Director of Enterprise Monitoring and Observability

Chicago, IL

* Position is bonus eligible*

Prestigious Financial Institution is currently seeking a Director of Enterprise Monitoring and Observability. Candidate will set clear direction and vision for future monitoring and observability strategy. Identify existing areas for improvement, allocate resources, and work with solution architects to craft appropriate remediation or enhancement for these systems.

Responsibilities:

Translate middle and senior management strategic directives into workable technical directives

Monitor project status and take remedial action on projects behind schedule and/or over budget

Ensure systems designs are reflective of our regulatory and compliance goals and support them in an efficient manner

Provide mentoring to more junior members of the team

Allocate resources to resolve complex support issues in non-production and production environments.

Have an understanding of Cloud Native applications running on Kubernetes within AWS and how exposed APIs may be used to monitor them

Assist production support and development staff in debugging environment defects using logging monitors and/or APM-related profiling data

Create procedural and troubleshooting documentation related to enterprise monitoring systems and the applications they are monitoring

Ensure consistent and robust tool installations using common automation tools, such as Jenkins, Ansible, and Terraform for the installation, configuration, and/or upgrade of monitoring systems

Supervise all direct reports and provide overall direction to the team

Mentor managers and staff in their career growth and career plans

Oversee performance improvement plans for team members that require improvement to meet expectations

Produce regular reporting via metrics, presentations, or other approaches to keep management apprised of technology status

Generate technology roadmaps and reasonable milestones to deliver it

Qualifications:

Demonstrated experience and expertise in Enterprise cloud monitoring solutions, preferably in financial markets. Experience in Splunk, ELK, AppDynamics, ITRS, OTEL or similar is a requirement.

Proven ability to lead and motivate colleagues

Demonstrate strong confidence in abilities and knowledge.

Ability to work well in crisis situations.

Systems administration and change management practices

Enterprise monitoring and reporting tools

Experience Scripting and/or coding against APIs

In-depth knowledge of common used management and monitoring tech

Internet/Web based technologies

Experience with tech used to support microservices

Network technologies

AWS log collection such as CloudTrail, CloudWatch, VPC Flow Logs

Monitoring and reporting using SNMP

CI/CD tools such as Artifactory, Jenkins, and GIT

Cloud native applications, including Terraform experience

Technologies used to support microservices

Encryption technologies (SSL/TLS, PKI Infrastructure management)

Security controls as applied to software technologies

Bachelor's degree in a related area

7-10 years of related experience

Minimum 7 years experience working in a distributed multi-platform environment.

Minimum 3 years experience working with cloud native applications

Minimum 3 years experience managing technical projects

Cloud certification in AWS is a plus

Posted 2025-10-24

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