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Freelance Remote Devops Sre Engineer Jobs in Chicago, IL

YO AI Labs

Infrastructure Expert - Remote

Chicago, IL · Remote

$30 - $80/hr

Remote Job Overview We are seeking experienced Developer & Infrastructure Experts to evaluate AI-powered workflows across software development, cloud infrastructure, DevOps, SRE, and platform ...

YO AI Labs

DevOps Engineer - Remote

Chicago, IL · Remote

$50 - $150/hr

Remote Job Overview We are seeking experienced DevOps Engineers to create and evaluate production ... Infrastructure as Code Required Qualifications * 3+ years of professional experience in DevOps, SRE ...

Origami Risk LLC

Site Reliability Engineer

Chicago, IL · On-site +1

$100K - $120K/yr

Partners with the larger Cloud Operations, SRE, Engineering teams, and the business-at-large to ... All full-time positions are hybrid, with many eligible to be completely remote * Fully Paid by ...

Sphere Partners

Site Reliability Engineer

Chicago, IL

$58.75 - $78/hr

About the Role As a Site Reliability Engineer , you will own and improve the reliability ... DevOps Engineer, Production Engineer, or a similar infrastructure-focused role. * Strong ...

NinjaTrader

Staff Site Reliability Engineer

Chicago, IL · On-site +1

$160K - $210K/yr

... DevOps, Site Reliability Engineering, or Platform Engineering roles * Expertise with Kubernetes ... We are not open to remote candidates for this role Hybrid: For Chicago-based employees, we follow a ...

HDI Global Insurance Company

DevOps Engineer

Chicago, IL · On-site +1

$100K - $125K/yr

Chicago, IL / Remote Who We Are HDI Global Insurance Company is a commercial property and casualty ... experience in a DevOps, Site Reliability Engineering, or infrastructure‑focused role.

Snapsheet

Senior DevOps Engineer

Chicago, IL · On-site

$120K - $135K/yr

... with SRE, which owns CI/CD, developer tooling, and observability. Success in this role means ... Remote Snapsheet is an equal opportunity employer.

Snapsheet

Senior DevOps Engineer

Chicago, IL · Remote

$133K - $170K/yr

... with SRE, which owns CI/CD, developer tooling, and observability. Success in this role means ... Remote Snapsheet is an equal opportunity employer. Powered by JazzHR 2zQuWLcPv9

Morningstar

Principal Software Engineer

Chicago, IL · On-site +1

$117K - $123K/yr

... DevOps/SRE, and business stakeholders to ensure alignment between technical solutions and business ... Remote work requests will be considered consistent with company's remote work policy. Job ...

Morningstar, Inc.

Principal Software Engineer

Chicago, IL · On-site +1

$117K - $123K/yr

... DevOps/SRE, and business stakeholders to ensure alignment between technical solutions and business ... Remote work requests will be considered consistent with company's remote work policy. Job ...

Noblesoft Technologies

DevSecOps Manager

Chicago, IL · Remote

$54 - $74/hr

Required Skills: 3-6+ years of experience in DevOps, Site Reliability Engineering, or Infrastructure Automation. Strong knowledge of Linux systems, networking, and containerization Docker, Kubernetes.

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Freelance Remote Devops Sre Engineer information

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How much do freelance remote devops sre engineer jobs pay per hour?

As of Sep 2, 2026, the average hourly pay for freelance remote devops sre engineer in Chicago, IL is $65.66, according to ZipRecruiter salary data. Most workers in this role earn between $56.44 and $75.05 per hour, depending on experience, location, and employer.

What does a freelance remote DevOps SRE engineer do?

A Freelance Remote DevOps SRE (Site Reliability Engineering) Engineer is responsible for ensuring the reliability, scalability, and performance of software systems and infrastructure. They work independently with clients to automate processes, monitor systems, manage deployments, and respond to incidents, all while working remotely. Their role combines software engineering and IT operations to build robust systems, improve operational efficiency, and reduce downtime. As freelancers, they often handle multiple projects and collaborate with distributed teams across different time zones.

What are some common challenges faced by a freelance remote DevOps SRE engineer, and how can they be addressed?

