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Proactive Monitoring Engineer

Job in Chicago, Cook County, Illinois, 60290, USA
Listing for: Jobtailor
Full Time position
Listed on 2026-07-20
Job specializations:
  • IT/Tech
    SRE/Site Reliability
Salary/Wage Range or Industry Benchmark: 70000 - 110000 USD Yearly USD 70000.00 110000.00 YEAR
Job Description & How to Apply Below

Responsibilities

  • Continuously monitor dashboards, alerting systems, and telemetry data (error rates, latency spikes, API failures, deployment anomalies) for early signals of degradation.
  • Triage and correlate alerts from multiple sources (Splunk, internal tools, etc) to identify patterns before customers report issues.
  • Actively monitor Slack platform health dashboards, network latency signals, message delivery queues, and database capacities for high-frequency work spaces.
  • Monitor critical custom automations, Slack Workflow Builder runs, Enterprise Key Management (EKM) operations, and Identity Provider (IDP) authentication syncs.
  • Identify customers potentially affected by degraded service conditions and coordinate proactive outreach with Customer Success and Support teams.
  • Partner with the Incident Management team to escalation signals that meet incident‑threshold criteria.
  • Build and maintain Slack-based automations and workflows to streamline proactive monitoring operations.
Requirements
  • 2+ years of experience in technical support, site reliability engineering, or a related operations role.
  • Hands‑on experience with observability and monitoring tools (e.g., Grafana, Splunk, Datadog, Pager Duty, or equivalent).
  • Strong understanding of cloud‑based SaaS architecture, APIs, and common failure modes.
  • Proficiency in reading and analyzing logs, metrics, and traces.
  • Excellent written and verbal communication skills; ability to clearly convey technical findings to both technical and non‑technical audiences.
  • Demonstrated ability to leverage modern AI tools to optimize workflows, conduct research, and enhance daily productivity.
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