Flexible Working Hours Jobs in Chicago, IL

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

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.

Senior Analyst, Liquidity and Funding Risk

Company: BMO US

Location: Chicago, IL

Posted Jan 30, 2025

Typically between 4 - 6 years of relevant experience and post-secondary degree in related field of study or an equivalent combination of education and…

Marketing Analytics Manager

Company: SpotHero

Location: Chicago, IL

Posted Jan 31, 2025

SpotHero, a rapidly growing parking industry technology company, is seeking a Marketing Analytics Manager. The role involves leading a team of analysts, developing a marketing analytics roadmap, and designing marketing models. The ideal candidate should have a minimum of 3 years of experience in marketing analytics leadership, strong SQL and Python skills, and a deep understanding of marketing attribution and ROI methodologies. SpotHero offers a competitive salary, excellent benefits, flexible PTO, and a supportive work environment.

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 Customer Success Manager

Company: Jobba Trade Technologies, Inc.

Location: Chicago, IL

Posted Jan 30, 2025

Jobba Trade Technologies is seeking a Senior Customer Success Manager to lead the successful transition from sale to client implementation, recommend workflows, develop and facilitate training, build trusted advisor relationships, and elevate the overall client experience. The role involves managing complex, valuable, and at-risk customers, developing processes and training programs, and coaching junior team members. Required skills include 57 years of experience in consulting services or software implementation, demonstrated success in driving product adoption, tech savviness, proactive client engagement, and business acumen. Preferred skills include a Bachelor's degree, construction or service industry experience, CRM ERP and client management experience, and curriculum and learning content development experience.

Product Manager (EMV Mobile Payments)

Company: Discover

Location: Chicago, IL

Posted Jan 30, 2025

Discover is offering a job opportunity for an EMV Mobile Payments Product Manager. The role involves developing and managing the Mobile DPAS product, which enables contactless payments using mobile devices. The successful candidate will be responsible for creating the product strategy, roadmap, and features based on client needs. They will also be accountable for achieving specific goals for each product, evaluating product performance, and identifying innovations to address customer needs. The ideal candidate should have a Bachelor's degree in a relevant field and at least 6 years of experience in Product Management. Bonus points for a Masters degree, experience in the payments industry, and knowledge of EMV specifications.

Sr. Technical Business Analyst

Company: NinjaHoldings

Location: Chicago, IL

Posted Jan 30, 2025

NinjaHoldings, founded in 2017, aims to revolutionize financial services for overlooked Americans through digital banking and lending products. The company's EDGE brand offers analytics services to businesses. The Sr Technical Business Analyst role involves leading strategic conversations, managing teams, and driving project planning. The ideal candidate should have extensive experience in business intelligence, a deep understanding of financial products, and strong leadership skills.

Consultant, Comparative Analytics

Company: Strata Decision Technology

Location: Chicago, IL

Posted Jan 31, 2025

The job posting is for a Comparative Analytics Consultant role in healthcare. The successful candidate will work with healthcare organizations to implement, optimize, and provide advisory services for Strata's financial and operational benchmarking software solution. Key responsibilities include working with a team to implement the software, defining user requirements, configuring the system, leading customer training, communicating with team members, contributing to growth projects, collaborating with other solution consultants, and using SQL, Excel, and Strata tools. The ideal candidate should have a data-driven mindset, relevant experience, strong customer service skills, understanding of financial concepts, ability to adapt to new challenges, self-motivation, and willingness to travel. Additional points for professional or academic background in SQL, healthcare finance experience, setting productivity standards, and software implementation experience. The company values collaboration, continuous learning, and diversity, with a focus on inclusion and equity.

Frequently Asked Questions

What are typical salary ranges by seniority for Flexible Working Hours roles?
Junior (0‑2 years) usually earn $25‑$35 per hour ($52k‑$73k annually). Mid‑level (2‑5 years) ranges $35‑$50/hr ($72k‑$104k). Senior (5+ years) can command $50‑$70/hr ($104k‑$145k). These figures reflect hourly rates for contractors and full‑time roles with flexible scheduling across tech sectors.
What skills and certifications are required for Flexible Working Hours positions?
Key skills: Agile/Scrum methodology, remote collaboration via Jira/Confluence, version control (Git), CI/CD, cloud platforms (AWS, GCP, Azure), containerization (Docker, Kubernetes). Certifications: AWS Certified Solutions Architect, Certified Scrum Master, Google Professional Data Engineer, Microsoft Certified: Azure DevOps Engineer Expert.
Is remote work available for Flexible Working Hours jobs?
Most listings allow 100% remote or hybrid; a typical company offers 3‑5 remote days per week and flexible start/end times. Some roles even enable work from any location with VPN access and cloud‑based dev environments.
What are the career progression paths in Flexible Working Hours roles?
Contractor → Full‑time → Team Lead → Engineering Manager → Director of Engineering. Alternatively, a junior engineer can climb from junior to senior, then to staff or principal roles, often while maintaining flexible schedules. Upskilling in cloud, AI, or product strategy unlocks higher‑level opportunities.
What industry trends affect Flexible Working Hours?
The shift to outcome‑based performance, AI‑driven task management, and continuous delivery pipelines fuels demand for flexible schedules. Companies adopt time‑boxing, flexible sprint lengths, and asynchronous communication to reduce time‑zone friction. As a result, flexible working hours are becoming standard in tech, especially in software, data science, and product teams.

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