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Remote Ai Operator Jobs in Chicago, IL (NOW HIRING)

We offer unlimited PTO, a flexible remote work policy, and a supportive environment that ... Operating on the Lead Track, the AI Consulting Lead serves as the primary client relationship owner ...

Our AI agents - including AiOn - continuously monitor operations, coach operators, investigate ... PTO and Flexible working hours and remote work options * Opportunities for professional growth and ...

We offer unlimited PTO, a flexible remote work policy, and a supportive environment that ... Operating as an independent contributor, the Senior AI Consultant is focused on delivery excellence ...

AI-Native Product Engineer

Chicago, IL · Remote

$120K - $149K/yr

Remote (US or Canada) Rate: $120,000-$150,000 (rates vary in Canada) Position Overview We are ... operating only as a backend, frontend, or ticket-based individual contributor. * This role is not a ...

AI-Native Product Engineer

Chicago, IL · On-site +1

$120K - $149K/yr

Remote (US or Canada) Rate: $120,000-$150,000 (rates vary in Canada) Position Overview We are ... operating only as a backend, frontend, or ticket-based individual contributor. * This role is not a ...

Remote Type: Full-Time Employee for US Candidates; Independent Contractor for Canadian Applicants ... Background in venture studios, high-growth AI or tech companies, or operator roles at the ...

Strong analytical and problem-structuring skills, comfortable operating in ambiguity and iterating ... If you currently have a remote exception or are not located in one of these markets, please confirm ...

Sr. AI Governance Engineer

Chicago, IL · Remote

$130K - $155K/yr

Remote (US or Canada) Rate: $130,000 to $155,000 USD (rates vary in Canada) Position Overview ... Contribute to the definition of enterprise operating models, guardrails, and standards for AI and ...

Sr. AI Governance Engineer

Chicago, IL · On-site +1

$130K - $155K/yr

Remote (US or Canada) Rate: $130,000 to $155,000 USD (rates vary in Canada) Position Overview ... Contribute to the definition of enterprise operating models, guardrails, and standards for AI and ...

Remote Body Radiologist

Harvey, IL · On-site +1

$500K - $600K/yr

Position Summary RP Chicago is seeking a full-time Remote Body Radiologist for our Chicago based ... The position also leverages Radiology Partners' Mosaic AI Operating System , an advanced technology ...

Operating in more than 120 countries, leveraging a robust portfolio, and utilizing the highest ... Remote Zones offers a comprehensive benefits package While we're committed to providing top-tier ...

Technical Solutions Architect, AI

Chicago, IL · Remote

$68.25 - $82.50/hr

Operating in more than 120 countries, leveraging a robust portfolio, and utilizing the highest ... Remote Zones offers a comprehensive benefits package While we're committed to providing top-tier ...

Showing results 21-40

Remote Ai Operator information

See Chicago, IL salary details

$10

$23

$38

How much do remote ai operator jobs pay per hour?

As of Aug 21, 2026, the average hourly pay for remote ai operator in Chicago, IL is $23.74, according to ZipRecruiter salary data. Most workers in this role earn between $18.56 and $22.55 per hour, depending on experience, location, and employer.

What is a Remote AI Operator?

A Remote AI Operator is a professional who oversees, manages, and sometimes directly interacts with artificial intelligence (AI) systems from a remote location. Their role often includes monitoring AI performance, troubleshooting issues, ensuring data integrity, and making adjustments to improve outcomes. Remote AI Operators may work in industries like customer service, manufacturing, healthcare, or autonomous vehicles. They typically use specialized software tools to interface with AI applications, ensuring the technology is operating as intended. This position often requires strong analytical skills and familiarity with AI platforms or machine learning concepts.

What are the key skills and qualifications needed to thrive as a Remote AI Operator?

To thrive as a Remote AI Operator, you need a solid understanding of artificial intelligence concepts, data processing, and typically a background in computer science or a related field. Experience with AI platforms (such as TensorFlow or PyTorch), cloud computing tools, and sometimes certifications in machine learning or data analysis are commonly required. Strong problem-solving abilities, attention to detail, and effective remote communication skills set top performers apart. These skills ensure accurate AI system management, timely troubleshooting, and seamless collaboration with distributed teams.

