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Remote Observability Jobs in Chicago, IL (NOW HIRING)

AI Cloud Engineer

Elk Grove Village, IL ยท Remote

$55 - $73.50/hr

Chicago, IL (Remote) Industry: E-Commerce Company Size: What They Do: Our client offers a powerful ... Implement monitoring, alerting, and observability solutions that ensure platform reliability ...

AI Cloud Engineer

Elk Grove Village, IL ยท Remote

$55 - $73.50/hr

Chicago, IL (Remote) Industry: E-Commerce Company Size: What They Do: Our client offers a powerful ... Implement monitoring, alerting, and observability solutions that ensure platform reliability ...

SVP, Chief Technology Officer (CTO)

Downers Grove, IL ยท On-site +1

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

... IL, Remote-MI, Remote-NJ, St. Louis, Missouri Details Kemper is one of the nation's leading ... Site Reliability Engineering (SRE) * Enterprise observability and monitoring * Identity and shared ...

DevOps Engineer

Chicago, IL ยท On-site +1

$40 - $45/hr

  • Medical

  • PTO

Remote Job Type : Contract to Hire Payrange : $40 - $45/hr Benefits for Eligible Employees - Health ... Experience with observability tools (Azure Monitor, Application Insights, Prometheus, Grafana)

New

SVP, Chief Technology Officer (CTO)

Chicago, IL ยท On-site +1

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

... IL, Remote-MI, Remote-NJ, St. Louis, Missouri Details Kemper is one of the nation's leading ... Site Reliability Engineering (SRE) * Enterprise observability and monitoring * Identity and shared ...

Senior DevOps Engineer (US REMOTE)

Chicago, IL ยท Remote

$140K - $170K/yr

  • Medical

  • Dental

  • Retirement

Familiarity with observability tooling (Prometheus/Grafana, ELK Stack or similar) * Knowledge of ... Candidate can live anywhere in the United States. #LI-MP2 #LI-REMOTE Basic Requirements * 8+ years ...

Data & AI Senior Engineer - 90405345 - Remote

Chicago, IL ยท On-site +1

$126K - $166K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Remote The Data & AI Senior Engineer advances Amtrak's mission to make trusted, high-quality, and ... Strong understanding of data quality, observability, and performance optimization. * Demonstrated ...

Senior DevOps Engineer (US REMOTE)

Schaumburg, IL ยท Remote

$140K - $170K/yr

  • Medical

  • Dental

  • Retirement

Familiarity with observability tooling (Prometheus/Grafana, ELK Stack or similar) * Knowledge of ... Candidate can live anywhere in the United States. #LI-MP2 #LI-REMOTE Basic Requirements * 8+ years ...

Data & AI Senior Engineer - 90405345 - Remote

Chicago, IL ยท On-site +1

$126K - $166K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Remote The Data & AI Senior Engineer advances Amtrak's mission to make trusted, high-quality, and ... Strong understanding of data quality, observability, and performance optimization. * Demonstrated ...

Engineering Team Lead - CX/CCaaS Platform(Remote)

Chicago, IL ยท On-site +1

$105K - $139K/yr

  • Medical

  • Dental

  • Vision

  • Retirement

Champion modern software development practices, including CI/CD, automated testing, Infrastructure as Code, and observability. * Support production operations by assisting with troubleshooting, root ...

DevOps Engineer

Chicago, IL ยท Remote

$54 - $74/hr

Help implement and maintain observability solutions for monitoring system performance and ... We offer a hybrid work schedule to perfectly combine the benefits of remote work and the essential ...

AI Engineer- Virtual

Deerfield, IL ยท On-site +1

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

We own the developer lifecycle, deployment infrastructure, observability, quality automation ... remote We offer you a competitive total rewards package, continuing education & training, and ...

New

Duck Creek Architect

Chicago, IL ยท Remote

$150K - $200K/yr

  • Medical

  • Dental

  • Vision

  • Retirement

Knowledge of observability, monitoring, and troubleshooting in cloud environments * Experience with .NET/C# development * Ability to successfully work 100% Remote (CST/EST hours preferred) Job Type ...

Showing results 41-60

Remote Observability information

See Chicago, IL salary details

$17

$22

$24

How much do remote observability jobs pay per hour?

As of Aug 15, 2026, the average hourly pay for remote observability in Chicago, IL is $22.15, according to ZipRecruiter salary data. Most workers in this role earn between $18.56 and $23.51 per hour, depending on experience, location, and employer.

What are some common challenges faced by professionals in a remote observability role, and how can they be addressed?

Professionals in Remote Observability often face challenges such as monitoring complex, distributed systems, ensuring reliable data collection, and quickly identifying the root causes of issues without physical access to infrastructure. To address these challenges, it's essential to implement robust monitoring tools, establish clear alerting thresholds, and maintain strong communication with development and operations teams. Regular knowledge-sharing sessions and continuous learning about new observability platforms can also help remote teams stay effective and proactive.

What is the difference between Remote Observability vs Remote Monitoring?

AspectRemote ObservabilityRemote Monitoring
FocusComprehensive system insights, including logs, metrics, and tracesTracking specific system metrics and alerts
ToolsOpenTelemetry, Grafana, JaegerNagios, Zabbix, Datadog
Work EnvironmentDevOps, SRE teams managing complex distributed systemsIT operations teams overseeing system health
CredentialsKnowledge of cloud platforms, scripting, and monitoring toolsBasic networking, system administration skills

Remote Observability provides a holistic view of system health through logs, metrics, and traces, enabling proactive troubleshooting. Remote Monitoring focuses on tracking specific metrics and alerts to detect issues. While both roles involve system oversight, observability offers deeper insights for complex environments, whereas monitoring emphasizes real-time alerts for system stability.

