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.

Entry Level Sales Rep

Company: Sunrun

Location: Peoria, IL

Posted Jan 21, 2025

Sunrun is seeking a Fusion Sales Athlete to generate and qualify leads, set solar appointments, and collaborate with sales teams. The role offers uncapped commissions, comprehensive training, and career growth opportunities. Key responsibilities include lead generation, appointment setting, customer engagement, and team collaboration. Qualifications include being 18+, having a valid driver's license, and sales experience. Rewards include flexible schedule, competitive commissions, and performance incentives. Sunrun is committed to diversity, inclusion, and belonging.

Geospatial Associate

Company: RWE Clean Energy

Location: Chicago, IL

Posted Jan 21, 2025

Retail Merchandise Associate

Company: The TJX Companies, Inc.

Location: DeKalb, IL

Posted Jan 21, 2025

HomeGoods is seeking a customer-focused individual to contribute to their career growth. The role involves delivering excellent customer service, maintaining a clean store, and supporting a positive store culture. The company values diversity and offers a range of benefits including associate discounts, health insurance, and retirement plans. The starting pay is between $15.00 and $15.50 per hour.

Program Analyst, R&D

Company: Stryker

Location: Cary, IL

Posted Jan 21, 2025

Stryker, a renowned medical technology company, is seeking a Program Analyst for a hybrid role in Cary, IL. The ideal candidate should be collaborative, dedicated, and a data translator. The role involves participating in the achievement of the PMO's objectives through data analysis, metrics, and trending. Responsibilities include contributing to project charters, developing project scopes, maintaining open communication with stakeholders, and producing weekly and monthly PMO metric reports. Stryker offers competitive benefits and a chance to impact over 130 million patients annually.

CHEESE SHOP/MURRAY'S CHEESE

Company: Kroger

Location: Chicago, IL

Posted Jan 21, 2025

The job description involves learning and supporting a full-service Murray's Cheese experience, including cutting, wrapping, and merchandising cheese, active demoing, and proactive customer service. The role requires daily cheese tastings, contributing to sales goals, and maintaining a clean, stocked environment. The ideal candidate should have a strong desire to learn, retail experience, and be a food super-enthusiast. Mariano's, part of the Kroger family, offers comprehensive benefits including healthcare, flexible scheduling, emotional and financial support, associate discounts, tuition reimbursement, and growth opportunities.

GROCERY-NITE/CLERK

Company: Kroger

Location: Peoria, IL

Posted Jan 21, 2025

The job description involves providing excellent customer service in a safe and clean environment, treating customers and employees fairly, and promoting an inclusive work culture. Responsibilities include maintaining a professional demeanor, responding to customer inquiries courteously, following company policies, unloading trucks, stocking shelves, and manually attaching price labels. The role requires reading codes, operating pallet-jacks, and performing essential functions with or without reasonable accommodation. Previous relevant experience is desired. The company, a leading grocer with nearly 2,800 stores, offers comprehensive benefits including healthcare coverage, flexible scheduling, emotional and financial support, associate discounts, tuition reimbursement, and growth opportunities.

Shift Supervisor Trainee

Company: CVS Health

Location: Decatur, IL

Posted Jan 21, 2025

CVS Health emphasizes a heart-centric approach to healthcare, aiming to deliver personal, convenient, and affordable services. The Shift Supervisor Trainee role prepares employees for higher-level supervisory roles, focusing on management, customer service, and learning about the business. Successful trainees can be promoted to Operations Supervisor or Shift Supervisor positions, crucial for store execution, performance, and customer loyalty. The role requires deductive reasoning, communication skills, and flexibility, offering a pay range of $16.00 - $24.00. CVS Health provides comprehensive benefits and well-being programs.

Partner Operations Manager, Global Strategic Partnerships

Company: Taboola

Location: Chicago, IL

Posted Jan 21, 2025

The text describes a job opening for a Partner Operations Manager in Strategic Partnerships at Taboola, a leading discovery platform. The role involves managing projects for 3-5 strategic partnerships, collaborating with various internal teams, and ensuring external processes meet partner needs. Key responsibilities include driving projects, collaborating with internal stakeholders, acting as a liaison, and ensuring operational efficiency. Qualifications include 4-6+ years of experience in operations, sales, or client-facing roles within ad tech, proficiency in Google Workspace, Salesforce, and data visualization tools. Taboola offers a positive work environment with generous benefits and opportunities to work with major brands.

Shift Supervisor Trainee

Company: CVS Health

Location: Belleville, IL

Posted Jan 21, 2025

CVS Health is offering a Shift Supervisor Trainee position, an entry-level role designed to prepare employees for higher-level supervisory roles. The role involves working effectively with store management and crews, supervising the store's crew, and assisting customers with their queries, problems, and complaints. The company culture emphasizes human-centric health care, innovation, and affordability. Upon successful completion of the training, trainees can be considered for promotion to Operations Supervisor or Shift Supervisor roles. These roles involve leading the store staff, ensuring smooth operations, and maintaining excellent customer service. The job offers a competitive pay range, comprehensive benefits, and opportunities for career growth.

Retail Sales Associate

Company: Staples

Location: Rosemont, IL

Posted Jan 21, 2025

Staples is hiring Sales Associates offering a salary range of $15.00-$15.25. The role involves providing exceptional customer service, helping customers find products, handling returns, and participating in a team-oriented retail culture. Training is provided and flexible part-time hours with weekly pay are offered. Additional benefits include career growth opportunities, associate discounts, 401(k) plan, insurance, and more. Essential skills include flexibility, customer engagement, collaboration, and physical ability to lift materials.

Beauty and Wellness Consultant

Company: Walgreens

Location: Edwardsville, IL

Posted Jan 21, 2025

The job description outlines responsibilities for a Beauty Consultant at Walgreens, focusing on maximizing sales and brand awareness through exceptional customer care. Key tasks include engaging customers, resolving issues, providing expertise in product demonstrations, leading in-store events, and maintaining department standards. The role requires achieving sales goals, partnering with leadership for improvement, and staying updated on industry trends. Preferred qualifications include cosmetology or esthetician licensure, experience with prestige brands, and a beauty school degree.

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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