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.

Enterprise Architect

Company: CNA

Location: Chicago, IL

Posted Jan 27, 2025

CNA is seeking an Enterprise Architect to join as an individual contributor, responsible for the overall architecture of the Scaled Agile aligned portfolio. The role involves aligning business strategy with technology vision, driving innovative solutions for complex business problems, and leading architectural advancement through enabler initiatives. The ideal candidate should be a strategic and innovative leader with proficiency in agile methodologies and enterprise architecture principles, and a strong understanding of contemporary technology and business trends.

Senior Brand Manager - Marketing, Oscar Mayer Cold Cuts

Company: Kraft Heinz

Location: Chicago, IL

Posted Jan 27, 2025

The Kraft Heinz Company, a global food and beverage giant, is seeking a Senior Brand Manager for Oscar Mayer Cold Cuts. The role involves developing and executing annual and long-term brand strategies, leading cross-functional teams, and managing a team of two direct reports. The ideal candidate should have 5+ years of CPG marketing experience, strategic leadership skills, and a growth mindset. The company offers competitive compensation, benefits, and a supportive work environment.

Application Security Engineer Intern

Company: iManage

Location: Chicago, IL

Posted Jan 27, 2025

iManage U is offering a paid internship program for students to experience a dynamic technology company firsthand. The program, based in downtown Chicago, will run from June 2nd to August 8th. Interns will work with the Application Security Team, contributing to threat modelling, risk analysis, security reviews, and vulnerability investigations. The role requires a Bachelor's degree in Computer Science or a related field, web technology experience, understanding of web protocols, and fundamental security concepts. iManage values diversity and encourages applications from individuals with a growth mindset.

Strategic Business Performance Associate

Company: Shields Health Solutions

Location: Chicago, IL

Posted Jan 27, 2025

Shields Health Solutions, a leading specialty pharmacy integrator, is seeking a Strategic Business Performance Associate. The role involves improving demand forecasting, employee utilization, and process improvements. The ideal candidate should have 13 years of experience in data analysis, management consulting, or a strategy role in a high-growth healthcare start-up. They must be highly analytical, customer service-oriented, and have strong problem-solving skills. The position offers a competitive base salary, annual performance bonus, and employee benefits. The company is known for its culture of inclusion, kindness, and making a significant difference in patients' lives.

Customer Experience Operations Intern

Company: iManage

Location: Chicago, IL

Posted Jan 27, 2025

iManage U offers a paid internship program for students to gain hands-on experience in a dynamic technology company. The program, based in downtown Chicago, runs from June 2nd to August 8th and focuses on project-based activities, problem-solving, team building, and fun experiences. Interns will support the Customer Experience Operations Team, responsible for operational excellence, CX data management, reporting, service configuration, and process optimization. The ideal candidate is passionate about technology, has strong communication skills, and can manage competing priorities. iManage values diversity and encourages applications from individuals with a growth mindset.

Customer Success Manager

Company: Zadara

Location: Chicago, IL

Posted Jan 27, 2025

The job posting is for a Cloud Customer Success Manager role in the Central USA Time Zone. The role involves building strong relationships with clients, guiding them through adoption, ongoing support, and growth. The goal is to drive customer satisfaction, retention, and expansion. The role requires 5+ years of experience in customer success account management, strong technical aptitude, and excellent communication skills. The company offers benefits such as medical, dental, vision insurance, 401k plan with matching, and more.

Category Manager

Company: Feastables

Location: Chicago, IL

Posted Jan 27, 2025

Feastables, backed by MrBeast, aims to become the go-to snacking brand for future generations. They are committed to transparency, superior quality, and innovation, offering a diverse product range. The company seeks a Category Manager with 5+ years of experience in analytics, preferably in the Food & Beverage CPG industry, to leverage analytical skills for category growth and strategic initiatives. The role involves providing in-depth category analysis, advancing analytics capabilities, and collaborating with internal teams and external partners.

Customer Success Intern

Company: iManage

Location: Chicago, IL

Posted Jan 27, 2025

iManage U offers a paid internship program in their downtown Chicago office, starting June 2nd and ending August 8th. The program focuses on project-based activities, business fundamentals, problem-solving, team building, and social events. Interns will support the iManage Cloud Customer Lifecycle, ensuring successful delivery of products and maintaining strategic partnerships with clients. Responsibilities include verifying customer contacts, managing tickets, reviewing interactions, identifying advocates, and writing communications. iManage values passion for learning, self-starting attitude, adaptability, attention to detail, and strong communication skills. They encourage applications from diverse backgrounds, including those who may not meet all qualifications.

Senior Finance Manager, Sales Finance

Company: Kraft Heinz

Location: Chicago, IL

Posted Jan 27, 2025

Kraft Heinz is offering a Senior Finance Manager position in Sales Finance, responsible for managing trade promotions and financial controls. The role involves leading annual sales planning, partnering with Revenue Management, and ensuring compliance by the Sales team. The ideal candidate should have a Bachelor's degree in Business Finance or Economics, 5+ years of experience in finance analytics, and trade promotion experience. Kraft Heinz provides a comprehensive total rewards package, including healthcare benefits, wellbeing programs, and a performance-based bonus.

Intern, Marketing

Company: Strata Decision Technology

Location: Chicago, IL

Posted Jan 27, 2025

Strata's 10-week paid internship program during the Summer of 2025 is open to students pursuing a bachelors degree or higher, based in the Chicago area. The program offers onboarding training, meaningful work, networking opportunities, and a chance to experience the company's culture. Interns will work with the Marketing team, analyzing campaign performance, designing email campaigns, managing data, and maintaining webpages. Strata values diversity and inclusion, with core values of positive intent, helpfulness, ownership, continuous improvement, and humility.

Senior Associate Data Engineer

Company: Discover

Location: Chicago, IL

Posted Jan 27, 2025

Discover is offering a Senior Associate Data Engineer position with a competitive salary range of $73,500 to $124,300. The role involves designing, developing, maintaining, and testing data solutions using enterprise frameworks. The company values unique skills and offers opportunities for growth and making a difference. The ideal candidate should have a Bachelor's degree in Computer Science, 1+ years of experience in Data Platform Administration/Engineering, and a technical proficiency rating of Advanced Beginner. Bonus points for knowledge of SQL, ETLELT tools, cloud-based warehousing solutions, and understanding of data modeling. Discover offers a range of benefits including paid parental leave, 401k plan, medical/dental/vision, and more. The company is committed to a diverse and inclusive workplace.

Cloud Operations Intern

Company: iManage

Location: Chicago, IL

Posted Jan 27, 2025

iManage U offers a paid internship program in their downtown Chicago office, starting June 2nd and ending August 8th. The program includes project-based activities, team building, and learning opportunities. Interns will work on the SRE team, collaborating with remote teams, improving CI/CD systems, and ensuring reliable applications. iManage values diversity and encourages applications from those who may not meet all qualifications. The company is dedicated to making knowledge work and solving complex professional challenges.

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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