Posted 2w ago

Senior Technical Support Specialist

@ XR Extreme Reach
Toronto, Ontario, Canada
$75k-$85k/yrHybridFull Time
Responsibilities:Escalating issues, Troubleshooting APIs, Building automation
Requirements Summary:5+ years in L2/L3 technical support, production/observability roles; strong Linux/Unix, REST/JSON/XML, SQL/NoSQL, scripting, cloud (AWS/Azure); monitoring/logging; CI/CD; automation-focused; AI tooling experience preferred.
Technical Tools Mentioned:Linux, Unix, REST APIs, JSON, XML, SQL, NoSQL, Bash, JavaScript, Git, GitLab, Jenkins, CI/CD, AWS, Azure, CloudWatch, Datadog, Grafana, Zabbix, Postman, Cursor, AI tooling
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Job Description

Join the creative revolution at XR!   

XR is on a mission to transform how the world creates, connects, and experiences advertising. As the global leader in creative operations, we help brands and agencies bring their ideas to life and deliver them seamlessly across every screen. Our leading technology and services power creativity for the marketing and entertainment industries, and you can be a part of it!  

At XR, you'll join a high-energy, collaborative environment where your ideas can spark real change. We champion innovation at every level, empowering our teams to take risks, challenge norms, and unlock new possibilities. Your voice, your talent, and your vision matter here- XR is where you come to grow, learn, and thrive.  

Ready to make an impact? If you're passionate about technology, solving complex challenges, and joining a team that's changing the game, XR is the place for you. Let’s shape the future together! 

The Opportunity

The Senior Technical Support Specialist is a highly skilled, technically focused position that operates at the intersection of support, engineering, and automation. This role serves as a senior escalation point for complex platform issues, a driver of operational efficiency, and a mentor and technical reference for L2 support teams. Unlike traditional support roles, this position actively contributes to automation, tooling, AI-assisted troubleshooting, and process optimization, helping XR scale support quality while reducing manual effort. The role requires strong technical depth, excellent communication skills, and the ability to operate independently in high-impact situations.

Responsibilities

Advanced Technical Support & Escalation

  • Act as a senior escalation point for complex L2/L3 platform, workflow, and integration issues.
  • Troubleshoot issues across distributed systems, APIs, cloud infrastructure, and internal platforms (e.g., XR Adstream/ XR ExtremeReach, AppCentral, Phoenix, Prodigy).
  • Perform deep log analysis, API inspection, and backend validation to identify root causes.
  • Own complex tickets through resolution while maintaining SLA accountability.
  • Partner with Engineering, DevOps, and Product teams during incidents and problem investigations.

Automation, Tooling & AI Enablement

  • Identify repetitive or high-effort support tasks and design automation solutions to improve efficiency and reliability.
  • Build and maintain scripts, utilities, or lightweight tools using JavaScript, Bash, SQL, or similar technologies.
  • Leverage AI-assisted tools (e.g., LLM-based copilots, automation frameworks, Cursor or similar AI coding tools) to:
    • Accelerate troubleshooting and diagnostics
    • Improve script and automation development
    • Assist in knowledge creation and documentation
  • Contribute to or enhance monitoring and alerting automation using platforms such as CloudWatch, Datadog, Grafana, Zabbix, or similar.
  • Continuously evaluate emerging support technologies and recommend improvements.

Platform & Systems Expertise

  • Provide expert-level support for:
    • RESTful APIs (JSON/XML), authentication flows, and system integrations
    • Cloud platforms (AWS and/or Azure)
    • Linux/UNIX and Windows server environments
    • Databases (SQL / NoSQL) including query analysis and performance validation
    • Use tools such as Postman, Git/GitLab, Jenkins, and CI/CD pipelines to diagnose and validate system behavior.
    • Support file processing, transcoding, and media workflows where applicable.

Knowledge Sharing & Mentorship

  • Serve as a technical mentor for Technical Support Specialists, helping them resolve complex issues and grow technical depth.
  • Create and maintain high-quality technical documentation, runbooks, and troubleshooting guides.
  • Actively contribute to knowledge transfer, especially complex or legacy systems.
  • Lead or support internal training sessions on tools, platforms, or recurring issue patterns.

Incident & Problem Management

  • Participate in major incident management, providing technical leadership and structured analysis.
  • Contribute to or lead root cause analysis (RCA) and post-incident reviews.
  • Identify systemic issues and recommend long-term corrective actions.
  • Support continuous improvement initiatives across support operations.