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.

Director Credit Risk Analysis

Company: Discover

Location: Riverwoods, IL

Posted Jan 23, 2025

Discover is seeking a Director - Credit Risk Analysis to lead the team in identifying, monitoring, and mitigating real estate collateral valuation risk for Discover Home loans. The role involves enhancing credit policy, supervising a risk-based strategy, and leading validation of model usage in valuations. The ideal candidate should have a degree in a relevant field and 8+ years of experience in Analytics, Consulting, Financial Services, or related. Preferred qualifications include Real Estate/Collateral valuation experience. The position offers a competitive salary range and comprehensive benefits, including Paid Parental Leave, 401(k) Plan, and various health benefits. Discover is committed to a diverse and inclusive workplace.

SAS in Jewel – Part Time Retail Merchandiser

Company:

Location: Rosemont, IL

Posted Jan 23, 2025

SAS Retail Services is seeking a Reset Merchandiser. The role involves ensuring the latest products match the new plan, offering flexibility with Monday - Friday work, and opportunities for growth. Benefits include $15.80 per hour, no weekends, early access to earned wages, and comprehensive benefits. The ideal candidate is detail-oriented, physically capable, and has reliable transportation.

Retail Sales Associate - Bloomingdale Court

Company: Gap Inc.

Location: Glendale Heights, IL

Posted Jan 23, 2025

Old Navy is a fashion retailer that aims to democratize style and make shopping enjoyable. Established in 1994, the company offers high-quality, affordable essentials for the whole family. The role involves providing excellent customer service, product expertise, and promoting brand loyalty. Employees are expected to be good communicators, problem solvers, and able to handle customer interactions professionally. Benefits include a merchandise discount, competitive Paid Time Off, extensive 401(k) plan, and health insurance. Old Navy is committed to diversity and inclusion, recently recognized by Forbes as one of the World's Best Employers and Best Employers for Diversity.

Registered Nurse

Company: DaVita

Location: Belleville, IL

Posted Jan 23, 2025

Qualcomm Client Solution Specialist

Company: CDW

Location: Chicago, IL

Posted Jan 23, 2025

Fund Finance Controller - Private Debt/Real Estate Debt

Company: Deutsche Bank

Location: Chicago, IL

Posted Jan 23, 2025

DWS Group is seeking a Fund Finance Controller for its Private Debt/Real Estate Debt business in New York or Chicago. The role involves overseeing outsourced fund administration, ensuring accurate financial statements, and liaising with third-party service providers. Responsibilities also include managing the review process for real estate vehicles, providing guidance on complex transactions, and collaborating with various RREEF teams. The ideal candidate will have 6-8 years of accounting experience, preferably with direct lending funds, and a CPA designation. DWS offers competitive benefits, including a matched 401K, health and life insurance, parental leave, and a hybrid working model.

H&M Sales Advisor -St Clair Square

Company: H&M

Location: O'Fallon, IL

Posted Jan 23, 2025

Tax Associate - Winter 2026

Company: PwC

Location: Chicago, IL

Posted Jan 23, 2025

This job posting is for an Associate position in Corporate Tax services at PwC. The role involves helping clients meet their tax obligations, advising on local and overseas tax affairs, and acting as a strategic consultant. Key responsibilities include business analysis, managing working capital, and profit sharing for partners. The Associate will also help organizations understand pricing implications of goods and services between related parties, and provide advice on tax implications of deals. The role requires researching tax laws, rules, and regulations, and demonstrating self-motivation and desire for personal growth. PwC offers a global leadership development framework, PwC Professional, to help employees progress in their careers.

Retail Merchandising Manager

Company:

Location: North Riverside, IL

Posted Jan 23, 2025

Senior Home Lending Advisor - Northbrook IL - Glenview & Northbrook

Company: JPMorgan Chase

Location: Northbrook, IL

Posted Jan 23, 2025

Chase Home Lending is seeking a Senior Home Lending Advisor to join their high-energy team. The role involves serving as the primary point of contact for customers throughout the loan process, providing training to the branch team, and collaborating with marketing efforts to create an outstanding customer experience. The ideal candidate will have a Bachelor's degree, 3+ years of mortgage lending experience, and strong communication skills. Preferred qualifications include FHA/VA sales experience, marketing skills, and intermediate PC skills. The position requires NMLS registration and compliance with Dodd Frank/Truth in Lending Act qualification requirements. Chase offers a competitive total rewards package and values diversity and inclusion.

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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