Flexible Schedule Jobs in Chicago, IL

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Looking for Flexible Schedule jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Flexible Schedule position in the Chicago, IL area.

Application Architect

Company: Inspire11

Location: Chicago, IL

Posted Jan 30, 2025

Inspire11 is a full-service consulting firm that helps clients reach their full potential by leveraging innovative and strategic thought with technology. They are seeking a Senior Application Architect with strong development and architecture skills to work with clients on technology needs. The role involves working directly with multiple clients, interacting with key decision-makers, and leading a team of developers. The ideal candidate should have strong full-stack development experience, be skilled in modern JavaScript frameworks, and have experience with both relational and non-relational databases. Inspire11 offers opportunities for collaboration with experienced technologists, cutting-edge work, and competitive compensation.

Senior Business Intelligence Analyst

Company: Caterpillar

Location: Peoria, IL

Posted Jan 30, 2025

Caterpillar Inc. is seeking a Senior Business Intelligence Analyst for its Cat Digital division. The role involves leading strategic and tactical analytic projects, turning data into insights, and driving business growth. The ideal candidate will have a strong technical background in data structures using SQL, project management experience, and excellent communication skills. They will work with a diverse team to discover future trends in aftermarket through field data analytics. The position offers opportunities for career growth, competitive compensation, and benefits, including a flexible hybrid work environment. The role is based out of either Chicago, IL or Peoria, IL offices.

Senior Business Manager - Integrated Energy Systems

Company: UL Solutions

Location: Chicago, IL

Posted Jan 30, 2025

The text describes a Business Manager role for Integrated Energy Systems in UL's fastest-growing team. The role is hybrid, requiring 3 days a week in Northbrook IL or Melville NY. Responsibilities include developing and implementing commercial and operational strategies, managing P&L activities and budget, ensuring financial targets are met, and driving initiatives for new business opportunities. The role also involves managing costs, reporting, forecasting, and workflow overviews. The ideal candidate should have a university degree in Engineering, Business, or a similar field, with 10+ years in the Energy Systems sector and 5+ years of leadership experience. The role offers a competitive salary, annual bonus, health benefits, wellness benefits, and retirement savings. UL Solutions is a global leader in applied safety science, working at the center of safety and sustainability, with projects in electrical infrastructure, renewable energy, and electrified transportation.

Senior Product Manager, AI \u0026 Data

Company: BigTime Software, Inc.

Location: Chicago, IL

Posted Jan 30, 2025

BigTime is seeking a Senior Product Manager to lead the development and integration of AI-powered features into their SaaS platform. The role involves defining product strategies, delivering innovative solutions, and enhancing customer satisfaction. The ideal candidate will have 5+ years of technical product management experience, 3+ years managing SaaS products, and a proven track record of delivering AI-powered features. They will be responsible for AI product strategy and execution, integration and API roadmap, cross-functional collaboration, and product delivery and analytics. BigTime offers a competitive salary, comprehensive benefits, and a hybrid work schedule. This role is critical for BigTime's future growth, as they aim to transform how professional services organizations manage projects and make data-driven decisions.

Knowledge & Insights Analyst

Company: Caterpillar

Location: Peoria, IL

Posted Jan 30, 2025

Caterpillar Inc. is offering a job opportunity in its Digital and Data Technology sector. The role involves providing customer and dealer self-service support by analyzing multifaceted dashboards, identifying data trends, and creating solutions to enhance the support experience. The successful candidate will be responsible for crafting public-facing self-help content, optimizing search functionality, and collaborating with cross-functional teams for continuous improvement. The job requires a college degree, superior communication skills, strong organizational skills, and at least 2 years of experience in a contact center environment. Caterpillar offers a competitive salary, benefits, and opportunities for career growth.

Rate Filing Analyst

Company: CNA

Location: Chicago, IL

Posted Jan 30, 2025

CNA is offering a Rate Filing Analyst position with a clear career vision and leadership support. The role involves working on major projects, preparing actuarial rate filings, and collaborating with various departments. The ideal candidate should be a creative self-starter with strong technical skills in Microsoft Excel, SQL, and/or VBA. The position offers a hybrid work schedule and a competitive salary range of $76,000 to $95,000 annually. CNA is committed to fostering a culture where employees feel valued and their abilities are fully utilized.

Manager, Technology Deployment - US Restaurant Platform

Company: McDonald’s Global Technology

Location: Chicago, IL

Posted Jan 30, 2025

McDonald's is embarking on a growth strategy called 'Accelerating the Arches', focusing on enhancing the customer experience through Delivery, Digital, and Drive-Thru initiatives. The company aims to modernize its technology, including POS, back office hardware, network infrastructure, and digital menu boards, across all US restaurants over the next three years. A Manager is sought to lead this deployment, ensuring successful implementation, integration, and adoption of the new platform. The role involves leadership, supplier partner engagement, collaborator engagement, risk management, change management, performance monitoring, and continuous improvement.

