrastructure and distributed systems fundamentals. Comfortable working with cloud services, load balancers, databases, and containerized applications.
  • Are effective at working cross-functionally in a high-trust environment. Strong communication skills to explain technical issues and resolutions to both engineering and non-technical stakeholders. You can coordinate efforts across teams and are comfortable providing updates in the midst of an ongoing incident.


About OpenAI

OpenAI is an artificial intelligence research laboratory consisting of the for-profit corporation OpenAI LP and its parent company, the non-profit OpenAI Inc. The company was founded in 2015 by a group of technology leaders, including Elon Musk, Sam Altman, Greg Brockman, Ilya Sutskever, and John Schulman. OpenAI's mission is to develop and promote friendly AI for the betterment of humanity. The company has developed a number of cutting-edge AI technologies, including GPT-3, a language processing system that can generate human-like text. OpenAI has received funding from a number of high-profile investors, including LinkedIn co-founder Reid Hoffman and venture capitalist Peter Thiel.
Learn more about OpenAI
Size
100 employees
Industry
Founded
2015

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