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Remote Observability Jobs in Chicago

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Market Insights for Jobs in Remote Observability in Chicago

Real-time data from 4 active listings in the last 30 days.

Active Roles

Avg. Salary

$70K

Top Hiring Companies

Stealth Startup YC backedWordwizard ServicesVizientThe Judge Group

Senior AI Quality & Reliability Engineer

Vizient

Remote

Posted: Oct 20, 2026

Chicago, IL

5+ years exp$102,400 - $179,000/year

Healthcare

IT Services & Consulting

LLM

machine learning

test automation

observability

telemetry

APIs

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AI Engineer

The Judge Group

Remote

Posted: Oct 16, 2026

Chicago, ILBe among the first 25 applicants

3+ years exp$80 - $100/hourContract

Staffing & Recruiting

Claude Platform

Anthropic APIs

Agentic AI

MCP (Model Context Protocol)

Splunk

Python

+8 more

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IT Software Engineer 5 – Lead

Wordwizard Services

Remote

Posted: Oct 1, 2026

Chicago, ILBe among the first 25 applicants

10+ years exp$75 - $75/hourContract

Automotive

IT Services & Consulting

Java

Spring Boot

microservices

AWS

distributed systems

DevOps

+20 more

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AI Engineer

Stealth Startup YC backed

Remote

Posted: Sep 27, 2026

Chicago, ILBe among the first 25 applicants

3+ years exp$150 - $200/year

Software & SaaS

Accounting & Audit

Document OCR & Extraction

LLM-based Document Understanding

Structured Data Extraction

Evaluation Framework Design

Ground-Truth Labeling

Statistical Analysis

+6 more

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