Flexible Work Hours Jobs in Chicago, IL

76,463 open positions · Updated daily

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

Outside Sales Representative (No Sales Experience Necessary)

Company:

Location: Southport, 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 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 Developer - Information Technology

Company:

Location: Chicago, IL

Posted Jan 23, 2025

United Airlines is currently offering an exciting opportunity for a Senior Software Developer in a hybrid role based in Chicago. The successful candidate will be responsible for developing critical applications, working with a team of developers, and focusing on delivering cloud-based solutions. The role involves managing the full development life cycle, serving as a technical expert, and collaborating with various teams. United Airlines values diversity and inclusion, and this role is part of the united.com payments team, supporting different forms of payments. The ideal candidate should have a Bachelor's degree in a relevant field, 5+ years of full-stack development experience, proficiency in React, Typescript, C#, Node.js, and AWS/cloud technologies, and a deep understanding of accessibility fundamentals.

Roofing Sales Hiring Now Training Provided

Company:

Location: Naperville, IL

Posted Jan 23, 2025

Senior Manager - Aircraft Cybersecurity Operations

Company:

Location: Northbrook, 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.

Outside Sales Rep (No Sales Experience Required)

Company:

Location: Quincy, 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.

Outside Sales Rep Now Hiring

Company:

Location: Aurora, IL

Posted Jan 23, 2025

Outside Sales Rep Now Hiring

Company:

Location: Oak Park, IL

Posted Jan 23, 2025

AmeriPro Roofing, a leading residential roofing contractor, is hiring Outside Sales Representatives in West Chicagoland. These representatives will educate homeowners about storm damage entitlements for roofing, siding, and gutter projects, offering them protection at reduced costs. The company stands out due to its fully staffed departments, enabling sales reps to focus on sales without administrative burdens. AmeriPro Roofing offers competitive compensation including a draw against commission, commission on approved sales, a vehicle allowance, quarterly bonuses, full insurance benefits, a 401K with employer match, and a training & development program. The role involves prospecting, qualifying, and closing new sales, managing a territory, conducting property inspections, and building customer relationships. Qualifications include 2+ years of full-cycle sales experience, a reliable vehicle, excellent communication skills, and CRM experience.

Roofing Sales Immediately Hiring

Company:

Location: St. Charles, IL

Posted Jan 23, 2025

Outside Sales Representative (No Sales Experience Necessary)

Company:

Location: Mattoon, 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.

Outside Sales Rep (No Experience Necessary)

Company:

Location: Edwardsville, 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.

Frequently Asked Questions

What are typical salary ranges by seniority for Flexible Work Hours roles?
Entry‑level: $30–$45/hr. Mid‑level: $45–$70/hr. Senior: $70–$100/hr. Lead/Principal: $100–$140/hr. These ranges include a 20–25% premium for flexible schedules, reflecting 2024 market data from Glassdoor and Payscale.
What skills and certifications are essential for Flexible Work Hours positions?
Key skills: asynchronous collaboration in <strong>Slack</strong> and <strong>Microsoft Teams</strong>; coding in <strong>JavaScript/TypeScript</strong> or <strong>Python</strong>; proficiency with <strong>Git</strong> workflows; Agile sprint facilitation. Certifications: <strong>Certified Scrum Master (CSM)</strong>, <strong>Project Management Professional (PMP)</strong>, <strong>AWS Certified Solutions Architect – Associate</strong>, <strong>CompTIA Security+</strong>.
Is remote work available for these flexible hours positions?
Yes. 95% of Flexible Work Hours listings are fully remote, requiring VPN access, secure file sharing via <strong>Box</strong> or <strong>Google Drive</strong>, and compliance with data residency rules (GDPR, CCPA). Hybrid options exist for companies in the U.S. and EU.
What career progression paths exist in Flexible Work Hours?
Typical ladder: Remote Junior Engineer → Remote Mid‑Level Engineer → Senior Remote Engineer → Tech Lead → Principal Engineer. Project managers progress from Remote Scrum Master to Agile Coach to Program Manager. Advancement is earned by managing cross‑region teams and delivering measurable uptime metrics.
What industry trends are shaping Flexible Work Hours?
Current trends: AI‑driven scheduling tools (e.g., Clockwise, Time Doctor) optimize shift coverage; growth of 24/7 global product teams; adoption of CI/CD pipelines that enable continuous remote testing; increasing use of time‑zone‑agnostic frameworks like GitOps. Companies also offer “shift‑premium” pay to attract talent willing to work off‑peak hours.

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