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Technology

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Director, Enterprise Monitoring

Selby Jennings

Chicago, IL

Job Title: Director of Enterprise Monitoring

Location: Chicago, IL (Hybrid)

Salary: Base salary of $180,000-250,000 plus annual discretionary bonus

Employment Type: Full-Time

Seniority Level: Director


About the Role

An elite financial firm in Chicago is seeking a Director of Enterprise Monitoring to lead their enterprise-wide observability and monitoring strategy. This role is pivotal in driving technology transformation, ensuring system reliability, and delivering actionable insights across their complex financial ecosystem. You will lead a high-performing team, partner with senior technology and business leaders, and serve as the subject matter expert in modern monitoring and observability platforms.


Key Responsibilities

  • Strategic Leadership: Define and execute the enterprise monitoring strategy aligned with business and technology goals.
  • Technology Transformation: Drive the adoption of modern observability tools and practices, including AIOps, OpenTelemetry, and cloud-native monitoring.
  • Team Management: Lead, mentor, and grow a team of engineers and analysts, fostering a culture of innovation, accountability, and continuous improvement.
  • Platform Ownership: Oversee the implementation, integration, and optimization of monitoring platforms such as Splunk, ELK, AppDynamics, ITRS, and OTEL.
  • Collaboration: Partner with infrastructure, application, and cybersecurity teams to ensure end-to-end visibility and proactive incident management.
  • Governance & Compliance: Establish monitoring standards, KPIs, and reporting frameworks to ensure compliance and operational excellence.


Required Qualifications

  • 10+ years of experience in IT operations, infrastructure, or application monitoring, with at least 5 years in a leadership role.
  • Proven track record of leading large-scale technology transformation initiatives.
  • Deep expertise in observability platforms such as Splunk, ELK, AppDynamics, ITRS, OpenTelemetry, or similar.
  • Strong understanding of cloud environments (AWS, Azure, or GCP) and hybrid architectures.
  • Excellent communication and stakeholder management skills.
  • Bachelor's degree in Computer Science, Engineering, or a related field (Master's preferred).


Preferred Qualifications

  • Experience in the financial services industry or other highly regulated environments.
  • Familiarity with AIOps, SRE practices, and DevOps methodologies.
  • Certifications in relevant technologies or frameworks (e.g., Splunk Certified Architect, AWS Certified Solutions Architect).


This role is not eligible for Visa sponsorship.

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