What are the key skills and qualifications needed to thrive as a remote observability engineer?

To thrive as a Remote Observability Engineer, you need expertise in monitoring, logging, and tracing, typically supported by experience in systems administration or DevOps and a relevant technical degree. Familiarity with observability tools like Prometheus, Grafana, Datadog, ELK Stack, and cloud monitoring platforms, as well as certifications such as AWS Certified Cloud Practitioner or Google Professional Cloud DevOps Engineer, is highly valued. Strong analytical thinking, problem-solving, and effective communication are vital soft skills for diagnosing issues and collaborating with distributed teams. These skills and qualifications ensure reliable system performance, rapid incident response, and seamless user experiences in complex, cloud-based environments.

What is remote observability?

Remote observability refers to the ability to monitor, measure, and understand the state and performance of systems, applications, or infrastructure from a distance, typically using specialized tools and platforms. It is crucial for organizations that operate distributed or cloud-based environments, as it allows teams to detect issues, analyze metrics, and ensure reliability without needing physical access to the hardware. Remote observability often involves collecting logs, metrics, traces, and other telemetry data to provide a comprehensive view of system health and performance.

What are the most commonly searched types of Observability jobs in Chicago, IL?

The most popular types of Observability jobs in Chicago, IL are:

What are popular job titles related to Remote Observability jobs in Chicago, IL?

For Remote Observability jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Remote Observability jobs in Chicago, IL look for?

The top searched job categories for Remote Observability jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Remote Observability jobs?

Cities near Chicago, IL with the most Remote Observability job openings:

Infographic showing various Remote Observability job openings in Chicago, IL as of August 2026, with employment types broken down into 62% Full Time, and 38% Contract. Highlights an 100% Remote job distribution, with an average salary of $46,072 per year, or $22.1 per hour.

AI Cloud Engineer

HirexHire

Elk Grove Village, IL โ€ข Remote

$55 - $73.50/hr

Full-time

Re-posted 13 days ago


Job description

ABOUT US

HirexHire (pronounced hire by hire) is a recruiting and talent consultancy that integrates with companies short-term to provide long-term talent solutions. We take a seat in our clientโ€™s everyday operations to understand their people goals, gaps, and challenges. We then develop and implement the processes and technologies to execute a sustainable and scalable talent plan.

We partner with companies expecting or experiencing high growth who need to hire at scale or fill a critical role rapidly. Our clients are not looking for quick-fix placements but are thoughtfully building a hiring strategy to scale their businesses.

OUR CLIENT

Location: Chicago, IL (Remote)

Industry: E-Commerce

Company Size: <50

What They Do: Our client offers a powerful technology solution that helps businesses build and manage online sales channels more effectively. Their platform focuses on efficiency, accuracy, and scalability, making it easier for customers to launch and grow their digital operations.

THE ROLE

Our client is seeking an AI Cloud Engineer to help modernize and scale cloud infrastructure through automation, DevOps best practices, and AI-driven operational improvements. This individual will partner closely with engineering teams to build resilient cloud environments, streamline deployment processes, strengthen security, and leverage emerging AI technologies to improve infrastructure management and operational efficiency. The ideal candidate is a hands-on engineer who thrives in highly autonomous environments and enjoys solving complex infrastructure challenges.

WHAT YOU WILL DO

  • Design, build, and maintain AWS cloud infrastructure using Infrastructure-as-Code principles and modern automation practices.ย 

  • Develop and support CI/CD pipelines that improve deployment speed, reliability, and operational efficiency.ย 

  • Build, deploy, and manage containerized workloads using ECS, EKS, and other cloud-native technologies.ย 

  • Create automation solutions using Python, Bash, PowerShell, and related scripting tools to reduce manual operational work.ย 

  • Implement monitoring, alerting, and observability solutions that ensure platform reliability, performance, and visibility.ย 

  • Collaborate with engineering teams to improve cloud architecture, scalability, security, and operational readiness.ย 

  • Leverage AI technologies to automate infrastructure management, security processes, documentation, and internal workflows.ย 

  • Establish and maintain cloud governance, security controls, compliance standards, and operational best practices.ย 

  • Create and maintain technical documentation that supports knowledge sharing, system reliability, and long-term maintainability.

WHAT YOU WILL NEED

  • 8+ years of experience in DevOps, Cloud Engineering, Platform Engineering, Infrastructure Engineering, or a related discipline.ย 

  • Strong experience with AWS services, including ECS, EKS, Bedrock, and other cloud-native technologies.ย 

  • Hands-on experience building and maintaining Infrastructure-as-Code solutions using Terraform, OpenTofu, or similar platforms.ย 

  • Experience developing CI/CD pipelines and deployment automation using tools such as GitHub Actions, Azure DevOps, or comparable technologies.ย 

  • Proficiency with Python and infrastructure automation scripting using Bash, PowerShell, Batch, or related tools.ย 

  • Experience leveraging AI technologies, including Claude or other large language models, to automate operational workflows, infrastructure management, or documentation processes.ย 

  • Strong understanding of cloud security, access management, compliance frameworks, observability platforms, and infrastructure best practices.ย 

  • Experience supporting Linux and Windows environments, containerized workloads, and distributed cloud-based systems.ย 

  • Excellent problem-solving, communication, and collaboration skills, with the ability to work independently in a fast-paced environment and adapt to evolving priorities.