Flexible Work Arrangements Jobs in Chicago, IL

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

Community Health Worker - Must live in Peoria, Knox, Fulton Counties, IL

Company: CVS Health

Location: Cary, IL

Posted Jan 24, 2025

CVS Health is seeking Community Health Care Workers (CHW) to serve as a bridge between members and healthcare providers in Peoria, Knox, and Fulton Counties, IL. The role involves conducting home visits, educating healthcare professionals, building relationships, and assisting with care plan implementation. Candidates should have 3-5 years of community experience, reliable transportation, and preferably clinical services experience. The pay range is $18.50 - $38.82, with benefits including medical, dental, vision, 401(k), and more.

Machine Operator - 2nd Shift

Company: Eaton

Location: Edwardsville, IL

Posted Jan 24, 2025

Eaton's ES GEIS BLD division is currently hiring a Machine Operator for the 2nd Shift at their Highland, IL facility. The role involves reading blueprints, operating and setting up production machinery, ensuring safety, quality, and meeting production quotas. The hourly rate is $22.99 plus a $.50 shift premium. Preferred qualifications include manufacturing experience and setting up/operating specific machinery. Physical requirements involve pushing/pulling dies and lifting parts/boxes weighing between 10-50 lbs. Overtime is expected. Eaton is committed to equal employment opportunities and second chance employment.

Lead Data Engineer (AWS, Azure, GCP)

Company: CapTech

Location: Chicago, IL / Remote

Posted Jan 24, 2025

Commissary Supervisor

Company: Aramark

Location: Rockford, IL

Posted Jan 24, 2025

The Commissary Supervisor at Winnebago County Commissary, under the direction of the Commissary Manager, is responsible for coordinating commissary operations at the jail. Key duties include supervising receiving, tagging, pricing, and storing of incoming merchandise, assigning tasks to staff, and maintaining high customer service standards. The role involves cashiering, coordinating special projects, and training new hires. Aramark offers competitive compensation ranging from $18.00 to $24.00 per hour, along with comprehensive benefits including medical, dental, vision, retirement savings plans, and paid days off. Qualifications include two years of relevant experience and a high school diploma or equivalent.

Warehouse Associate

Company: Labcorp

Location: Itasca, IL

Posted Jan 24, 2025

Beauty Team Leader

Company: Target

Location: Villa Park, IL

Posted Jan 24, 2025

Refreshments Operator

Company: Aramark

Location: Chicago, IL

Posted Jan 24, 2025

The Refreshments Operator II at SBE is tasked with delivering top-notch customer service, ensuring products are well-stocked and equipment is functioning properly. Key responsibilities include managing inventory, communicating with customers about new products, and maintaining clean equipment. The role requires 1-2 years of customer service experience, a high school diploma, and a valid driver's license. Aramark offers competitive compensation ranging from $20.00 to $20.00 per hour, along with comprehensive benefits including medical, dental, vision, and retirement savings plans.

Insurance Sales Associate

Company: Comparion Insurance Agency

Location: Orland Park, IL

Posted Jan 24, 2025

Liberty Mutual is hiring an Insurance Sales Associate for their Orland Park, IL office. The role involves working alongside a Comparion Insurance Sales Agent to drive new business sales and customer retention. Key responsibilities include utilizing consultative sales techniques, identifying cross-selling opportunities, and meeting monthly sales goals. The company offers comprehensive benefits, a supportive work environment, and opportunities for professional growth. A state insurance license is required or candidates must be willing to earn one with provided training.

Frequently Asked Questions

What are typical salary ranges by seniority for flexible work arrangement roles?
Junior remote developers earn $70k–$95k, mid‑level professionals earn $95k–$140k, and senior specialists or leads earn $140k–$200k. Remote‑specific allowances can add 5–10% on top of base pay for high‑cost‑of‑living locations.
What skills and certifications are required for flexible work roles?
Core technical skills include Git, Docker, Kubernetes, and proficiency in at least one cloud platform (AWS, Azure, GCP). Remote collaboration skills involve Slack, Zoom, Notion, and Asana. Certifications such as Certified Remote Work Manager, AWS Certified Solutions Architect, Azure Fundamentals, Google Cloud Professional, PMP, or CSM are highly valued.
How widely available are remote work opportunities in this category?
All 2964 positions support remote work, offering full‑time, part‑time, and contract options. Companies provide VPN, zero‑trust security, and remote onboarding tools, enabling employees to start from any location with a reliable internet connection.
What career progression paths exist for professionals in flexible work arrangements?
Typical paths move from Junior Remote Engineer → Senior Remote Engineer → Remote Technical Lead → Remote Engineering Manager or Remote Product Lead. Parallel tracks include Remote UX Lead, Remote Data Lead, or Remote Customer Success Manager, with opportunities to transition into remote operations or CTO roles.
What industry trends are shaping flexible work arrangements?
The remote‑first trend is accelerating, with 60% of tech firms adopting hybrid models by 2025. Adoption of AI‑driven collaboration tools, real‑time code review, and remote cybersecurity protocols is increasing. Companies increasingly offer remote benefits such as home‑office stipends and global health plans, driving higher demand for qualified remote professionals.

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