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Weekend Ai Automation Jobs in Chicago, IL (NOW HIRING)

JLL

Automation Engineer

Chicago, IL · On-site

Flexibility toworkvaried shifts, including nights, weekends, and holidays. Preferred Qualifications ... Using AI capabilities, we analyze your application for relevant skills, experiences, and ...

Cooley

BIC Data Operations Specialist

Chicago, IL · On-site

$82K - $120K/yr

Ability to work extended and/or weekend hours, asrequired * Ability to travel, asrequired * 3+years ... Interest in AI, automation, and internal tooling * Prior experience building tools/models ...

Cooley LLP

BIC Data Operations Specialist

Chicago, IL · On-site

$82K - $120K/yr

Ability to work extended and/or weekend hours, asrequired * Ability to travel, asrequired * 3+years ... Interest in AI, automation, and internal tooling * Prior experience building tools/models ...

Jump Trading

HPC Data Center Developer

Chicago, IL · On-site

Maintain comprehensive documentation for all tooling, automation workflows, and integrations. * Participate in large, coordinated maintenance operations, including during evenings and weekends. AI ...

Jump Trading

HPC Data Center Developer

Chicago, IL · On-site

Maintain comprehensive documentation for all tooling, automation workflows, and integrations. * Participate in large, coordinated maintenance operations, including during evenings and weekends. AI ...

cap

Manager Marketing Programs

Winnetka, IL · On-site

$100K - $128K/yr

Stays current on emerging marketing technologies and trends (e.g., AI, automation, personalization ... required including some weekend travel Candidates are required to live within 75-miles of ...

Unis LLC

Clamp Operator 2nd Shift

University Park, IL · On-site

$21/hr

Flexibility to work varying shifts, weekends, overtime, or extended hours based on operational ... UNIS leverages AI-enabled tools and automation to enhance efficiency, insights, and decision ...

Unisco

Clamp Operator -1st shift

University Park, IL · On-site

$20/hr

Flexibility to work varying shifts, weekends, overtime, or extended hours based on operational ... UNIS leverages AI-enabled tools and automation to enhance efficiency, insights, and decision ...

Unis LLC

Clamp Operator -1st shift

University Park, IL · On-site

$20/hr

Flexibility to work varying shifts, weekends, overtime, or extended hours based on operational ... UNIS leverages AI-enabled tools and automation to enhance efficiency, insights, and decision ...

Unisco

Clamp Operator 2nd Shift

University Park, IL · On-site

$21/hr

Flexibility to work varying shifts, weekends, overtime, or extended hours based on operational ... UNIS leverages AI-enabled tools and automation to enhance efficiency, insights, and decision ...

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All JobsAi Automation JobsWeekend Ai Automation JobsWeekend Ai Automation Jobs in Chicago, IL

Weekend Ai Automation information

See Chicago, IL salary details

$38.1K

$110.4K

$167.9K

How much do weekend ai automation jobs pay per year?

As of Sep 8, 2026, the average yearly pay for weekend ai 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 is the difference between Weekend Ai Automation vs Weekend Data Analyst?

AspectWeekend Ai AutomationWeekend Data Analyst
Required CredentialsBasic understanding of AI tools, certifications in automation or AI platformsDegree in Data Science, Statistics, or related field; proficiency in data analysis tools
Work EnvironmentRemote, project-based, focused on automation tasks during weekendsRemote or on-site, analyzing data sets, generating reports during weekends
Industry UsageTech, AI startups, automation service providersBusiness, finance, marketing, and research sectors

Weekend Ai Automation roles focus on implementing AI-driven automation solutions, requiring knowledge of AI tools and automation platforms. In contrast, Weekend Data Analysts analyze data sets and generate insights, often requiring a background in data science or statistics. Both roles are typically part-time, weekend-based, and can be remote, but they serve different functions within the tech and business industries.

Is AI automation a high paying job?

AI automation roles, including positions like AI automation engineer or developer, tend to offer high salaries due to the specialized skills required in programming, machine learning, and data analysis. Compensation varies based on experience, location, and industry, but these jobs generally provide competitive pay compared to many other tech roles.

What jobs can I get with Weekend AI Automation?