Freelance Remote DevOps SRE Engineers often face challenges such as effective communication across distributed teams, managing diverse client environments, and maintaining consistent workflow processes. Staying organized with clear documentation, using collaborative tools like Slack or Jira, and setting up regular check-ins can help bridge communication gaps. Additionally, building a personal library of automation scripts and leveraging infrastructure-as-code can streamline work across multiple projects, making it easier to deliver reliable services to clients.

What are the key skills and qualifications needed to thrive as a freelance remote DevOps SRE engineer, and why are they important?

To excel as a Freelance Remote DevOps SRE Engineer, you need strong expertise in cloud platforms (AWS, Azure, or GCP), infrastructure as code (IaC), CI/CD pipelines, and a solid grasp of system administration, networking, and scripting languages. Familiarity with tools such as Docker, Kubernetes, Terraform, Jenkins, and monitoring solutions like Prometheus or Datadog, along with certifications like AWS Certified DevOps Engineer or Google Professional SRE, is highly valuable. Excellent problem-solving, proactive communication, self-motivation, and collaboration skills are essential for managing distributed systems and working with global teams remotely. These capabilities ensure reliable, scalable infrastructure, rapid incident response, and seamless cooperation across diverse and remote environments.

What are the most commonly searched types of Remote Devops Sre Engineer jobs in Chicago, IL?

The most popular types of Remote Devops Sre Engineer jobs in Chicago, IL are:

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For Freelance Remote Devops Sre Engineer jobs in Chicago, IL, the most frequently searched job titles are:

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The top searched job categories for Freelance Remote Devops Sre Engineer jobs in Chicago, IL are:

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Freelance Remote Devops Sre Engineer jobs near you
Infographic showing various Freelance Remote Devops Sre Engineer job openings in Chicago, IL as of August 2026, with employment types broken down into 90% Full Time, 6% Part Time, and 4% Contract. Highlights an 87% Physical, 5% Hybrid, and 8% Remote job distribution, with an average salary of $136,580 per year, or $65.7 per hour.

Site Reliability Engineering(SRE) - Remote

YO AI Labs

Chicago, IL • Remote

$30 - $80/hr

Full-time

Posted 7 days ago

Job description

Developer & Infrastructure Expert

Role Type: Contractor
Location: Remote

Job Overview

We are seeking experienced Developer & Infrastructure Experts to evaluate AI-powered workflows across software development, cloud infrastructure, DevOps, SRE, and platform engineering. You will test AI-generated commands, configurations, and workflows and provide practical feedback based on real-world engineering standards.

No prior AI experience is required—your technical expertise and infrastructure knowledge are what matter most.

Key Responsibilities
  • Test and validate AI-assisted workflows across DevOps, cloud, infrastructure, and platform engineering.
  • Evaluate AI-generated commands, configurations, scripts, and deployment workflows for accuracy and reliability.
  • Work with AWS, Azure, GCP, Kubernetes, Docker, Terraform, and CI/CD environments.
  • Review workflows involving GitHub, GitLab, Azure DevOps, and JIRA.
  • Assess AI agents and workplace connectors across tools such as Slack, Google Drive, and Microsoft 365.
  • Identify technical errors, security or reliability concerns, and workflow gaps.
  • Document findings and provide clear, actionable feedback.
  • Recommend improvements based on real-world engineering practices and industry standards.
  • Collaborate remotely with project stakeholders through written evaluations and virtual discussions.
Required Skills
  • Azure DevOps
  • Cloud Infrastructure
  • Site Reliability Engineering (SRE)
  • Platform Engineering
  • AWS / Azure / GCP
  • Kubernetes / Docker
  • Terraform
  • CI/CD
  • GitHub / GitLab / JIRA
  • Observability
  • ChatGPT Work
  • Claude Code
  • Claude Cowork
  • AI Agents
  • Workplace Connectors
Preferred Qualifications
  • Professional experience in software engineering, DevOps, SRE, cloud, platform, or infrastructure engineering.
  • Hands-on experience with major cloud platforms, Kubernetes, Docker, Terraform, CI/CD, and observability tools.
  • Experience with developer workflow and project management platforms such as GitHub, GitLab, Azure DevOps, and JIRA.
  • Experience using AI agents such as ChatGPT, Claude Code, Claude Cowork, or Codex in development or infrastructure workflows.
  • Strong ability to evaluate technical processes and provide actionable feedback.
  • Excellent written and verbal communication skills.
  • Experience with workplace connectors, automation, or AI-powered infrastructure workflows is a plus.