Flexible Work Arrangements Jobs in Chicago, IL

74,530 open positions · Updated daily

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

Training and Knowledge Specialist

Company: Caterpillar

Location: Peoria, IL

Posted Jan 29, 2025

Caterpillar Inc. is seeking a highly accountable individual with strong communication and organization skills for a role in their Digital and Data Technology area. The successful candidate will develop training materials, identify training needs, and lead training initiatives for the Cat Digital Support Center. They will also partner with third-party contact centers in launching new programs and ongoing operations. The role involves deploying various training methods, ensuring a seamless handoff of training and quality to third-party suppliers, and regularly reviewing curriculum materials. The position requires a college degree or equivalent experience in progressive training assignments, strong communication skills, and contact center experience. Caterpillar offers a flexible hybrid work environment, competitive compensation, and benefits, and is committed to a reduced-carbon future.

Data Scientist

Company: Morningstar

Location: Chicago, IL

Posted Jan 28, 2025

Morningstar is seeking a Data Scientist with expertise in AI, NLP, and machine learning algorithms to join their Research group in Chicago. The role involves automating data collection processes, collaborating with stakeholders, and implementing MLAI solutions. The ideal candidate should have a PhD in a relevant field or 2+ years of industrial experience in data science with NLP tasks. Familiarity with financial data, DevOps tools, and the Amazon AWS ecosystem is preferred. Morningstar offers competitive compensation, benefits, and a hybrid work environment.

Senior HR Generalist

Company: Invenergy

Location: Chicago, IL

Posted Jan 28, 2025

Invenergy is seeking a Senior HR Generalist for their Canadian operations. The role involves supporting employees in all HR areas, including policy development, performance management, and compliance with Canadian employment laws. The ideal candidate will have a Bachelor's degree in HR or a related field, at least 5 years of progressive HR experience, and strong knowledge of Canadian employment laws. The position offers a base salary range of $92,000 to $115,000 USD annually, with potential for bonuses. Invenergy is an equal opportunity employer.

Executive Chef

Company: Aba

Location: Chicago, IL

Posted Jan 29, 2025

Use tact and good judgment when dealing with challenges pertaining to guests, vendors and employees, and respond with patience and courtesy.

Senior Product Manager- Product strategy

Company: Ahold Delhaize USA

Location: Chicago, IL

Posted Jan 29, 2025

Ahold Delhaize USA is seeking a Product Strategy and Experimentation Manager for its Chicago office. The role involves driving strategic planning, managing the digital product roadmap, and leading a team of two product managers. The ideal candidate should have experience with agile development, cross-functional team leadership, and project management skills. The company offers a competitive salary range of $131,520 to $204,240 and values diversity, equity, inclusion, and wellness.

Applied AI Intern

Company: iManage

Location: Chicago, IL

Posted Jan 29, 2025

iManage offers a paid internship program for students interested in AI and data science. The program, based in Chicago, runs from June 2nd to August 8th and includes project-based activities, team building, and social events. Interns will work with a multidisciplinary team of AI engineers and data scientists, focusing on researching and applying cutting-edge Gen AI algorithms and NLP methods. The role involves performing exploratory data analyses, developing prompt engineering techniques, and conducting research experiments. Qualified candidates should have proficiency in data structures, algorithms, and statistics, current enrollment in a relevant graduate program, and experience with Python packages for text data analysis.

Reporting Analyst

Company: Alliant Credit Union

Location: Chicago, IL

Posted Jan 29, 2025

This role involves optimizing operational processes, providing valuable report insights, and leveraging data analysis to identify areas for improvement. The individual will develop and maintain operational reports, collaborate with other departments, and ensure data integrity. The position requires a Bachelor's degree in Finance, Economics, Mathematics, Business, or a related field, and at least 3 years of experience in data analytics, finance, or a related field. The compensation range is $61,700 to $94,750 annually, with additional benefits including health care, vision, dental, 401k with employer match, work from home options, paid parental leave, employee discount programs, time off, 11 paid holidays, and education reimbursement. The role also involves adhering to and ensuring compliance with the Bank Secrecy Act and maintaining integrity and ethics in all actions and conversations regarding credit union members and their accounts.

