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 Support Engineer ( Chicago or Boston )

Company: Press Ganey

Location: Chicago, IL

Posted Jan 27, 2025

PG Forsta is a leading experience measurement data analytics and insights provider, serving clients globally across various industries. The company's success is attributed to its talented employees and collaborative culture. The Technical Support Engineer role involves providing technical support, troubleshooting complex client issues, and assisting in the development of survey page design using HTML and CSS. The ideal candidate should possess strong communication skills, experience in programming, and a sound understanding of web-based solutions. A Bachelor's degree in Computer Science and 2-3 years of relevant experience are required.

Lead Financial Analyst

Company: Discover

Location: Chicago, IL

Posted Jan 27, 2025

Discover is offering a job opportunity for a Financial Analyst. The role involves providing financial and business analysis support, developing profitability analyses and projections, and performing competitive analyses. The company values diversity and offers a range of benefits including paid parental leave, 401k plan, and education assistance. The position requires a Bachelor's degree in Finance or related field and 2+ years of experience in Financial Services Consulting or Investment Banking.

Food & Beverage Team Leader

Company: Target

Location: Tinley Park, IL

Posted Jan 27, 2025

Systems Administrator Sr

Company: BAE Systems, Inc.

Location: Chicago, IL

Posted Jan 27, 2025

BAE Systems is offering a System Administrator position with an attractive salary range of $92,290 to $156,860. The role involves providing onsite technical support, troubleshooting hardware and software issues, and implementing solutions. Superior interpersonal skills are required for daily interaction with customer management, technical, and operator personnel. The ideal candidate should have a high school degree with 8+ years of experience in client-server LAN/WAN systems, Windows system administration, and Active Directory GPO configuration. A BS degree in Information Systems or Computer Science with 4 years of related experience is preferred. BAE Systems offers comprehensive benefits including health, dental, and vision insurance, a 401k savings plan, and disability coverage. The company is dedicated to improving national security with breakthrough technology and intelligence solutions.

Sr. Regional Account Manager

Company: Zadara

Location: Chicago, IL

Posted Jan 27, 2025

The Senior Account Manager is a crucial role responsible for expanding and maintaining the MSP customer base. This involves building strong relationships with key clients, achieving business growth targets, and ensuring customer satisfaction. The role requires exceptional communication skills, strategic thinking, and cross-functional collaboration. Daily tasks include managing existing accounts, achieving quotas, developing strategic account plans, and prospecting for new business. The ideal candidate should have 7+ years of corporate sales experience, 5 years of IT Sales Experience, and extensive knowledge of Salesforce. They should also have excellent communication skills, strong problem-solving abilities, and a self-motivated, positive attitude.

Global Credit Research Lead

Company: Morningstar

Location: Chicago, IL

Posted Jan 27, 2025

Morningstar Investment Management LLC is seeking an experienced researcher for the MultiAsset Research Team in Chicago. The role involves generating fixed income and currency research, analyzing macroeconomic factors, and collaborating with economists and portfolio managers. The ideal candidate should have 5+ years of research experience in fixed income and currency markets, a deep understanding of global fixed income markets, and strong quantitative skills. Morningstar offers a comprehensive benefits package including financial health, physical health, emotional health, and social health programs.

Principal Technical Architect

Company: Discover

Location: Chicago, IL

Posted Jan 27, 2025

Discover is offering a job opportunity for a data architect with expertise in NoSQL databases, Go programming, and enterprise architecture frameworks. The role involves designing technology strategies, managing implementation of best practices, and serving as a thought leader in the domain. The company values diversity and inclusion, and offers competitive compensation and benefits. The ideal candidate should have a Bachelor's degree in Computer Science, 8+ years of software development experience, and a technical proficiency rating of expert on the Dreyfus architecture scale.

(USA) Coach/Ops Mgr Trainee

Company: Walmart

Location: Marion, IL

Posted Jan 27, 2025

Program Manager - Fixed Income

Company: Morningstar

Location: Chicago, IL

Posted Jan 27, 2025

Morningstar is seeking a Program Manager for the Fixed Income Data and Analytics Team. The role involves managing multiple projects using Agile tools, serving as Scrum Master, leading communication and planning activities, coordinating with stakeholders, and managing project risks. The ideal candidate should have a Bachelor's degree in a tech or finance field, at least 7 years of relevant experience, and knowledge of software development processes and Agile methodologies. The role is based in Chicago with a hybrid work environment. Morningstar offers comprehensive benefits including financial, physical, emotional, and social health programs, a competitive salary range, and a flexible work environment.

Frequently Asked Questions

What are typical salary ranges for Flexible Work Schedule roles at different seniority levels?
Entry‑level: $60‑$90k annually. Mid‑level: $90‑$140k. Senior: $140‑$200k. Lead/Director: $200‑$300k. These ranges vary by tech stack, region, and company size but generally reflect market rates for remote work.
What technical skills and certifications are most valuable for Flexible Work Schedule positions?
Key skills: proficiency with asynchronous tools (Slack, Zoom, Microsoft Teams), project management software (Jira, Asana, Trello), version control (Git/GitHub), cloud platforms (AWS, Azure, GCP), and CI/CD pipelines. Certifications like AWS Certified Solutions Architect, Certified ScrumMaster (CSM), or PMP add credibility and open higher‑pay roles.
Are Flexible Work Schedule roles fully remote, or do they require occasional office visits?
Most Flexible Work Schedule listings allow 100% remote work, with optional hybrid or occasional on‑site meetings for team alignment. Employers typically provide a stipend for home‑office setup and stipulate flexible hours to accommodate different time zones.
How can a professional advance their career while working a Flexible Work Schedule?
Start as a junior engineer or analyst, then move to senior roles, team lead, or product owner. Remote experience can lead to global project assignments, mentorship positions, and eventually senior leadership roles such as Remote Program Manager or VP of Engineering with flexible terms.
What current industry trends are impacting Flexible Work Schedule opportunities?
The rise of AI‑driven collaboration tools (Figma’s auto‑layout, GitHub Copilot), increased focus on cybersecurity for remote teams, and the growth of virtual offices are shaping demand. Companies are prioritizing flexible schedules to retain high‑talent talent in a post‑pandemic world.

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