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.

Partner Growth Manager

Company: ActiveCampaign

Location: Chicago, IL

Posted Jan 31, 2025

ActiveCampaign is seeking a Partner Growth Manager with extensive experience in SaaS customer success or account management, preferably in MarTech channel sales. The role involves managing a book of business, educating and engaging partners, and developing expertise in ActiveCampaign's platform to coach and support partners. The ideal candidate should have strong organizational and communication skills, a passion for providing excellent partner experiences, and the ability to work well in a team. ActiveCampaign, a global multicultural company with high customer satisfaction ratings, offers comprehensive benefits including health and wellness, open paid time off, generous 401k matching, and professional development resources.

Senior Director Cybersecurity - IAM and Architecture

Company: McDonald’s Global Technology

Location: Chicago, IL

Posted Jan 31, 2025

McDonald's is seeking a Senior Director of Identity and Access Management to lead the development and implementation of innovative IAM strategies and solutions. The role involves driving the creation of pioneering IAM strategies, developing a strategic vision for User Access Enforcement, leading large-scale IAM projects, and providing strong leadership to the IAM team. The ideal candidate should have 5+ years of experience leading IAM teams, proficiency in IAM technologies, and strong people leadership skills.

Sr. Director, Cyber Business Office

Company: McDonald’s Global Technology

Location: Chicago, IL

Posted Jan 31, 2025

McDonald's is seeking a Sr Director Cyber Business Office to lead and oversee the execution of their Securing the Arches Strategy. The role involves implementing a comprehensive cybersecurity program, developing metrics and reporting frameworks, and collaborating with various teams. The ideal candidate should have experience leading sophisticated programs, influencing high-performing teams, and managing risks with a focus on security and compliance.

Senior Consultant Terminal Planner

Company: Ricondo & Associates, Inc.

Location: Chicago, IL

Posted Jan 31, 2025

Ricondo, a reputable aviation consulting firm, is seeking a Senior Consultant Terminal Planner for their Chicago office. The role involves advanced planning duties, research, and implementation of aviation programs, with opportunities for diverse experience in various practice areas. The ideal candidate should have a degree in a relevant field, 35 years of experience in airport planning, excellent analytical and communication skills, and the ability to work onsite at client locations. The company offers a competitive benefits package, including an ESOP, 401k, health insurance, paid time off, and professional development opportunities.

Consultant

Company: Ricondo & Associates, Inc.

Location: Chicago, IL

Posted Jan 31, 2025

Ricondo, a reputable aviation consulting firm, is seeking a Consultant to join their team. The ideal candidate will have a background in aviation or a strong desire to learn. The role involves conducting field surveys, data collection, report preparation, and providing technical assistance. The firm offers a competitive benefits package, including an ESOP, 401k, health insurance, and generous time-off. Ricondo emphasizes quality, accountability, and a collaborative environment.

Senior Risk Manager

Company: IMC Trading

Location: Chicago, IL

Posted Jan 31, 2025

IMC is seeking a Senior Risk Manager to join the US Risk Management Team. The role involves managing day-to-day risk functions, analyzing market credit liquidity and operational risks, and developing real-time risk monitoring tools. The ideal candidate should have at least 5 years of experience in financial risk management, strong quantitative skills, and the ability to communicate complex information to stakeholders. The base salary range is $150,000 to $200,000 USD.

Sales Brand Manager – Illinois

Company: Wana Brands

Location: Chicago, IL

Posted Jan 31, 2025

Canopy USA LLC, a leading multistate operator in the US cannabis industry, is consolidating operations across its three business units - Wana Brands, Jetty, and Acreage. The company aims to realize synergies, cost savings, and support growth in state-legal markets, particularly in the Midwestern and Northeastern US. Canopy USA LLC values its employees, encouraging continuous learning and growth, and is seeking a passionate and experienced individual to promote Wana Brands in Illinois. The role involves designing sales strategies, managing KPIs, and building relationships with key retailers. The company offers competitive compensation and benefits, including health insurance, life insurance, and a 401k plan.

Principal Product Owner - Digital Experiences

Company: Discover

Location: Chicago, IL

Posted Jan 31, 2025

Discover is seeking a Principal Product Owner for Digital Experiences to lead the development of a new mobile application feature for cardmembers to manage transaction disputes. The role involves partnering with various teams, defining product vision, prioritizing tasks, and ensuring adherence to compliance and quality standards. The ideal candidate should have a background in digital, product management, and financial services, with 6+ years of experience. The position offers a competitive salary and benefits package, and Discover is committed to a diverse and inclusive workplace.

LAN & WLAN Americas - Team Lead

Company: Caterpillar

Location: Peoria, IL

Posted Jan 31, 2025

Caterpillar Inc is seeking an experienced Team Leader for Americas LAN and WLAN teams. The role involves managing daily activities, ensuring smooth operations, and contributing to defining the global LAN/WLAN strategy. The ideal candidate should have a computer-related or engineering-related degree, at least 3 years of experience in working with business unit customers, and fundamental knowledge of LAN and WLAN technologies. The position offers a competitive salary, benefits, and opportunities for career growth.

Fraud Operations Analyst

Company: Avant

Location: Chicago, IL

Posted Jan 31, 2025

Avant is seeking a Fraud Analyst for its Fraud Operations team in Chicago. The ideal candidate should have a knack for spotting patterns, excellent attention to detail, and a passion for solving complex fraud cases. The role involves investigating suspicious activities, examining data, reporting findings, collaborating with various teams, applying creative problem-solving skills, ensuring regulatory compliance, maintaining accurate records, conducting deep-dive analysis, continuously improving skills, and staying updated on fraud trends. The position requires a bachelor's degree in a relevant field, strong working memory, high accuracy, a genuine passion for fraud investigation, proficiency in data analysis tools, effective communication skills, and the ability to work in a fast-paced environment. The compensation range is $60,000 - $90,000 per year, with additional incentives. Avant values diversity, collaboration, and offers a flexible work environment with numerous benefits.

Talent Acquisition Coordinator/Sourcer

Company: ActiveCampaign

Location: Chicago, IL

Posted Jan 31, 2025

ActiveCampaign is seeking a candidate with 12 years of administrative coordination experience to join their Talent Acquisition team. The role involves supporting the team in coordinating interviews, tracking candidates, and implementing candidate generation strategies. The ideal candidate should have excellent communication skills, strong understanding of computer systems, and ability to maintain confidentiality. ActiveCampaign is known for its inclusive culture, high customer satisfaction rating, and comprehensive benefits. The company is an equal opportunity employer.

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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