Lead Compliance Tester

Company: Discover

Location: Chicago, IL

Posted Jan 29, 2025

Discover is offering a job opportunity for a Compliance professional with 4+ years of experience in Financial Services Risk, BSAAML, or related fields. The role involves assessing business processes and controls for regulatory compliance, developing test scripts, and collaborating with management to identify and address compliance issues. The company values diversity and inclusion, and offers a competitive compensation package, benefits, and opportunities for growth. The position requires a Bachelor's degree in Business Administration, Management, Finance, or Law, and the ability to work in an office setting.

Customer Success Manager - RCM

Company: Neolytix

Location: Chicago, IL

Posted Jan 29, 2025

Neolytix, a leading provider of healthcare management services, is seeking a proactive and client-focused Customer Success Manager for Medical Billing. The role involves managing client relationships, improving service delivery, driving customer satisfaction, and reducing revenue leakage. The ideal candidate should have a Bachelor's degree in healthcare administration or a related field, 2+ years of experience in practice management or revenue cycle management within the healthcare industry, and strong knowledge of medical billing software and data analytics platforms. Neolytix values problem solvers and client-focused professionals dedicated to driving results, offering a mission to elevate healthcare provider organizations through data-driven strategies and exceptional client service.

Client Relationship Associate

Company: R&R Human Resources Solutions

Location: Chicago, IL

Posted Jan 29, 2025

Infinity Strategic Partners, a growing financial services firm in Northbrook, is seeking a strategic Client Associate. The role involves administrative duties such as managing 401K clients, preparing investment applications, and creating reports. The ideal candidate should have a Bachelor's degree, at least one year of experience, and be a strategic thinker with strong organizational skills. The position offers a great opportunity for those interested in the financial services industry, with compensation commensurate with experience.

Software Engineer (Chicago)

Company: Nextpoint

Location: Chicago, IL

Posted Jan 29, 2025

Nextpoint, an award-winning team, offers transformative software and services for law firms. They value innovation, creativity, diversity, and initiative, fostering a happy workplace. The Level 2 Support Engineer role involves creating and maintaining a high-performing, reliable environment for clients, collaborating with engineering and product teams, and continuously improving system performance. The ideal candidate has a Bachelor's degree in computer science, 2+ years of support engineering experience, and strong problem-solving skills.

Sr .NET Developer (Perm - Hybrid at our Chicago HQ near O'Hare Airport)

Company: Alliant Credit Union

Location: Chicago, IL

Posted Jan 29, 2025

This role involves designing, developing, and implementing platform solutions in an agile team, utilizing full stack development tools and technologies such as .NET, Web, and MuleSoft. The role requires a Bachelor's degree in Computer Science or related field and at least 3 years of experience in .NET APIs and Microservices application development. The position offers a competitive salary range, benefits including health care, 401k, and work from home options. The role also emphasizes adherence to Bank Secrecy Act policies and maintaining integrity and ethics in all actions.

Frequently Asked Questions

What are typical salary ranges by seniority for flexible work arrangement roles?
Junior remote developers earn $70k–$95k, mid‑level professionals earn $95k–$140k, and senior specialists or leads earn $140k–$200k. Remote‑specific allowances can add 5–10% on top of base pay for high‑cost‑of‑living locations.
What skills and certifications are required for flexible work roles?
Core technical skills include Git, Docker, Kubernetes, and proficiency in at least one cloud platform (AWS, Azure, GCP). Remote collaboration skills involve Slack, Zoom, Notion, and Asana. Certifications such as Certified Remote Work Manager, AWS Certified Solutions Architect, Azure Fundamentals, Google Cloud Professional, PMP, or CSM are highly valued.
How widely available are remote work opportunities in this category?
All 2964 positions support remote work, offering full‑time, part‑time, and contract options. Companies provide VPN, zero‑trust security, and remote onboarding tools, enabling employees to start from any location with a reliable internet connection.
What career progression paths exist for professionals in flexible work arrangements?
Typical paths move from Junior Remote Engineer → Senior Remote Engineer → Remote Technical Lead → Remote Engineering Manager or Remote Product Lead. Parallel tracks include Remote UX Lead, Remote Data Lead, or Remote Customer Success Manager, with opportunities to transition into remote operations or CTO roles.
What industry trends are shaping flexible work arrangements?
The remote‑first trend is accelerating, with 60% of tech firms adopting hybrid models by 2025. Adoption of AI‑driven collaboration tools, real‑time code review, and remote cybersecurity protocols is increasing. Companies increasingly offer remote benefits such as home‑office stipends and global health plans, driving higher demand for qualified remote professionals.

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