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Remote Workflow Automation Jobs in Chicago, IL (NOW HIRING)

Outlier AI

AI Workflow Engineer (Remote)

Chicago, IL · Remote

... workflows. Whether you are a passionate orchestration guru or experienced software developer -- we ... Ideal Qualifications * 2+ years of experience in backend engineering, AI automation, or complex ...

Prelim

Associate, Implementations

Chicago, IL · Remote

$130K - $140K/yr

... or workflow automation tools * Previous consulting or professional services experience About Prelim: Prelim is a San Francisco and New York City-based startup that operates with fully remote ...

ShipBob, Inc.

GTM Engineer

Chicago, IL · On-site +1

Remote in these states: AL, AZ, CA, CO, FL, GA, KS, KY, IA, ID, IL, IN, LA, MA, ME, MI, MN, MO, NC ... Solid hands-on experience with Salesforce (data model awareness, workflow automation patterns, QA, ...

Inizio Evoke

Business Analyst

Chicago, IL · On-site +1

$100K - $110K/yr

This is a remote role that reports to the Senior Product Manager. What You'll Do Requirements ... workflows across strategy, creative, and compliance processes to identify areas of automation and ...

LaunchPad Lab

AI Agent Engineer

Chicago, IL · On-site +1

$125K - $175K/yr

Hands-on experience with workflow automation and AI agent platforms such as Workato, Cassidy AI ... Fully remote with a collaborative, low-ego team that has been building software together for over a ...

LaunchPad Lab

AI Agent Engineer

Chicago, IL · Remote

$125K - $175K/yr

Hands-on experience with workflow automation and AI agent platforms such as Workato, Cassidy AI ... Fully remote with a collaborative, low-ego team that has been building software together for over a ...

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All JobsRemote Workflow Automation JobsRemote Workflow Automation Jobs in Chicago, IL

Remote Workflow Automation information

See Chicago, IL salary details

$38.1K

$110.4K

$167.9K

How much do remote workflow automation jobs pay per year?

As of May 28, 2026, the average yearly pay for remote workflow automation in Chicago, IL is $110,356.00, according to ZipRecruiter salary data. Most workers in this role earn between $89,100.00 and $127,200.00 per year, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as a Remote Workflow Automation Specialist, and why are they important?

To thrive as a Remote Workflow Automation Specialist, you need strong analytical skills, process optimization experience, and a background in IT or business process management. Familiarity with automation tools like Zapier, Microsoft Power Automate, or UiPath, as well as relevant certifications, is typically required. Excellent communication, problem-solving, and self-management skills distinguish top performers in remote environments. These competencies enable efficient process streamlining, effective team collaboration, and successful automation project delivery from any location.

What are some common challenges faced when managing workflow automation remotely, and how can they be addressed?

One common challenge in remote workflow automation roles is ensuring seamless communication and coordination across distributed teams, especially when automating processes that involve multiple departments. It's important to establish clear documentation, standardized procedures, and regular check-ins to keep everyone aligned. Additionally, remote professionals must be proactive in monitoring automated workflows for errors or inefficiencies, often requiring robust reporting tools and strong troubleshooting skills. Leveraging collaborative platforms and fostering a culture of transparency can help overcome these challenges and ensure smooth automation projects.

What is remote workflow automation?

Remote workflow automation refers to the use of technology and software tools to automate business processes and tasks that can be managed from any location. This approach helps organizations streamline operations, reduce manual effort, and improve efficiency, especially for distributed or remote teams. By automating repetitive tasks, businesses can focus on higher-value work and maintain productivity regardless of team members' physical locations. Tools like Zapier, Microsoft Power Automate, and others are commonly used to set up these automated workflows.

What is the difference between Remote Workflow Automation vs Remote Business Analyst?

AspectRemote Workflow AutomationRemote Business Analyst
Required CredentialsTechnical certifications (e.g., RPA tools, scripting)Business analysis certifications (e.g., CBAP, PMI-PBA)
Work EnvironmentFocus on automation tools, scripting, and process optimizationFocus on requirements gathering, process analysis, and stakeholder communication
Employer & Industry UsageTech companies, automation service providers, large enterprisesConsulting firms, finance, healthcare, and corporate sectors
Search & Comparison IntentAutomation, RPA, process improvementBusiness processes, requirements analysis, project management

Remote Workflow Automation specialists focus on implementing automation tools and scripting to streamline processes, often requiring technical certifications. Remote Business Analysts analyze business needs, gather requirements, and communicate with stakeholders. While both roles improve efficiency, they differ in technical depth and focus areas, with automation roles being more technical and analysis roles more strategic.

What are the most commonly searched types of Workflow Automation jobs in Chicago, IL? The most popular types of Workflow Automation jobs in Chicago, IL are:
What are popular job titles related to Remote Workflow Automation jobs in Chicago, IL? For Remote Workflow Automation jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Remote Workflow Automation jobs in Chicago, IL look for? The top searched job categories for Remote Workflow Automation jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Remote Workflow Automation jobs? Cities near Chicago, IL with the most Remote Workflow Automation job openings:
Remote Workflow Automation jobs near you
Infographic showing various Remote Workflow Automation job openings in Chicago, IL as of May 2026, with employment types broken down into 76% Full Time, 13% Part Time, and 11% Contract. Highlights an 100% Remote job distribution, with an average salary of $110,356 per year, or $53.1 per hour.
OpenClaw Workflow Engineer (Remote)

OpenClaw Workflow Engineer (Remote)

Outlier AI

Chicago, IL • Remote

Full-time

Posted 7 days ago

Job description

About the Project

Outlier helps the world’s most innovative companies improve their AI agents by providing human feedback. Do you want to shape the future of autonomous agents like OpenClaw?

We collaborate with leading AI organizations to train Large Language Models (LLMs) to function as proactive, multi-step agents. Our projects focus on teaching these systems how to design, coordinate, and optimize complex, real-world architectural workflows.

Whether you are a passionate orchestration guru or experienced software developer — we want you to help us train the world's most advanced generative systems.

Ideal Qualifications

  • 2+ years of experience in backend engineering, AI automation, or complex systems integration.
  • Proven ability to build and maintain production-grade software with modular separation (e.g., distinct services for data parsing, logic processing, and reporting).
  • Strong command of at least two major languages (e.g., Python, JavaScript, Go, or Java) and experience working with SQL databases.
  • Practical experience building for live, non-mocked environments and handling multi-turn system interactions.
  • Outstanding attention to detail and the ability to provide clear, high-density technical feedback on complex system behaviors.

Nice to have

  • Expertise building multi-stage coordination tasks where data acquisition leads to reasoned output.
  • Hands-on experience integrating agents with live tools such as Supabase, Gmail, and various APIs to solve real-world problems.
  • High level of comfort implementing persistent state and session discovery using MEMORY.md to track agent progress.
  • Experience identifying subtle failures like privacy leaks, authority escalation, or indirect prompt injections.

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