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Remote Legal Operations Jobs in Chicago, IL (NOW HIRING)

Legal Tech Specialist - AI Trainer

Chicago, IL · On-site +1

$1.7K - $2.1K/wk

Remote Role Responsibilities * Build a realistic digital workspace centered on the Drive folders ... Collaborate with other legal-operations and legal-tech experts to design the environment, shape ...

You will play a key role in ensuring billing accuracy, data integrity, and operational excellence ... This role can have a Hybrid or Remote work arrangement. Candidates who live near one of our office ...

Remote * Position status: Full Time * FLSA status: Non-Exempt (hourly) * Scheduled hours: 8:00- 4 ... As we integrate artificial intelligence and digital tools into our daily operations, we seek team ...

Remote * Position status: Full Time * FLSA status: Non-Exempt (hourly) * Scheduled hours: 8:00- 4 ... As we integrate artificial intelligence and digital tools into our daily operations, we seek team ...

Remote * Position status: Full Time * FLSA status: Non-Exempt (Hourly) * Scheduled hours: 8:00- 4 ... As we integrate artificial intelligence and digital tools into our daily operations, we seek team ...

Remote * Position status: Part Time * FLSA status: Non-Exempt (Hourly) * Scheduled hours: 8:00- 4 ... As we integrate artificial intelligence and digital tools into our daily operations, we seek team ...

Remote * Position status: Full Time * FLSA status: Non-Exempt (Hourly) * Scheduled hours: 8:00- 4 ... As we integrate artificial intelligence and digital tools into our daily operations, we seek team ...

Remote * Position status: Full Time * FLSA status: Non-Exempt (Hourly) * Scheduled hours: 8:00- 4 ... As we integrate artificial intelligence and digital tools into our daily operations, we seek team ...

Remote (Must live within a 25-mile radius of a venue) Reporting to: Chief Financial Officer Role ... Partner with Finance, Legal, Operations, Marketing, Technology, Development, and People teams to ...

Remote (Must live within a 25-mile radius of a venue) Reporting to: Chief Financial Officer Role ... Partner with Finance, Legal, Operations, Marketing, Technology, Development, and People teams to ...

In-office/Remote Work Location: Chicago, New York, San Francisco Work Hours: Office hours Find out ... Legal & Contract Coordination: Support the review, organization, and tracking of contracts ...

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Remote Legal Operations information

See Chicago, IL salary details

$23.2K

$86.7K

$131.9K

How much do remote legal operations jobs pay per year?

As of Jul 27, 2026, the average yearly pay for remote legal operations in Chicago, IL is $86,681.00, according to ZipRecruiter salary data. Most workers in this role earn between $65,400.00 and $105,600.00 per year, depending on experience, location, and employer.

What are typical daily responsibilities for a Remote Legal Operations professional?

As a Remote Legal Operations professional, your daily tasks often include managing legal projects, optimizing workflows, overseeing contract or document review processes, and coordinating with internal legal and business teams. You may also be responsible for monitoring legal spend, implementing best practices for compliance, and reporting on key metrics using specialized software. Effective collaboration and communication through virtual platforms are crucial, as you’ll frequently interact with colleagues and vendors in different locations. This role requires balancing multiple priorities while streamlining operations for a more efficient legal department.

What are the key skills and qualifications needed to thrive in the Remote Legal Operations position, and why are they important?

To thrive as a Remote Legal Operations professional, you should have a solid understanding of legal processes, project management, and data analysis, often supported by a degree in law, business, or a related field. Familiarity with legal tech platforms such as contract management systems, e-billing software, and workflow automation tools is highly valuable and sometimes required. Strong organizational skills, effective communication, and a proactive approach to problem-solving help you excel in a remote and collaborative environment. These capabilities ensure seamless legal service delivery, process improvement, and effective support for legal teams dispersed across multiple locations.

What is a Remote Legal Operations job?

A Remote Legal Operations job involves managing the processes, technology, and resources that support a legal department or law firm, all while working remotely. Responsibilities may include contract management, legal tech implementation, budgeting, compliance tracking, and workflow optimization. This role helps improve efficiency, reduce costs, and ensure legal teams run smoothly. Strong organizational, analytical, and communication skills are essential. Many professionals in this field have backgrounds in law, business, or operations.

What are the most commonly searched types of Legal Operations jobs in Chicago, IL? The most popular types of Legal Operations jobs in Chicago, IL are:
What are popular job titles related to Remote Legal Operations jobs in Chicago, IL? For Remote Legal Operations jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Remote Legal Operations jobs in Chicago, IL look for? The top searched job categories for Remote Legal Operations jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Remote Legal Operations jobs? Cities near Chicago, IL with the most Remote Legal Operations job openings:
Infographic showing various Remote Legal Operations job openings in Chicago, IL as of July 2026, with employment types broken down into 1% As Needed, 87% Full Time, 10% Part Time, and 2% Contract. Highlights an 93% Physical, 3% Hybrid, and 4% Remote job distribution, with an average salary of $86,681 per year, or $41.7 per hour.
Legal Tech Specialist - AI Trainer

Legal Tech Specialist - AI Trainer

Mercor

Chicago, IL • On-site, Remote

$1.7K - $2.1K/wk

Full-time

Posted 10 days ago


Job description

About the job

Mercor connects elite creative and technical talent with leading AI research labs. Headquartered in San Francisco, our investors include Benchmark, General Catalyst, Peter Thiel, Adam D'Angelo, Larry Summers, and Jack Dorsey.

Position: Legal Technology Expert
Type: Contract
Compensation: $1,750–$2,150 per completed task
Location: Remote

Role Responsibilities

  • Build a realistic digital workspace centered on the Drive folders you use daily. Include process maps, intake forms, matter-management reports, CLM rollouts, e-discovery plans, vendor-evaluation decks, and email threads.
  • Design multi-step tasks based on real workflows. Navigate multiple apps, files, and stakeholders to challenge frontier AI agents.
  • Collaborate with other legal-operations and legal-tech experts to design the environment, shape task scope, and review scenarios for realism and rigor.
  • Work asynchronously with research teams to refine task designs and evaluation criteria for legal-tech agent benchmarks.
  • Contribute to frontier AI research and benchmarking. Your work directly informs how leading labs train and evaluate the next generation of AI systems.

Qualifications

Must-Have

  • 3+ years of full-time experience in legal operations or legal technology at an AmLaw 100 firm, Fortune 500 in-house legal department, or major legal-tech vendor.
  • Background in legal operations, process improvement, and legal-spend management.
  • Experience with e-discovery and review workflows.
  • Knowledge of contract lifecycle management and matter management.
  • Familiarity with legal intake, knowledge management, and enterprise-wide legal program design.
  • Day-to-day use of Relativity, Icertis, HotDocs / Contract Express, and Clio / MyCase.
  • Strong analytical thinking and writing skills.

Preferred

  • CLOC / ACC Legal Ops involvement.

Compensation & Legal

  • Task Completion Pay: Competitive and based on task quality (~$1,750 – $2,150 per completed task, subject to change as the project evolves).
  • Performance Bonus: Top performers receive a weekly bonus incentive on top of their per task rate.
  • Hourly Opportunity: Top performers may transition to an hourly compensation model based on sustained quality and throughput.

Application Process (Takes 20–30 mins to complete)

  • Upload resume
  • AI interview based on your resume
  • Submit form

Resources & Support

  • For details about the interview process and platform information, please check: https://talent.docs.mercor.com/welcome
  • For any help or support, reach out to: support@mercor.com

PS: Our team reviews applications daily. Please complete your AI interview and application steps to be considered for this opportunity.


#hiringmercor