Flexible Work Schedule Jobs in Chicago, IL

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

UI/UX Designer

Company: Velvetech

Location: Chicago, IL

Posted Feb 22, 2025

Proficiency in AI-driven design tools such as Figma with AI plugins, Adobe XD with Sensei features, or similar is required.

Creative Lead for Brand Content / Digital Experience

Company: ServiceNow

Location: Chicago, IL

Posted Feb 28, 2025

ServiceNow, a global market leader in AI-enhanced technology, is seeking a Creative Director for Digital Experiences and Content. The role involves leading the creative development of high-impact brand-building experiences across digital platforms, including social media, thought leadership, and digital media. The ideal candidate should have 15+ years of experience in the creative industry, with a proven track record of driving groundbreaking creative in B2B settings. They should be an expert in digital and social craft, with a deep understanding of UX/UI best practices and emerging content formats. The role offers a base pay of $159,400 - $279,000 plus equity, variable incentive compensation, and benefits.

Experienced Residential Electrician

Company: Zanite Electrical

Location: Chicago, IL

Posted Feb 26, 2025

Valid driver’s license and clean driving record. Assembling, installing, testing, and maintaining electrical or electronic wiring, equipment, appliances,…

Registered Nurse (RN)-Home Health-Streeterville & Surrounding Areas

Company: Luxe Home Health

Location: Streeterville, IL

Posted Feb 27, 2025

A valid IL driver’s license, auto insurance, reliable transportation, and the ability to travel throughout the service area are essential. Up to $90 per visit.

Managing Associate Teacher - Little Village

Company: Carole Robertson Center for Learning

Location: Chicago, IL

Posted Feb 27, 2025

Lead the collaboration with the TA, Aides, and Program Advisor team in the creation and facilitation of studies to support weekly lesson plans, including daily…

Director, Information Security

Company: Beyond Finance

Location: Chicago, IL

Posted Feb 28, 2025

Beyond Finance is seeking a Director of Information Security with extensive experience in the field, preferably in a financial services environment. The role involves leading a team of security professionals, integrating security best practices into the software development lifecycle, and managing relationships with key security vendors. The company offers a collaborative work environment, competitive benefits, and opportunities for career development. They are looking for someone with a proven track record in developing and implementing successful information security programs, in-depth knowledge of security frameworks, and experience with DevSecOps methodologies.

Senior Data Analyst

Company: Chicago Public Schools

Location: Chicago, IL

Posted Feb 24, 2025

Effectively communicate technical findings to both technical and non-technical audiences. Strong understanding of statistical concepts and data analysis…

Internal Audit & SOX IT Senior

Company: Chime

Location: Chicago, IL

Posted Mar 01, 2025

Chime is seeking an experienced IT SOX Senior for a world-class SOX program implementation. The role involves leading IT SOX coordination, planning and executing IT-focused internal audits, consulting with IT and Engineering teams, and assessing changes affecting internal controls. The ideal candidate should have 3+ years of IT SOX experience, strong knowledge of Sarbanes-Oxley, PCAOB Auditing Standards, and the COSO framework. Excellent communication skills, project management, and external auditor relationship management are required. Chime offers a competitive salary, benefits, and a hybrid work policy.

Software Development Intern (Summer 2025)

Company: Motorola Solutions

Location: Chicago, IL

Posted Mar 01, 2025

Motorola Solutions, a global company, is seeking an intern for Envysion, a subsidiary specializing in enterprise video security and AI solutions for the restaurant and retail industries. The role involves collaborating with team members to integrate ML solutions into Envysion products, analyzing and maintaining software, and developing user documentation. The ideal candidate should have software engineering experience, excellent communication skills, and a keen interest in machine learning. Motorola Solutions is committed to fostering a people-first and community-focused culture, and is an Equal Opportunity Employer.

Plumbing Service Technician

Company: Stellar Plumbing

Location: Elk Grove Village, IL

Posted Feb 24, 2025

Plumbing Service Technicians determine service needs, quote prices in the field and perform repairs. Must be willing to pursue, develop, and participate in…

Lead Software Engineer in Test

Company: Beyond Finance

Location: Chicago, IL

Posted Feb 25, 2025

Beyond Finance is a rapidly growing financial technology company committed to helping individuals escape debt. They are seeking a Lead Software Development Engineer in Test to join their team. The role involves working closely with the team to verify software quality, planning and building automation, and mentoring other team members. Beyond Finance offers a collaborative work environment, competitive benefits, and opportunities for career development.

IT Technical Specialist

Company: UL Solutions

Location: Chicago, IL

Posted Mar 01, 2025

The IT Technical Specialist role involves providing C-suite technology support, managing conference room technology, performing PC imaging and deployment, troubleshooting hardware and software issues, coordinating vendor support, and managing end-user technology needs. The role requires a professional, self-motivated individual with strong communication skills, multitasking abilities, and a proven customer service background. The position involves onsite and remote support, travel, and lifting up to 50 lbs. The estimated salary range is $55,000 to $65,000, with additional benefits including health, wellness, and retirement savings. The role is part of a high-performing IT team that supports innovative companies worldwide.

Frequently Asked Questions

What are typical salary ranges for Flexible Work Schedule roles at different seniority levels?
Entry‑level: $60‑$90k annually. Mid‑level: $90‑$140k. Senior: $140‑$200k. Lead/Director: $200‑$300k. These ranges vary by tech stack, region, and company size but generally reflect market rates for remote work.
What technical skills and certifications are most valuable for Flexible Work Schedule positions?
Key skills: proficiency with asynchronous tools (Slack, Zoom, Microsoft Teams), project management software (Jira, Asana, Trello), version control (Git/GitHub), cloud platforms (AWS, Azure, GCP), and CI/CD pipelines. Certifications like AWS Certified Solutions Architect, Certified ScrumMaster (CSM), or PMP add credibility and open higher‑pay roles.
Are Flexible Work Schedule roles fully remote, or do they require occasional office visits?
Most Flexible Work Schedule listings allow 100% remote work, with optional hybrid or occasional on‑site meetings for team alignment. Employers typically provide a stipend for home‑office setup and stipulate flexible hours to accommodate different time zones.
How can a professional advance their career while working a Flexible Work Schedule?
Start as a junior engineer or analyst, then move to senior roles, team lead, or product owner. Remote experience can lead to global project assignments, mentorship positions, and eventually senior leadership roles such as Remote Program Manager or VP of Engineering with flexible terms.
What current industry trends are impacting Flexible Work Schedule opportunities?
The rise of AI‑driven collaboration tools (Figma’s auto‑layout, GitHub Copilot), increased focus on cybersecurity for remote teams, and the growth of virtual offices are shaping demand. Companies are prioritizing flexible schedules to retain high‑talent talent in a post‑pandemic world.

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