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Flexible Remote Image Annotation Jobs in Chicago, IL

TSMG

AI/ML Data Contributor

Chicago, IL · Remote

... remote and in-person opportunities (such as device or VR testing). This is a flexible, task-based ... Perform AI/ML-related tasks such as data labeling, annotation, and content evaluation * Participate ...

TSMG

AI/ML Data Contributor

Chicago, IL · Remote

... remote and in-person opportunities (such as device or VR testing). This is a flexible, task-based ... Perform AI/ML-related tasks such as data labeling, annotation, and content evaluation * Participate ...

Danaher

Channel Sales Manager

Chicago, IL · Remote

$156K/yr

Our advanced microscopes and AI-based image analysis solutions enable users to gain profound ... We recognize the benefits of flexible, remote working arrangements for eligible roles and are ...

Danaher

Global Events Manager

Chicago, IL · On-site +1

$115/hr

... image, increase customer engagement, and demonstrate our position as a thought leader within ... We recognize the benefits of flexible, remote working arrangements for eligible roles and are ...

FORM

Customer Success Manager

Chicago, IL · Remote

$75K - $85K/yr

Experience in Image Recognition (IR) or AI/Deep Learning is a huge plus. * Your written ... Flexible vacation policy - take the time you need when you need it. * Company-provided work ...

Snapsheet

Senior DevOps Engineer

Chicago, IL · On-site +1

$120K - $135K/yr

Remote Job Type: Full-time About Snapsheet: Snapsheet is claims technology the way it should be ... Flexibility - empathy is ingrained in who we are and we are happy to offer a flexible PTO policy ...

Snapsheet

Senior DevOps Engineer

Chicago, IL · Remote

$120K - $135K/yr

Remote Job Type: Full-time About Snapsheet: Snapsheet is claims technology the way it should be ... Flexibility - empathy is ingrained in who we are and we are happy to offer a flexible PTO policy ...

Getac, Inc.

RSM - Enterprise

Chicago, IL · Remote

$85K - $100K/yr

We are committed to our employee fulfillment by providing a flexible work schedule, honoring ... Works efficiently in a remote home office environment. * Adheres to the Getac Statement of ...

Jorie AI

Software Engineer

Oak Brook, IL · Remote

Our work environment: Remote opportunities Growth advancement opportunities Flexible work ... Utilize OpenCV for image recognition and data extraction in visual and document-based workflows.

Getac, Inc.

RSM - Enterprise

Chicago, IL · Remote

$85K - $100K/yr

We are committed to our employee fulfillment by providing a flexible work schedule, honoring ... Works efficiently in a remote home office environment. * Adheres to the Getac Statement of ...

Jorie AI

Software Engineer

Oak Brook, IL · Remote

Our work environment: Remote opportunities Growth advancement opportunities Flexible work ... Utilize OpenCV for image recognition and data extraction in visual and document-based workflows.

Jorie AI

Software Engineer

Oak Brook, IL · Remote

Our work environment: Remote opportunities Growth advancement opportunities Flexible work ... Utilize OpenCV for image recognition and data extraction in visual and document-based workflows.

Goalbook

Operations - Finance and HR

Mundelein, IL · Remote

This role is remote, ideally based on the West Coast. Goalbook is committed to building a diverse ... image, and likeness of Goalbook team members. The only way to apply to our roles is directly ...

Huntington

MLOps Automation Senior Lead Engineer

Chicago, IL · On-site +1

$93K - $189K/yr

Professional image with the ability to form relationships across functions * Ability to train more ... Remote roles will also have the opportunity to come together in our offices for moments that matter.

Huntington

MLOps Automation Senior Lead Engineer

Chicago, IL · On-site +1

$107K - $140K/yr

Professional image with the ability to form relationships across functions * Ability to train more ... Remote roles will also have the opportunity to come together in our offices for moments that matter.

FORM

Enterprise Account Executive

Chicago, IL · Remote

$250K - $300K/yr

Prior experience working for a retail execution, image recognition, field force automation, retail ... Flexible vacation policy - take the time you need when you need it. * Company-provided work ...

All JobsImage Annotation JobsFlexible Remote Image Annotation JobsFlexible Remote Image Annotation Jobs in Chicago, IL

Flexible Remote Image Annotation information

See Chicago, IL salary details

$782

$2.2K

$3.2K

How much do flexible remote image annotation jobs pay per week?

