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.

Branch Office Administrator

Company: Edward Jones

Location: Champaign, IL

Posted Jan 23, 2025

Edward Jones is seeking a Branch Office Administrator (BOA) for a full-time position in Champaign, IL. The role involves working closely with Financial Advisors to help clients achieve their long-term financial goals. BOAs are valued members of the client team, with responsibilities including delivering exceptional service, participating in annual business planning, and identifying opportunities for additional services. The company offers comprehensive training, a supportive network, and competitive benefits. Key skills required include relationship building, problem-solving, critical thinking, and proficiency in office technology.

Senior Public Relations Specialist

Company: Discover

Location: Riverwoods, IL

Posted Jan 23, 2025

Discover is offering a job opportunity for a seasoned PR professional with a bachelor's degree in Communications or related field and 4+ years of experience in PR, journalism, or related roles. The role involves managing external communications, overseeing media relations, social media engagement, and executive communications. The successful candidate will develop and lead PR initiatives, manage key vendor relationships, and provide PR counsel for banking and payments businesses. The position requires proactive pitching of story angles, preparation of press releases, and managing daily media coverage. The base pay ranges from $67,000.00 to $113,000.00, with additional incentives possible. Discover is committed to a diverse and inclusive workplace, offering benefits such as paid parental leave, 401(k) plan, and comprehensive health benefits.

Deputy Chief Engineer

Company: Leidos

Location: O'Fallon, IL

Posted Jan 23, 2025

Customer Specialist

Company: CarMax

Location: Springfield, IL

Posted Jan 23, 2025

Personal Banker

Company: PNC

Location: Aurora, IL

Posted Jan 23, 2025

PNC is seeking a bilingual Personal Banker for their Chicago West Aurora branch. The role involves strengthening customer relationships through a defined sales process, identifying appropriate financial solutions, and driving proactive sales conversations. The ideal candidate will have accountability, banking knowledge, client loyalty, customer service skills, and the ability to leverage technology. PNC offers a comprehensive benefits package including health insurance, retirement plans, and paid time off. The base salary ranges from $46,800 to $63,250.

Automotive Parts Associate - 2nd Shift

Company: CarMax

Location: Naperville, IL

Posted Jan 23, 2025

The job description is for a Parts Specialist at CarMax in Naperville, Illinois. The role involves assisting technicians, locating and receiving parts, maintaining inventory, ensuring OSHA/EPA compliance, and providing excellent customer service. Key responsibilities include providing correct parts to customers, receiving and inventorying parts, controlling service supplies, and returning defective parts. The job requires strong PC skills, ability to lift 50 lbs, and effective communication. The working conditions are primarily indoor with potential for outdoor work and flexible hours. CarMax offers competitive pay and benefits, including sick time, vacation time, and holidays.

Global Operations Internship

Company: TransUnion

Location: Chicago, IL

Posted Jan 23, 2025

(USA) Member Specialist

Company: Walmart

Location: Crystal Lake, IL

Posted Jan 23, 2025

Tax Senior

Company: Deloitte

Location: Chicago, IL

Posted Jan 23, 2025

Branch Office Administrator

Company: Edward Jones

Location: Bloomington, 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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