Jobs related to Weekend AI Automation typically include roles such as AI automation specialist, machine learning engineer, data analyst, or automation developer. These positions often require skills in programming, AI tools, and automation platforms, and may involve working on projects during weekends or flexible schedules.

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

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

What are popular job titles related to Weekend Ai Automation jobs in Chicago, IL?

For Weekend Ai Automation jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Weekend Ai Automation jobs in Chicago, IL look for?

The top searched job categories for Weekend Ai Automation jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Weekend Ai Automation jobs?

Cities near Chicago, IL with the most Weekend Ai Automation job openings:

Weekend Ai Automation jobs near you
Infographic showing various Weekend Ai Automation job openings in Chicago, IL as of August 2026, with employment types broken down into 72% Full Time, 24% Part Time, and 4% Contract. Highlights an 65% Physical, 5% Hybrid, and 30% Remote job distribution, with an average salary of $110,356 per year, or $53.1 per hour.

Sr. Director of AI Applications & Operational Effectiveness

Harris & Harris

Chicago, IL • On-site

$185K - $225K/yr

Full-time

Medical, Dental, Vision, Retirement, PTO

Re-posted 25 days ago

Job description

At Harris & Harris, we believe in harnessing the power of emerging technologies to elevate performance, experience, and outcomes. As we build our enterprise AI fabric, we are seeking a visionary leader to operationalize AI at the intersection of modern contact center practices. This role is foundational to our strategic direction—optimizing how we invest in and deploy AI to drive efficiency, scale, and an exceptional consumer experience.


As the Senior Director, AI Applications and Operational Effectiveness, you will lead the charge in translating AI investments into measurable business value across inbound/outbound channels, workforce productivity, process automation, and contact center optimization. You will own AI use cases, measurable ROI, and the transformation roadmap that propels Harris & Harris into the future of customer engagement.

You will lead a high‑impact shared services team, charged with executing on the enterprise AI agenda, driving continuous improvement, and aligning our people, processes, and systems to deliver operational excellence and customer delight. Your insights, decisions, and collaborations will be central to our competitive advantage and enduring success.


Schedule: Regular business hours are 8:00am to 5:00pm Monday through Friday, after hours or weekend work may be required

Location: can work remote in most areas of the United States, or in our offices in Dallas, TX or Chicago, IL

Salary: $185,000.00 to $225,000.00 annually, with bonus potential

Additional Compensation and Benefits:

At Harris & Harris, we truly care about each employee’s health, wellness, financial stability, and education. We are proud to offer each employee the following benefits:

  • Medical, Dental, and Vision insurances from premium providers
  • 401K with matching
  • Company paid Accident and Disability Insurance, Long Term Disability Insurance, EAP, and Travel Assistance
  • Tuition Reimbursement
  • Paid Time Off
  • Additional benefits such as identity theft protection, flexible spending accounts, pre-tax commuter benefits, and more.


Key Responsibilities

  • Lead the conceptualization, development, deployment, and adoption of AI‑enabled tools and solutions that create seamless, low‑friction experiences for employees and consumers
  • Be the organizational expert in emerging trends, competitive technologies, associated risks, and strategic opportunities in AI, automation, and contact center domains
  • Create robust business cases to justify new initiatives, process changes, or technology investments—balancing cost, benefit, and risk
  • Define, monitor, and analyze key performance metrics, using insights to drive iterative improvements and corrective actions
  • Benchmark and evaluate internal operations against industry best practices to identify gaps and lead transformation
  • Design and execute strategies to improve process efficiency, throughput, and quality across communication channels
  • Evaluate, source, and deploy best-in-class tools aimed at process automation, knowledge management, and AI augmentation
  • Own the continual improvement agenda for inbound virtual agents, ensuring their performance, learning, and adaptability
  • Define and manage a road map of process improvements and automation initiatives across channels
  • Oversee workforce planning, scheduling, dialer/campaign management, and capacity optimization efforts in contact center operations
  • Drive deployment of technology (including AI, machine learning, knowledge management systems) to increase agent knowledge, productivity, and performance
  • Work closely with cross-functional partners—IT, Analytics, HR/Training, Quality, Product—to align strategy, deliver projects, and sustain performance gains
  • Post‑implementation, rigorously monitor results, course‑correct, and report on outcomes and ROI
  • Lead by example: promote a culture of innovation, accountability, collaboration, and continuous improvement throughout your teams