Project Manager II - PLC

Company: OpenGov

Location: Chicago, IL

Posted Jan 30, 2025

OpenGov is a mission-driven technology company that provides cloud software for cities, counties, and state agencies. They are currently hiring a Project Manager II to support and coordinate software implementation projects. The role involves setting project scope, timeline, and deliverables, managing multiple projects, and working closely with clients and cross-functional teams. The company offers a dynamic work environment, competitive benefits, and the opportunity to make a positive social impact.

Talent Global Process Owner

Company: Kraft Heinz

Location: Chicago, IL

Posted Jan 30, 2025

The job description outlines a strategic role for a Talent Intelligence Process Owner at Kraft Heinz. The role involves designing and running global capabilities for Talent Acquisition and Management, setting best practices, collaborating with internal and external stakeholders, and driving continuous improvement with employee experience at the center. The ideal candidate should have deep functional expertise in Talent Attraction and Management, exceptional problem-solving skills, and experience in improvement processes. The role is based in Chicago, IL, and offers a competitive salary range, performance-based bonus, and comprehensive benefits package. Kraft Heinz is an Equal Opportunity Employer.

Manager-Technical Product Management

Company: McDonald’s Global Technology

Location: Chicago, IL

Posted Jan 30, 2025

McDonald's is accelerating its growth strategy, focusing on Delivery, Digital, and Drive-Thru. The company is investing in technology innovation, including AI and robotics, to enhance customer experience. The Product Manager Restaurant Development role involves leading the technical product management team, managing external vendor squads, and ensuring high-quality software development. The role requires a strong background in software development, Agile methodologies, and excellent communication skills.

Total Rewards Global Process Owner

Company: Kraft Heinz

Location: Chicago, IL

Posted Jan 30, 2025

The job description outlines a role for a Total Rewards Global Process Owner at Kraft Heinz. The position involves overseeing and harmonizing global Total Rewards processes, including compensation, benefits, and recognition administration. The role requires designing and running global capabilities for Total Rewards processes, collaborating with internal and external partners, and establishing key performance indicators. The ideal candidate should have deep experience in Total Rewards administration, strong leadership and communication skills, and a process improvement mindset. The role is based in Chicago, IL, and offers a competitive salary range, performance-based bonus, and comprehensive benefits package.

Content Production Strategist (Hybrid or Remote)

Company: Simantel

Location: Peoria, IL

Posted Jan 30, 2025

The Content Production Strategist is a crucial role in the content production department, responsible for creating customer-focused content across various channels. The strategist must have strong communication skills, be able to work with different teams, and have decision-making authority over communication strategies, job development, and process improvements. The role involves partnering with various teams, directing writers, and creating editorial calendars. The ideal candidate should have a bachelor's degree, superior writing skills, and a willingness to learn. Success is measured by client outcomes, strong relationships, quality content, and growth in the content production service line.

Frequently Asked Questions

What are typical salary ranges for Flexible Schedule roles by seniority?
Entry‑level positions pay $60k–$80k annually. Mid‑level engineers and data scientists earn $80k–$120k. Senior roles, including lead architects and senior product managers, range $120k–$180k, while executive‑level talent can command $180k–$250k with bonuses and equity.
What skills and certifications are required for a Flexible Schedule tech career?
Remote collaboration tools (Zoom, Slack) and version control (Git) are essentials. Technical stacks vary: developers need proficiency in JavaScript/TypeScript, Python, or Go; DevOps engineers should master AWS, Terraform, and Kubernetes; data scientists must be fluent in Python, R, SQL, and machine‑learning libraries. Certifications like AWS Certified Solutions Architect, Certified ScrumMaster, or Google Cloud Professional Data Engineer boost credibility.
Is remote work a standard option for Flexible Schedule listings?
Yes—most Flexible Schedule roles are fully remote or offer a hybrid model. Companies provide cloud‑based development environments, VPN access, and asynchronous communication protocols, allowing you to work from any location while staying connected to distributed teams.
What career progression paths exist within Flexible Schedule roles?
Start as a junior engineer or analyst, then advance to senior, team lead, or principal engineer. Product managers move from associate to senior PM, then to director or VP of Product. Technical architects can transition to solutions architect or head of engineering, often with increased ownership of strategy and mentoring.
What industry trends are shaping Flexible Schedule job opportunities?
Hybrid work models are becoming standard, driven by AI‑powered scheduling tools that manage availability across time zones. Remote‑first startups and Fortune 500 firms alike offer flexible hours to attract global talent, boosting demand for digital nomads and professionals seeking work‑life balance.

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