How does a Remote AI Operator typically collaborate with cross-functional teams in a distributed work environment?

As a Remote AI Operator, collaboration with data scientists, engineers, and product managers is often facilitated through digital communication tools such as Slack, Zoom, and project management platforms. Regular virtual meetings and asynchronous updates are common, ensuring alignment on project goals and rapid issue resolution. Operators are expected to provide feedback on AI model performance, flag anomalies, and contribute to workflow improvements, all while adapting to different time zones and communication styles. This collaborative approach helps maintain high-quality AI system outputs and supports continuous improvement.

What is the difference between Remote Ai Operator vs Data Labeler?

AspectRemote Ai OperatorData Labeler
Required CredentialsBasic technical skills, sometimes certifications in AI toolsMinimal; often no formal credentials needed
Work EnvironmentRemote, tech-focusedRemote or on-site, often repetitive tasks
Industry UsageAI development, machine learning projectsData preparation for AI models
Common Search/ComparisonYesNo

Remote Ai Operators typically work on managing AI systems and require some technical knowledge, whereas Data Labelers focus on annotating data with minimal credentials. Both roles are remote and essential in AI development, but they differ in complexity and responsibilities.

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

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

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

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

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

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

Infographic showing various Remote Ai Operator job openings in Chicago, IL as of August 2026, with employment types broken down into 77% Full Time, 20% Part Time, and 3% Contract. Highlights an 69% Physical, 4% Hybrid, and 27% Remote job distribution, with an average salary of $49,375 per year, or $23.7 per hour.

Director, AI ML Engineering - Remote

UnitedHealth Group

Schaumburg, IL • On-site, Remote

Full-time

Retirement

Re-posted 24 days ago


UnitedHealth Group rating

7.6

Company rating: 7.6 out of 10

Based on 146 frontline employees who took The Breakroom Quiz

191st of 891 rated healthcare providers


Job description

Optum Tech is a global leader in health care innovation. Our teams develop cutting-edge solutions that help people live healthier lives and help make the health system work better for everyone. From advanced data analytics and AI to cybersecurity, we use innovative approaches to solve some of health care's most complex challenges. Your contributions here have the potential to change lives. Ready to build the next breakthrough? Join us to start Caring. Connecting. Growing together.

You'll enjoy the flexibility to work remotely * from anywhere within the U.S. as you take on some tough challenges. For all hires in the Minneapolis or Washington, D.C. area, you will be required to work in the office a minimum of four days per week.

Primary Responsibilities:

  • Define and own the engineering AI strategy to measurably accelerate software development, quality, reliability, and operational efficiency through the use of AI agents
  • Partner with engineering teams to analyze current workflows, development activities, and pain points across the SDLC, identifying highvalue opportunities where AI agents can deliver meaningful impact
  • Develop a clear, prioritized roadmap of AI agent use cases aligned to business objectives, engineering strategy, and enterprise technology standards
  • Build datadriven proposals and business cases for AI agent investments, including baseline measurements, expected productivity gains, cost avoidance, quality improvements, and adoption metrics
  • Lead the design, development, and deployment of AI agents that augment or automate engineering work (e.g., requirements analysis, design support, coding, testing, deployment, reliability, incident analysis)
  • Oversee the endtoend lifecycle of AI agents from proof of value through scaled production deployment, ensuring solutions are reliable, secure, observable, and maintainable
  • Establish measurement frameworks, analytics, and KPIs to track realized value and continuously refine AI solutions based on usage, outcomes, and feedback
  • Define a repeatable operating model for how engineering teams identify, build, govern, and adopt AI agents at scale
  • Ensure all AI solutions adhere to enterprise architecture, security, privacy, regulatory, and responsible AI standards, including appropriate humanintheloop controls
  • Drive engineering enablement and change management, helping teams adopt new AIenabled ways of working and build confidence using AI as a force multiplier
  • Serve as a trusted advisor and thought leader to engineering and technology leadership, translating complex AI concepts into clear decisions, tradeoffs, and business outcomes
  • Collaborate closely with architecture, platform, product, data, and security partners to align AI agent strategy with broader enterprise initiatives

You'll be rewarded and recognized for your performance in an environment that will challenge you and give you clear direction on what it takes to succeed in your role as well as provide development for other roles you may be interested in. 
 

