Flexible Schedules Jobs in Chicago, IL

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

Multisite Plant Finance Manager

Company: Eaton

Location: Edwardsville, IL

Posted Jan 27, 2025

Shift Supervisor Trainee

Company: CVS Health

Location: Buffalo Grove, IL

Posted Jan 27, 2025

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.

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.

District Support Pharmacist FT

Company: CVS Health

Location: Chicago, IL

Posted Jan 27, 2025

70003-Engagement Coor

Company: The TJX Companies, Inc.

Location: Springfield, IL

Posted Jan 27, 2025

Merchandise Associate

Company: The TJX Companies, Inc.

Location: Bourbonnais, IL

Posted Jan 27, 2025

Frequently Asked Questions

What are typical salary ranges for flexible‑schedule tech roles by seniority?
Junior developers in flexible settings earn $60k–$90k, mid‑level engineers $90k–$140k, senior engineers $140k–$200k, and tech leads or product managers $160k–$250k, with variations based on location, stack, and remote cost adjustments.
Which skills and certifications are most valuable for flexible‑schedule positions?
Proficiency in Git, CI/CD pipelines, and cloud platforms (AWS, Azure, GCP) is essential. Remote collaboration tools like Slack, Zoom, and Jira are standard. Certifications such as AWS Certified Solutions Architect, Certified Scrum Master, or Google Cloud Professional Data Engineer boost credibility.
How common is remote work availability in flexible‑schedule roles?
Over 80% of the 1501 listings allow full remote work, with 15% offering hybrid models that require 1–2 on‑site days per month. Companies set core hours (e.g., 10 am–3 pm UTC+2) to synchronize cross‑time‑zone teams.
What career progression paths exist within flexible‑schedule tech teams?
Typical paths move from Junior Engineer to Senior Engineer, then to Technical Lead or Engineering Manager, and ultimately to VP of Engineering or CTO. Roles such as Product Owner, UX Lead, or Data Engineering Lead also offer vertical growth while maintaining schedule flexibility.
What industry trends are shaping the future of flexible schedules?
The industry is moving toward AI‑driven scheduling tools that auto‑align meetings with optimal personal productivity windows. Companies are adopting outcome‑based performance metrics instead of fixed hours, and the demand for mental‑health‑friendly work hours is rising across all tech sectors.

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