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.

Operations Technology People Manager

Company: McDonald’s Global Technology

Location: Chicago, IL

Posted Jan 29, 2025

McDonald's is seeking a Service Delivery Manager to lead the Operations Technology People (OTP) Program, which supports the increasing technology footprint across nearly 14,000 McDonald's restaurants in the US. The role involves strategic leadership, program management, event management, communications, training, technology deployment, incident management, relationship management, budget management, project execution, and process improvement. The ideal candidate should have 10+ years of overall business experience, 5+ years of project management experience, exceptional communication skills, and proficiency in Microsoft Office Suite. The position offers health and welfare benefits, a 401k plan, educational assistance, flexible working arrangements, and time off policies.

Senior Customer Success Leader - HCLS

Company: Qualtrics

Location: Chicago, IL

Posted Jan 29, 2025

Qualtrics is seeking a Senior Customer Success Leader to build and lead a team of Technical Success Managers. The role involves driving business value, ensuring top-tier customer management, and assisting customers throughout their lifecycle. The ideal candidate will have 8+ years of professional experience, 35 years of people leadership, and a proven track record of building scalable business operations. They should possess strong prioritization skills, data-driven communication abilities, and an entrepreneurial spirit. The role offers opportunities for growth, teamwork, and a supportive environment with various perks and benefits.

Finance Intern

Company: Kalderos

Location: Chicago, IL

Posted Jan 29, 2025

Kalderos is seeking a Finance Intern to join their team in Chicago, IL for a paid internship from June 9th to August 8th, 2025. The intern will work 40 hours a week at $25 per hour, focusing on researching drug dispensing patterns and noncompliance trends. The ideal candidate should be a rising junior, senior, or recent graduate with a degree in finance, business, or a related field. They should have knowledge of the US healthcare system, experience with advanced Excel functions, and strong communication skills. The intern will collaborate with cross-functional teams, participate in brainstorming sessions, and present their project to the intern cohort and leaders. Kalderos offers opportunities for professional growth, learning new skills, and community volunteer events.

Senior Analyst

Company: Zeno Group

Location: Chicago, IL

Posted Jan 29, 2025

The Zeno Group is seeking a Senior Analyst to manage analytics strategy and performance reporting across digital paid media accounts. The role involves translating raw data into valuable business insights, working closely with PR and Digital teams, and leading client-specific projects. The ideal candidate should be data agnostic, willing to leverage information from various sources, and have experience in marketing analytics for paid media. Proficiency in web analytics packages, online ad serving systems, Tableau, Looker Data Studio, and Microsoft Excel is required. The candidate should be detail-oriented, have strong qualitative and quantitative skills, and be able to work independently and as part of a team.

Sr. Manager, Global Capability Development

Company: Kraft Heinz

Location: Chicago, IL

Posted Jan 29, 2025

Kraft Heinz is offering a Senior Manager Global Capabilities position with a base salary range of $118,400 - $148,000. The role involves enhancing the company's future capabilities through global strategy development and implementation. Key responsibilities include championing a culture of continuous learning, identifying capability gaps, and collaborating with cross-functional teams. The ideal candidate should have strong relationship management, communication, analytical, and presentation skills. Kraft Heinz provides comprehensive benefits, including wellness programs, total rewards, and a flexible spectrum of programs to support diverse workforce needs.

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.

Operations Technology People Manager Manager

Company: McDonald’s Global Technology

Location: Chicago, IL

Posted Jan 29, 2025

McDonald's is seeking a Service Delivery Manager to lead the Operations Technology People (OTP) Program, which supports the increasing technology footprint across nearly 14,000 McDonald's restaurants in the US. The role involves strategic leadership, program management, event management, communications, training, technology deployment, incident management, relationship management, budget management, project execution, and process improvement. The ideal candidate should have 10+ years of overall business experience, 5+ years of project management experience, exceptional communication skills, and proficiency in Microsoft Office Suite. The position offers health and welfare benefits, a 401k plan, educational assistance, flexible working arrangements, and time off policies.

Payment Specialist

Company: Rewards Network

Location: Chicago, IL

Posted Jan 29, 2025

Rewards Network, a company celebrating 40 years in business, is seeking a Payments Specialist. The role involves processing payments, reconciling accounts, and maintaining client relationships. The ideal candidate will have a background in bookkeeping, accounting, or payments, with excellent interpersonal and organizational skills. The company offers a comprehensive benefits package, including health insurance, retirement plans, and a flexible working space.

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.

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.

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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