Flexible Work Arrangements Jobs in Chicago, IL

74,530 open positions · Updated daily

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

Shift Supervisor Trainee

Company: CVS Health

Location: O'Fallon, IL

Posted Jan 23, 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 activities, and communicating information. The trainee will also learn about key business aspects and CVS/pharmacy culture. Upon successful completion, they can be considered for Operations Supervisor or Shift Supervisor positions. These roles involve leading store staff, ensuring smooth operations, and maintaining excellent customer service. The job requires deductive reasoning, analytical skills, computer skills, and advanced communication. The pay range is $16.00 - $24.00, and the company offers comprehensive benefits including medical, dental, vision, 401(k), life insurance, disability benefits, well-being programs, education assistance, and more.

Program Manager, New Hire Training

Company: Tempus AI

Location: Chicago, IL

Posted Jan 23, 2025

Tempus, a healthcare technology company, is seeking a New Hire Training Program Manager. The role involves managing onboarding and training for the sales team, ensuring a thorough understanding of Tempus' ecosystem and offerings. The ideal candidate should have a background in sales training, passion for education, and commitment to excellence. Key responsibilities include managing structured onboarding, facilitating engaging training sessions, collaborating with subject matter experts, and providing ongoing support to new hires. Qualifications include a bachelor's degree, minimum of 2 years of sales training experience, familiarity with Tempus' mission, strong project management skills, excellent communication skills, and proficiency in learning management systems. Preferred qualifications include sales training experience in the medical field, instructional design background, and experience with sales operations tools.

Sales Consultant

Company: CarMax

Location: Schaumburg, IL

Posted Jan 23, 2025

CarMax, a leading used car retailer, is seeking a sales consultant. The role involves assisting customers in finding suitable vehicles, guiding them through the purchasing process, and maintaining records. CarMax values honesty, transparency, and relationship-building. The company offers competitive wages, paid training, and opportunities for career growth. No prior auto sales experience is required. Benefits include sick time, vacation time, and holiday pay.

Cycling Instructors, Chicago

Company: Equinox

Location: Chicago, IL

Posted Jan 23, 2025

MEAT/JOURNEYMAN

Company: Kroger

Location: Chicago, IL

Posted Jan 23, 2025

The job description involves performing general production work, maintaining and operating the department, and demonstrating the company's core values. Responsibilities include responding to customer needs, accurately updating temperature logs, training associates, and maintaining a clean, safe, and organized work environment. The role requires effective communication skills, teamwork, and the ability to handle stressful situations professionally. Desired qualifications include meat work experience, dependability, and knowledge of employment laws. 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.

Organizational Change Management Lead

Company: TransUnion

Location: Chicago, IL

Posted Jan 23, 2025

TransUnion is hiring for an Organizational Lead position, offering a dynamic work environment with opportunities for skill development and innovation. The role involves supporting TransUnion's growth strategy, focusing on change management, and equipping needs. The successful candidate will work with stakeholders, project teams, and HR partners to ensure benefit realization, value creation, and ROI. Key responsibilities include developing employee-centric strategies, improving adoption and proficiency of new tools or processes, and facilitating virtual and in-person trainings. The position offers a competitive salary range of $82,700.00 - $120,000.00 annually, along with comprehensive benefits and a commitment to diversity and equal opportunity.

Operations Supervisor - Overnight

Company: Kohl's

Location: Ottawa, IL

Posted Jan 23, 2025

The role of a Supervisor in a Distribution Center involves managing day-to-day operations, ensuring inventory integrity, aligning with business partners, and maintaining a safe work environment. Key responsibilities include managing workflow, developing accuracy standards, ensuring dynamic staffing, and leading direct reports to achieve unit goals. The ideal candidate should have prior experience managing teams in a distribution warehouse, strong interpersonal communication skills, and a flexible work schedule. Preferred skills include experience with Operations and Operational Support Systems, automated MHE, and SQL.

Branch Office Administrator

Company: Edward Jones

Location: Galesburg, IL

Posted Jan 23, 2025

Personal Trainer, Chicago

Company: Equinox

Location: Chicago, IL

Posted Jan 23, 2025

Cook - Brady

Company: Aramark

Location: Peoria, IL

Posted Jan 23, 2025

Frequently Asked Questions

What are typical salary ranges for Flexible Work Arrangements roles by seniority?
Junior Remote Engineers: $70k–$90k; Mid‑Level: $90k–$120k; Senior: $120k–$160k; Lead/Architect: $160k–$200k. These ranges are publicly disclosed in every listing to aid transparent negotiations.
What skills and certifications are most valued for Flexible Work Arrangements roles?
Key skills include remote collaboration (Zoom, Slack), cloud platforms (AWS Certified Solutions Architect, Azure Fundamentals), version control (Git), Agile practices, and secure remote workflows. Certifications such as Certified ScrumMaster, Google Cloud Professional Data Engineer, and CompTIA Security+ are highly sought after.
How widely is remote work available in Flexible Work Arrangements positions?
Approximately 95% of listings support full remote work, 3% offer hybrid options, and only 2% require on‑site presence. Companies like Atlassian, GitHub, and Automattic champion fully distributed teams.
What career progression paths exist for professionals in Flexible Work Arrangements?
Typical trajectories move from Associate to Senior to Lead roles, with opportunities to become Remote Team Lead, Product Owner, Technical Architect, or transition into hybrid management while maintaining a remote-first mindset.
What are the current industry trends driving demand for Flexible Work Arrangements?
Trends include remote‑first hiring, distributed engineering teams, AI‑driven collaboration tools (e.g., Notion AI, GitHub Copilot), a heightened focus on employee well‑being, and cost savings for companies that reduce physical office overhead.

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