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.

Senior Business Developer - Energy Incentives

Company: Wipfli

Location: Chicago, IL

Posted Jan 26, 2025

Wipfli is seeking a Senior Business Developer for its Construction and Real Estate team. The ideal candidate will focus on growing professional services sales into target client segments, closing new energy incentive sales opportunities, and identifying and providing leads to industry resources. The role involves managing the sales process, coordinating team selling, forming and guiding the Opportunity Pursuit Team, translating growth marketing plans into sales tactics, and producing management reports. Required qualifications include a bachelor's degree, 5-10 years of experience in the energy or A&E space, experience selling specialty tax services to A&E firms, and a track record of revenue attainment. Wipfli offers competitive compensation, benefits, and flexibility for remote work.

70003-Engagement Coor

Company: The TJX Companies, Inc.

Location: Springfield, IL

Posted Jan 27, 2025

Compliance Lead (Hybrid)

Company: Enova

Location: Chicago, IL

Posted Jan 26, 2025

Enova International is seeking a Compliance Lead with at least 5 years of experience in technology compliance or analytics. The role involves enhancing and overseeing internal control frameworks, advising business teams on control design, and leading training initiatives. The ideal candidate should have knowledge of US consumer financial regulations, strong analytical skills, and excellent communication abilities. Enova offers a competitive salary range of $80000 to $110000, along with comprehensive benefits including health, dental, and vision insurance, 401k matching, PTO, paid holidays, sabbatical program, and more. Enova is a values-driven organization committed to making accessible credit for millions and fostering an inclusive culture.

Merchandise Associate

Company: The TJX Companies, Inc.

Location: Bourbonnais, IL

Posted Jan 27, 2025

Store Associate

Company: CVS Health

Location: Joliet, IL

Posted Jan 27, 2025

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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