Required Qualifications:

  • Bachelor's degree or equivalent practical experience in applied AI, technology strategy, or complex enterprise systems
  • 10 years of experience delivering and leading complex technology initiatives, with demonstrated expertise either through handson software engineering experience OR through deep technical partnership roles, including the driving or ownership of complex systems, platforms, or largescale transformation initiatives
  • Experience connecting AI initiatives to measurable business value, using data, analytics, and outcomebased metrics
  • Demonstrated experience designing, building, or operationalizing AIpowered solutions, including agentbased or LLMdriven systems applied in realworld environments
  • Deep understanding of modern AI techniques and platforms, including large language models and agent frameworks used to accelerate software development and analysis
  • Proven ability to identify highvalue AI opportunities, translate them into clear use cases, and support delivery through collaboration with engineering teams

Preferred Qualifications:

  • Experience in PBM, U.S. Healthcare and/or RxClaim platform
  • Experience designing, building, or leading agentic AI or multiagent systems deployed in production environments
  • Familiarity with modern SDLC and DevOps practices and how AI can accelerate areas such as testing, code quality, deployment, operations, and reliability
  • Background in platform, enablement, or productivity teams, driving adoption of shared capabilities at scale
  • Demonstrated success leading organizational change, moving teams from experimentation to sustained, valuedriven technology adoption
  • Proven excellent communication and leadership skills, with the ability to operate credibly across engineering, product, and executive stakeholders

*All employees working remotely will be required to adhere to UnitedHealth Group's Telecommuter Policy

Pay is based on several factors including but not limited to local labor markets, education, work experience, certifications, etc. In addition to your salary, we offer benefits such as, a comprehensive benefits package, incentive and recognition programs, equity stock purchase and 401k contribution (all benefits are subject to eligibility requirements). No matter where or when you begin a career with us, you'll find a far-reaching choice of benefits and incentives. The salary for this role will range from $134,600 to $230,800 annually based on full-time employment. We comply with all minimum wage laws as applicable.

Application Deadline: This will be posted for a minimum of 2 business days or until a sufficient candidate pool has been collected. Job posting may come down early due to volume of applicants.

Pay is based on several factors including but not limited to local labor markets, education, work experience, certifications, etc. In addition to your salary, we offer benefits such as, a comprehensive benefits package, incentive and recognition programs, equity stock purchase and 401k contribution (all benefits are subject to eligibility requirements). No matter where or when you begin a career with us, you'll find a far-reaching choice of benefits and incentives. The salary for this role will range from $134,600 to $230,800 annually based on full-time employment. We comply with all minimum wage laws as applicable.

Application Deadline: This will be posted for a minimum of 2 business days or until a sufficient candidate pool has been collected. Job posting may come down early due to volume of applicants.

At UnitedHealth Group, our mission is to help people live healthier lives and make the health system work better for everyone. We believe everyone-of every race, gender, sexuality, age, location and income-deserves the opportunity to live their healthiest life. Today, however, there are still far too many barriers to good health which are disproportionately experienced by people of color, historically marginalized groups and those with lower incomes. We are committed to mitigating our impact on the environment and enabling and delivering equitable care that addresses health disparities and improves health outcomes - an enterprise priority reflected in our mission.  

UnitedHealth Group is an Equal Employment Opportunity employer under applicable law and qualified applicants will receive consideration for employment without regard to race, national origin, religion, age, color, sex, sexual orientation, gender identity, disability, or protected veteran status, or any other characteristic protected by local, state, or federal laws, rules, or regulations.

UnitedHealth Group is a drug - free workplace. Candidates are required to pass a drug test before beginning employment.

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