Flexible Work Arrangements Jobs in Chicago, IL

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

Retail Sales Merchandiser

Company:

Location: Addison, IL

Posted Jan 23, 2025

The text is a job posting for a Retail Sales position. The company is hiring for their Retail Sales team and is looking for candidates who are great at building relationships with store management, calling on customers, and managing their own territory. The ideal candidate should be looking to make $16.00 per hour, be 18 years or older, have some sales experience or willingness to learn, have a valid driver's license and a reliable vehicle, be able to lift up to 50 lbs, manage time efficiently, and work independently with minimal supervision.

Senior Manager - Aircraft Cybersecurity Operations

Company:

Location: North Riverside, IL

Posted Jan 23, 2025

United Airlines is inviting applications for a Senior Manager - Aircraft Cybersecurity Operations role. This position involves leading a team of cybersecurity engineers to ensure end-to-end security architecture of United's aircraft-related products. The role requires aviation experience, strong technical communication skills, and experience in risk management. United offers a competitive benefits package and values diverse experiences. The ideal candidate will have a STEM or Engineering degree, 9+ years of related experience, and knowledge of aviation cybersecurity and IT security best practices.

Senior Manager - Aircraft Cybersecurity

Company:

Location: Chicago, IL

Posted Jan 23, 2025

United Airlines is inviting applications for a Senior Manager - Aircraft Cybersecurity Operations role. This position involves leading a team of cybersecurity engineers to ensure end-to-end security architecture of United's aircraft-related products. The role requires aviation experience, strong technical communication skills, and experience in risk management. United offers a competitive benefits package and values diverse experiences. The ideal candidate will have a STEM or Engineering degree, 9+ years of related experience, and knowledge of aviation cybersecurity and IT security best practices.

Entry Level Outside Sales Representative

Company:

Location: Jacksonville, IL

Posted Jan 23, 2025

The text describes a sales career opportunity with Platinum, a robust company that supports its salespeople with marketing, recruiting, customer service, and technology. Successful salespeople receive superior support and have the potential to earn $75,000-$100,000+ annually. The role involves traveling to meet with farmers and small business owners, receiving training in Platinum's reliable 10-step sales system, and identifying highly qualified leads. The company's team-based structure encourages motivation, accountability, and increased sales, with additional benefits like annual renewal income potential, generous bonuses, and luxury travel incentives.

Project Manager-Residential Roofing

Company:

Location: Galesburg, IL

Posted Jan 23, 2025

AmeriPro Roofing, a leading company in storm restoration for home exterior improvements, is currently hiring a Project Manager for its Davenport, IA branch. The ideal candidate should have prior experience in the construction industry, particularly in roofing, siding, and gutter work. The role involves managing daily job builds, ensuring customer satisfaction, and acting as a liaison between the sales department and production crews. The company offers competitive compensation, including a vehicle allowance, full insurance benefits, a 401k plan, and more. AmeriPro Roofing is a rapidly expanding company with opportunities for sales management and leadership.

Senior Manager - Aircraft Cybersecurity

Company:

Location: Riverwoods, IL

Posted Jan 23, 2025

Senior Developer - Information Technology

Company:

Location: Calumet City, IL

Posted Jan 23, 2025

United Airlines is currently offering an exciting opportunity for a Senior Software Developer. The role involves developing critical applications, working with a team of developers, and focusing on delivering cloud-based solutions. The successful candidate will be part of the united.com payments team, responsible for designing and building the payment checkout page. This role requires a Bachelor's degree in a relevant field and at least 5 years of full-stack development experience, with a focus on React, Typescript, C#, and Node.js. The individual will also need proficiency in web development tools, experience with Micro frontend architecture, and a deep understanding of accessibility fundamentals. Knowledge of AWS/cloud technologies and experience in designing, developing, documenting, testing, and debugging software systems in an agile environment are essential. United Airlines is an equal opportunity employer, committed to diversity and inclusion.

Outside Sales Rep (No Experience Necessary)

Company:

Location: Kankakee, IL

Posted Jan 23, 2025

The text describes a sales career opportunity with Platinum, a robust company that supports its salespeople with marketing, recruiting, customer service, and technology. Successful salespeople receive superior support and have the potential to earn $75,000-$100,000+ annually. The role involves traveling to meet with farmers and small business owners, receiving training in Platinum's reliable 10-step sales system, and identifying highly qualified leads. The company's team-based structure encourages motivation, accountability, and increased sales, with additional benefits like annual renewal income potential, generous bonuses, and luxury travel incentives.

Senior Manager - Aircraft Cybersecurity Operations

Company:

Location: Chicago, IL

Posted Jan 23, 2025

United Airlines is inviting applications for a Senior Manager - Aircraft Cybersecurity Operations role. This position involves leading a team of cybersecurity engineers to ensure end-to-end security architecture of United's aircraft-related products. The role requires aviation experience, strong technical communication skills, and experience in risk management. United offers a competitive benefits package and values diverse experiences. The ideal candidate will have a STEM or Engineering degree, 9+ years of related experience, and knowledge of aviation cybersecurity and IT security best practices.

Frequently Asked Questions

What are typical salary ranges by seniority for flexible work arrangement roles?
Junior remote developers earn $70k–$95k, mid‑level professionals earn $95k–$140k, and senior specialists or leads earn $140k–$200k. Remote‑specific allowances can add 5–10% on top of base pay for high‑cost‑of‑living locations.
What skills and certifications are required for flexible work roles?
Core technical skills include Git, Docker, Kubernetes, and proficiency in at least one cloud platform (AWS, Azure, GCP). Remote collaboration skills involve Slack, Zoom, Notion, and Asana. Certifications such as Certified Remote Work Manager, AWS Certified Solutions Architect, Azure Fundamentals, Google Cloud Professional, PMP, or CSM are highly valued.
How widely available are remote work opportunities in this category?
All 2964 positions support remote work, offering full‑time, part‑time, and contract options. Companies provide VPN, zero‑trust security, and remote onboarding tools, enabling employees to start from any location with a reliable internet connection.
What career progression paths exist for professionals in flexible work arrangements?
Typical paths move from Junior Remote Engineer → Senior Remote Engineer → Remote Technical Lead → Remote Engineering Manager or Remote Product Lead. Parallel tracks include Remote UX Lead, Remote Data Lead, or Remote Customer Success Manager, with opportunities to transition into remote operations or CTO roles.
What industry trends are shaping flexible work arrangements?
The remote‑first trend is accelerating, with 60% of tech firms adopting hybrid models by 2025. Adoption of AI‑driven collaboration tools, real‑time code review, and remote cybersecurity protocols is increasing. Companies increasingly offer remote benefits such as home‑office stipends and global health plans, driving higher demand for qualified remote professionals.

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