As of Aug 12, 2026, the average weekly pay for flexible remote image annotation in Chicago, IL is $2,180.60, according to ZipRecruiter salary data. Most workers in this role earn between $1,603.85 and $2,713.46 per week, depending on experience, location, and employer.

What is flexible remote image annotation?

Flexible remote image annotation is a job where individuals label or tag elements within digital images from a remote location, often from home. This work is crucial for training artificial intelligence and machine learning models, particularly in fields like computer vision and autonomous vehicles. The 'flexible' aspect means workers can often set their own hours and choose tasks according to their availability. Image annotation tasks may include outlining objects, assigning categories, or describing visual content in images. Most positions require attention to detail and basic computer skills, but prior experience is not always necessary.

What are the key skills and qualifications needed to thrive as a flexible remote image annotation specialist?

To thrive as a Flexible Remote Image Annotation Specialist, you need strong attention to detail, visual accuracy, and a basic understanding of image processing, often supported by a high school diploma or equivalent. Familiarity with annotation tools such as Labelbox, CVAT, or VIA, and sometimes experience with basic data entry platforms, is typically required. Excellent time management, communication skills, and the ability to work independently are valued soft skills for this remote role. These skills ensure high-quality, consistent data labeling essential for training reliable machine learning models and supporting AI development.

What are some common challenges faced in flexible remote image annotation roles and how can they be managed?

One common challenge in flexible remote image annotation is maintaining accuracy and consistency across large datasets, especially when guidelines are complex or images are ambiguous. Working independently can also make it harder to get immediate feedback or clarification. To manage these challenges, it’s important to regularly review annotation guidelines, participate in team check-ins or forums, and make use of quality assurance tools provided by the employer. Staying organized and communicating proactively with project leads can help ensure your work meets expectations and deadlines.

What is the difference between Flexible Remote Image Annotation vs Data Labeler?

AspectFlexible Remote Image AnnotationData Labeler
CredentialsBasic computer skills, attention to detailBasic computer skills, attention to detail
Work EnvironmentRemote, flexible hoursRemote, flexible hours
Industry UsageAI, machine learning, computer visionAI, machine learning, data processing
Job FocusAnnotating images with labels, bounding boxes, segmentationLabeling data, categorizing images or text

Flexible Remote Image Annotation and Data Labeler roles both involve data processing tasks in AI and machine learning industries. While image annotation focuses on marking specific features within images, data labelers may work with various data types, including text and images. Both roles are remote, require similar skills, and serve the same industry needs, but image annotation emphasizes visual data precision.

What are the most commonly searched types of Remote Image Annotation jobs in Chicago, IL? The most popular types of Remote Image Annotation jobs in Chicago, IL are:
What are popular job titles related to Flexible Remote Image Annotation jobs in Chicago, IL? For Flexible Remote Image Annotation jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Flexible Remote Image Annotation jobs in Chicago, IL look for? The top searched job categories for Flexible Remote Image Annotation jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Flexible Remote Image Annotation jobs? Cities near Chicago, IL with the most Flexible Remote Image Annotation job openings:
Flexible Remote Image Annotation jobs near you

AI/ML Data Contributor

TSMG

Chicago, IL • Remote

Part-time

Re-posted 17 days ago

Job description

Project Overview
We are currently hiring AI/ML Data Contributors to support a range of active and upcoming projects across the United States. In this role, you will participate in tasks that help improve machine learning models, including data labeling, content evaluation, and user-based testing.

Projects may vary in scope and format, offering both remote and in-person opportunities (such as device or VR testing). This is a flexible, task-based role with the opportunity to participate in multiple projects over time.

Responsibilities
  • Perform AI/ML-related tasks such as data labeling, annotation, and content evaluation
  • Participate in remote assignments or attend on-site sessions when required
  • Follow project guidelines and ensure high-quality task completion
  • Provide feedback and input during testing activities
  • Complete tasks within given timelines
Requirements
  • Must be based in the United States
  • Strong attention to detail and ability to follow instructions
  • Basic computer skills and familiarity with digital tools
  • Reliable internet connection and access to a computer or smartphone
  • Availability to participate in task-based work (schedule may vary)
Nice to Have
  • Previous experience in data annotation, QA, or testing
  • Interest in AI, machine learning, or emerging technologies
What We Offer
  • Paid, flexible task-based work
  • Opportunity to work on innovative AI/ML projects
  • Exposure to cutting-edge technologies (including device and VR testing)
  • Potential for ongoing project participation

We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses and identifying potential inconsistencies or verification signals in application materials based on available information. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.