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.

Dietetic Clerk

Company: Sodexo

Location: Mount Vernon, IL

Posted Jan 24, 2025

Food Service Worker

Company: Aramark

Location: Plainfield, IL

Posted Jan 24, 2025

Assistant Manager - Fashion Out Of Chi

Company: Gap Inc.

Location: Rosemont, IL

Posted Jan 24, 2025

Banana Republic, a premium lifestyle brand, seeks an Assistant Manager with 1-3 years of retail management experience. The role involves driving sales, managing teams, and ensuring a high-quality customer experience. Benefits include a merchandise discount, competitive PTO, 401(k) matching, and health insurance. The company is committed to diversity and inclusion.

Investments Associate Analyst

Company: Allstate

Location: Chicago, IL

Posted Jan 24, 2025

Allstate Investments, a division of Allstate, is seeking an Associate Analyst for their multi-asset group. The role involves working on client portfolios supporting property & casualty insurance businesses and company pension assets. The position is hybrid, offering flexibility with office and remote work. Key responsibilities include client interfacing, portfolio strategy development, risk monitoring, and collaboration with investment teams. The ideal candidate will have excellent communication skills, proficiency in Microsoft tools, and knowledge of Blackrock's Aladdin system. The compensation range is $75,000.00 - 108,750.00 annually. Allstate values diversity and inclusivity, offering opportunities for growth and impact.

Managing Consultant, Services Business Development - Global Digital Platforms

Company: Mastercard

Location: Chicago, IL

Posted Jan 24, 2025

Mastercard is seeking a Managing Consultant for Global Digital Platforms in their Services Business Development team. The role involves driving growth of strategic digital partnerships, managing client relationships, and generating sales opportunities. The ideal candidate should have significant B2B sales experience, particularly in SaaS, data & analytics, or cybersecurity solutions. They must possess strong analytical skills, excellent communication abilities, and a customer-first attitude. The role requires managing end-to-end sales processes, leading pitches, and collaborating with stakeholders. Mastercard offers a competitive salary range of $132,000-$206,000 along with comprehensive benefits.

Part-Time Beauty Advisor - Sephora

Company: Kohl's

Location: Sterling, IL

Posted Jan 24, 2025

Part-Time Retail Sales Associate

Company: Kohl's

Location: Champaign, IL

Posted Jan 24, 2025

The job role involves delivering excellent customer service in point of sale and customer service processes, focusing on operational efficiency and a compelling customer experience. Key responsibilities include engaging customers, operating a cash register, supporting inventory accuracy, training new hires, and participating in daily service processes. The role requires strong customer service skills, multi-tasking abilities, and attention to detail. No retail experience is required, but flexible availability is necessary. Preferred qualifications include client-facing retail or service industry experience. The pay range is $15.00 - $21.65, with various benefits including work-life balance, health & wellness programs, savings & retirement benefits, insurance programs, and life events support.

Pharmacy Technician

Company: CVS Health

Location: Palatine, IL

Posted Jan 24, 2025

CVS Health emphasizes its commitment to human-centric health care, guided by the purpose of 'Bringing our heart to every moment of your health'. The company aims to deliver enhanced, personalized, convenient, and affordable health care solutions. Pharmacy Technicians play a crucial role in this mission, supporting pharmacy teams to ensure smooth operations, accurate prescription fulfillment, and exceptional patient service. They are expected to demonstrate empathy, genuine care, and a growth mindset, contributing to a safe, inclusive, and engaging team dynamic. The role involves completing basic inventory activities, delivering additional health care services, and adhering to all relevant laws and regulations.

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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