Flexible Schedule Jobs in Chicago, IL

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

Program Manager

Company: Supernova Technology

Location: Chicago, IL

Posted Jan 25, 2025

Supernova Technology, founded in 2014, offers a cloud-based, customizable software solution for securities-based lending. The company partners with major financial institutions to democratize access to securities-based lending. The Program Management Team plays a crucial role in the company's success, managing client onboarding and project implementation. The ideal candidate for the Program Manager position should have a Bachelor's degree, extensive project management experience, and a background in financial services. Supernova fosters a culture of collaboration, continuous learning, and growth, offering a robust benefits package to support employee wellbeing.

Senior Product Manager, McDelivery Logistics Integrations

Company: McDonald’s Global Technology

Location: Chicago, IL

Posted Jan 25, 2025

McDonald's is seeking a Senior Product Manager for McDelivery Logistics Integrations. The role involves overseeing the creation and management of delivery APIs, developing a new logistics platform for all types of delivery partners, and working with cross-functional teams to define and implement a robust integrated delivery logistics strategy. The ideal candidate should have a Bachelor's degree in business, marketing, computer science, or equivalent, and 6+ years of experience in product management in a software development environment. The role offers a competitive salary range of $149,260 - $190,310 per year, along with benefits such as health and welfare, a 401k plan, educational assistance, flexible work arrangements, and more. McDonald's is an equal opportunity employer committed to diversity and inclusion.

Senior Brand Manager - Philadelphia Cream Cheese

Company: Kraft Heinz

Location: Chicago, IL

Posted Jan 25, 2025

The Kraft Heinz Company is seeking a Senior Brand Manager for Philadelphia Cream Cheese. The role involves executing and delivering brand strategy, leading cross-functional teams, and driving revenue and profit. The ideal candidate should have 6+ years of marketing experience, a strategic mindset, and strong communication skills. The company offers competitive compensation, benefits, and a focus on employee wellbeing.

Retail Merchandising Supervisor

Company: Staples

Location: Elk Grove Village, IL

Posted Jan 25, 2025

Staff Technical Specialist - Time & Pay

Company: Kraft Heinz

Location: Chicago, IL

Posted Jan 25, 2025

Kraft Heinz is offering a Staff Technical Specialist position with a focus on developing and maintaining HR technology solutions. The role involves collaboration with cross-functional teams, continuous assessment and optimization of HR systems, and ensuring compliance with regulatory requirements. The company provides a comprehensive total rewards package, including wellness benefits, 401k matching, and industry-leading benefits. The ideal candidate should have experience with digital HR products, Agile development teams, and understanding of DevOps and CICD processes.

Shift Supervisor Trainee

Company: CVS Health

Location: Springfield, IL

Posted Jan 25, 2025

Principal Technical Specialist - Talent & Development

Company: Kraft Heinz

Location: Chicago, IL

Posted Jan 25, 2025

Kraft Heinz is offering a Principal Technical Specialist Talent & Development position with a focus on HR tech development, cross-functional collaboration, and continuous improvement. The role involves mentoring junior developers, writing and reviewing scalable codes, and ensuring HR technology systems comply with regulatory requirements. The company provides comprehensive benefits, including medical, dental, vision coverage, 401k matching, and a total rewards package. The ideal candidate should have experience with digital HR products, Agile development teams, software engineering, and DevOps processes.

Frequently Asked Questions

What are typical salary ranges for Flexible Schedule roles by seniority?
Entry‑level positions pay $60k–$80k annually. Mid‑level engineers and data scientists earn $80k–$120k. Senior roles, including lead architects and senior product managers, range $120k–$180k, while executive‑level talent can command $180k–$250k with bonuses and equity.
What skills and certifications are required for a Flexible Schedule tech career?
Remote collaboration tools (Zoom, Slack) and version control (Git) are essentials. Technical stacks vary: developers need proficiency in JavaScript/TypeScript, Python, or Go; DevOps engineers should master AWS, Terraform, and Kubernetes; data scientists must be fluent in Python, R, SQL, and machine‑learning libraries. Certifications like AWS Certified Solutions Architect, Certified ScrumMaster, or Google Cloud Professional Data Engineer boost credibility.
Is remote work a standard option for Flexible Schedule listings?
Yes—most Flexible Schedule roles are fully remote or offer a hybrid model. Companies provide cloud‑based development environments, VPN access, and asynchronous communication protocols, allowing you to work from any location while staying connected to distributed teams.
What career progression paths exist within Flexible Schedule roles?
Start as a junior engineer or analyst, then advance to senior, team lead, or principal engineer. Product managers move from associate to senior PM, then to director or VP of Product. Technical architects can transition to solutions architect or head of engineering, often with increased ownership of strategy and mentoring.
What industry trends are shaping Flexible Schedule job opportunities?
Hybrid work models are becoming standard, driven by AI‑powered scheduling tools that manage availability across time zones. Remote‑first startups and Fortune 500 firms alike offer flexible hours to attract global talent, boosting demand for digital nomads and professionals seeking work‑life balance.

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