Flexible Schedule Jobs in Chicago, IL

34,509 open positions · Updated daily

Looking for Flexible Schedule jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Flexible Schedule position in the Chicago, IL area.

Client Success Manager

Company: Rewards Network

Location: Chicago, IL

Posted Jan 24, 2025

Rewards Network, a company celebrating 40 years in business, offers financial marketing services and dining rewards programs to restaurants. They aim to increase revenue, traffic, and customer engagement. The company culture is collaborative and focused on growth. The Client Success Manager role involves managing client relationships, resolving issues, and upselling services. The position requires at least 3 years of client service experience, proficiency in CRM systems, and strong communication skills. The company offers a comprehensive benefits package, including health insurance, retirement plans, and a flexible working space.

Senior Technical Writer

Company: iManage

Location: Chicago, IL

Posted Jan 24, 2025

iManage offers a flexible work policy that supports employee wellbeing and work-life balance. The Senior Technical Writer role involves creating quality technical documentation, collaborating with SMEs, and curating learning resources. The company values diversity and inclusion, providing a supportive team environment, flexible work hours, and comprehensive benefits. The role requires strong communication skills, attention to detail, and experience in creating content for SaaS solutions.

Dishwasher

Company: Cracker Barrel

Location: Edwardsville, IL

Posted Jan 24, 2025

Retail Sales

Company: Cracker Barrel

Location: Bourbonnais, IL

Posted Jan 24, 2025

Host

Company: Cracker Barrel

Location: Mount Vernon, IL

Posted Jan 24, 2025

The job posting for a Host at Cracker Barrel Old Country Store in Mount Vernon, IL, emphasizes a welcoming and friendly environment. The role involves greeting guests, managing their dining experience, and potentially growing within the company. Cracker Barrel highlights its commitment to diversity, equity, and inclusion, offering top-notch training, diverse career paths, and competitive benefits. The company culture fosters a sense of belonging and family, with opportunities for cross-training and career advancement.

Client Product Support New Associate

Company: Accenture

Location: Chicago, IL

Posted Jan 24, 2025

Accenture Flex offers flexible project-based work with a leading global professional services company, Accenture. As a Client Product Support New Associate, you'll leverage customer service skills to resolve advertising issues, build professional relationships, and adapt to change. The role is currently remote but will transition to client premises in Downtown Chicago, IL. It requires working 5 out of 7 days a week, including weekends and holidays, on a 9-hour shift. Paid training is provided. Qualifications include a high school diploma or equivalent, minimum 6 months of professional experience in customer service, online marketing/advertising, or technical support. Preferred skills include an associate or technical degree, experience with social media ad products, and aptitude for supporting complex products.

Senior Customer Success Playbook Manager

Company: iManage

Location: Chicago, IL

Posted Jan 24, 2025

The job posting is for a Senior Customer Success Playbook Manager at iManage, a global company that uses advanced technology for communication. The role involves developing, maintaining, and optimizing customer success playbooks across the entire customer lifecycle. The candidate will work closely with CS leadership to translate the customer success vision into practical actionable playbooks. They will also be responsible for creating dynamic playbooks that address diverse customer segments, use cases, and maturity levels. Beyond playbook creation, the role includes building and managing a comprehensive enablement program to ensure high adoption and effective utilization of playbooks across the CS organization. The candidate will also be responsible for creating methodology documentation and ensuring it evolves alongside product, market, and customer needs. The role requires a strategic mindset and hands-on execution capabilities, with a focus on scalability and efficiency. The company values customers and believes that if the customer succeeds, the company succeeds. The candidate will drive a culture of empathy and appreciation for diverse backgrounds and experiences.

Dishwasher

Company: Cracker Barrel

Location: Romeoville, IL

Posted Jan 24, 2025

The job posting for a Dishwasher and Kitchen Team Member at Cracker Barrel Old Country Store in Romeoville, IL, emphasizes a positive work environment. The role involves working closely with both kitchen and dining room teams to ensure guest satisfaction. Responsibilities include stocking the kitchen, maintaining cleanliness, and handling food items. The company values its employees, offering a culture of belonging, top-notch training, diverse career paths, and competitive pay and benefits. Cracker Barrel is committed to diversity, equity, and inclusion, and explicitly states that racism has no place in their workplace.

Server

Company: Cracker Barrel

Location: Champaign, IL

Posted Jan 24, 2025

Veterinary Technician

Company: Banfield Pet Hospital

Location: Crestwood, IL

Posted Jan 24, 2025

Banfield Pet Hospital, a leading veterinary care practice in America, is hiring Certified Veterinary Technicians (CVTs) at multiple locations. They value diversity and offer a supportive work environment, enabling CVTs to work at the top of their license. The role involves providing high-quality preventive care, building relationships with pets and clients, and contributing to the future of veterinary medicine. Benefits include competitive salary, medical insurance, paid time off, 401(k) savings plan, and opportunities for growth and leadership roles.

Frequently Asked Questions

What are typical salary ranges for Flexible Schedule roles by seniority?
Entry‑level positions pay $60k–$80k annually. Mid‑level engineers and data scientists earn $80k–$120k. Senior roles, including lead architects and senior product managers, range $120k–$180k, while executive‑level talent can command $180k–$250k with bonuses and equity.
What skills and certifications are required for a Flexible Schedule tech career?
Remote collaboration tools (Zoom, Slack) and version control (Git) are essentials. Technical stacks vary: developers need proficiency in JavaScript/TypeScript, Python, or Go; DevOps engineers should master AWS, Terraform, and Kubernetes; data scientists must be fluent in Python, R, SQL, and machine‑learning libraries. Certifications like AWS Certified Solutions Architect, Certified ScrumMaster, or Google Cloud Professional Data Engineer boost credibility.
Is remote work a standard option for Flexible Schedule listings?
Yes—most Flexible Schedule roles are fully remote or offer a hybrid model. Companies provide cloud‑based development environments, VPN access, and asynchronous communication protocols, allowing you to work from any location while staying connected to distributed teams.
What career progression paths exist within Flexible Schedule roles?
Start as a junior engineer or analyst, then advance to senior, team lead, or principal engineer. Product managers move from associate to senior PM, then to director or VP of Product. Technical architects can transition to solutions architect or head of engineering, often with increased ownership of strategy and mentoring.
What industry trends are shaping Flexible Schedule job opportunities?
Hybrid work models are becoming standard, driven by AI‑powered scheduling tools that manage availability across time zones. Remote‑first startups and Fortune 500 firms alike offer flexible hours to attract global talent, boosting demand for digital nomads and professionals seeking work‑life balance.

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