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.

Technical Director

Company: Accenture

Location: Chicago, IL

Posted Jan 23, 2025

Internal Controls & Compliance Manager

Company: Accenture

Location: Chicago, IL

Posted Jan 23, 2025

Accenture, a leading global professional services company, is seeking a Finance professional with Big 4 auditing experience for a role in Chicago, IL. The ideal candidate will have a Bachelor's degree, at least 5 years of experience in auditing, and exposure to technology/analytics in risk assessment. Key responsibilities include recommending improvements for internal controls, liaising with Internal & External Audit, and serving as a key contact for business partners. The role also involves coordinating recruitment, delivering training, and providing on-the-job training to team members. Accenture is committed to diversity and inclusion, and offers competitive compensation and benefits.

Host

Company: Cracker Barrel

Location: Atlanta, IL

Posted Jan 23, 2025

Financial Analyst

Company: True Value Company

Location: Chicago, IL

Posted Jan 23, 2025

The Financial Analyst role involves supporting True Value's customer and product profitability models, creating complex financial models, and generating insights to improve overall profitability. The position requires strong project management, communication skills, and the ability to work in a team environment. Key responsibilities include supporting the company-wide profitability management process, conducting continuous improvement efforts, and providing financial support for strategic projects. The ideal candidate should have a Bachelor's Degree in Finance or Accounting, at least 3 years of relevant experience, and intermediate knowledge of MS Office and Business Intelligence tools.

Cleaning Crew Member

Company: Cracker Barrel

Location: Rock Island, IL

Posted Jan 23, 2025

The Cleaning Crew Member role at Cracker Barrel Old Country Store involves maintaining cleanliness of the restaurant, kitchen, and retail shop, primarily during the 3rd shift. Responsibilities include working with kitchen, dining room, and retail shop teams to keep various areas clean. Qualifications include being 18 years old, able to stand for long periods, lift up to 40 pounds, and work with food items. The company values diversity, equity, and inclusion, offering a culture of belonging, top-notch training, diverse career paths, and competitive pay and benefits.

Staff Accountant

Company: Addison Group

Location: Chicago, IL

Posted Jan 23, 2025

A Staff Accountant position is available in downtown Chicago with a reputable company known for its positive work environment. The role involves preparing journal entries, account reconciliations, and assisting in financial statement preparation. Requirements include strong ERP system knowledge, Microsoft Excel skills, excellent communication, and at least three years of accounting experience. Benefits include competitive pay, insurance, 401K, bonuses, potential permanent employment, and professional development support.

Retail Sales

Company: Cracker Barrel

Location: Naperville, IL

Posted Jan 23, 2025

Cracker Barrel Old Country Store is seeking a Retail Sales team member for their Naperville location. The role involves managing the retail shop, providing excellent guest service, and maintaining stock. The position offers flexible hours, potential for promotion, and comprehensive training. The company values diversity, equity, and inclusion, and provides a culture of belonging, top-notch training, diverse career paths, and competitive benefits. The job requires the ability to stand for long periods, lift up to 40 pounds, and work with various food items.

Cleaning Crew Member

Company: Cracker Barrel

Location: Mattoon, IL

Posted Jan 23, 2025

The Cleaning Crew Member role at Cracker Barrel Old Country Store involves maintaining cleanliness of the restaurant, kitchen, and retail shop, primarily during the 3rd shift. Responsibilities include working with kitchen, dining room, and retail shop teams to keep various areas clean. Qualifications include being 18 years old, able to stand for long periods, lift up to 40 pounds, and work with food items. The company values diversity, equity, and inclusion, offering a culture of belonging, top-notch training, diverse career paths, and competitive pay and benefits.

To-Go Hospitality

Company: Cracker Barrel

Location: Naperville, IL

Posted Jan 23, 2025

Cracker Barrel Old Country Store in Naperville, IL is seeking a To-Go Specialist. The role involves supporting the catering and to-go side of the business, ensuring guests can enjoy their homestyle favorites on-the-go. Responsibilities include taking detailed orders, swiftly packing meals, and maintaining a clean and well-stocked To-Go area. The position offers growth opportunities, great benefits, and a culture of hospitality. It's a tipped role with no tipping-out required. Cracker Barrel is committed to an inclusive culture, valuing diversity and equality.

Host

Company: Cracker Barrel

Location: Romeoville, IL

Posted Jan 23, 2025

Frequently Asked Questions

What are typical salary ranges for flexible work schedule roles at different seniority levels?
Entry‑level (0‑2 years) $60k–$80k; Mid‑level (2‑5 years) $80k–$120k; Senior (5‑10 years) $120k–$180k; Lead/Principal (10+ years) $180k–$250k. International remote roles may have adjusted ranges such as $40k–$60k in emerging markets, reflecting local cost of living while maintaining equity.
What key skills and certifications are required for flexible work schedule positions?
Technical: Proficiency in Git, Docker, Kubernetes, and cloud platforms (AWS Certified Solutions Architect, Google Cloud Professional Data Engineer, or Azure Solutions Architect). Agile and project tools: Jira, Confluence, and automated testing frameworks. Soft skills: asynchronous communication, cultural competence, self‑management, and time‑zone coordination. Certifications like Certified Scrum Master (CSM), ITIL Foundation, and PMP are highly regarded for product and project roles.
Is remote work always an option for flexible schedule roles?
Most flexible schedule positions offer 100% remote or hybrid arrangements, with occasional on‑site requirements for quarterly collaboration or training. Companies often specify the percentage of remote work (e.g., 80% remote, 20% on‑site) and provide stipends for home‑office equipment. Applicants can verify the remote policy in the job description or during the interview.
What career progression paths exist within flexible work schedule roles?
Typical paths include: Junior Engineer → Senior Engineer → Tech Lead → Principal Engineer → Engineering Manager; or Product Manager → Senior Product Manager → Director of Product → VP of Product. Lateral moves into architecture, security, or data science are common for professionals seeking broader impact while maintaining flexible arrangements.
What are the current industry trends affecting flexible work schedule jobs?
Key trends: growth of asynchronous communication tools (e.g., Loom, Notion), AI‑driven workflow automation (e.g., GitHub Copilot, ChatGPT for code review), distributed version control at scale, micro‑tasking platforms, flexible sprint lengths, well‑being metrics integration, and digital nomad visas supporting cross‑border talent. Companies are also investing in continuous learning portals and remote‑first hiring practices.

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