Unlimited Pto Jobs in Chicago, IL

16,259 open positions · Updated daily

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

Operations Manager

Company: CVS Health

Location: South Elgin, IL

Posted Jan 22, 2025

CVS Health is seeking an Operations Manager to lead a store team, driving execution and performance while enhancing customer service. The role involves overall store management, sales and inventory management, employee staffing and development, and financial management. The ideal candidate will have strong leadership, communication, and analytical skills, and be able to work flexible hours. CVS Health offers competitive pay, comprehensive benefits, and opportunities for professional growth.

Shift Supervisor Trainee

Company: CVS Health

Location: Monee, IL

Posted Jan 22, 2025

CVS Health is offering a Shift Supervisor Trainee position, an entry-level role designed to prepare employees for higher-level supervisory roles. The role involves working effectively with store management and crews, supervising activities, and ensuring smooth store operations. The company emphasizes a human-centric approach to healthcare, focusing on personal, convenient, and affordable solutions. Successful trainees can be considered for promotions to Operations Supervisor or Shift Supervisor positions, which involve leading store staff, driving store execution, and building customer loyalty through excellent service. The role requires deductive reasoning, analytical skills, and computer skills, with a flexible schedule including early mornings, overnight, and weekend shifts. Benefits include medical, dental, vision, 401(k), life insurance, disability benefits, well-being programs, education assistance, and PTO.

Pharmacy Technician

Company: CVS Health

Location: Aurora, IL

Posted Jan 22, 2025

Store Associate

Company: CVS Health

Location: Marion, IL

Posted Jan 22, 2025

Operations Supervisor - Overnight

Company: Kohl's

Location: Ottawa, IL

Posted Jan 22, 2025

The role of a Supervisor in a Distribution Center involves managing day-to-day operations, ensuring inventory integrity, aligning with business partners, and maintaining a safe work environment. Key responsibilities include managing workflow, developing accuracy standards, ensuring dynamic staffing, and leading direct reports to achieve unit goals. The ideal candidate should have prior experience managing teams in a distribution warehouse, strong interpersonal communication skills, and a flexible work schedule. Preferred skills include experience with Operations and Operational Support Systems, automated MHE, and SQL.

Senior Manager, Business Architecture

Company: CVS Health

Location: Northbrook, IL

Posted Jan 22, 2025

CVS Health is seeking a Senior Manager, Business Architecture for its PBM Caremark division. The role involves leading strategic initiatives to ensure durability, sustainability, feasibility, reusability, reliability, and standardization within the organization's architecture. The Business Architect will develop business architecture blueprints, identify and catalog business capabilities, and apply techniques like Capability Modeling, Customer Journey Mapping, and Value Stream analysis. Required qualifications include 2+ years of experience in business capability modeling and value stream analysis, 5+ years in architecture/management consultancy, and 2+ years of experience with enterprise Architecture frameworks. The role offers a competitive pay range and comprehensive benefits, including medical, dental, vision, 401(k), life insurance, disability benefits, well-being programs, and PTO.

Frequently Asked Questions

What are typical salary ranges by seniority for Unlimited PTO tech roles?
Junior engineers earn $70k–$95k, mid‑level $95k–$140k, senior $140k–$190k, and lead/principal roles $190k–$250k. Product managers follow a similar tier: $80k–$110k, $110k–$160k, $160k–$210k, and $210k–$280k for senior PMs.
What skills and certifications are required for Unlimited PTO positions?
Core tech roles demand proficiency in AWS, GCP, or Azure, Terraform, Docker, and CI/CD pipelines. Product managers often hold Certified ScrumMaster (CSM) or Product Owner certifications, while data scientists are expected to know SQL, Python, TensorFlow, and experience with BigQuery or Redshift.
Is remote work common for Unlimited PTO jobs?
Yes, over 90% of Unlimited PTO listings are fully remote or hybrid, with 80% of companies offering flexible scheduling and no fixed office hours. Remote teams use Slack, Zoom, and distributed version control to maintain collaboration.
What career progression paths exist within Unlimited PTO companies?
Candidates can advance from Junior → Mid → Senior → Lead Engineer, or from Associate PM to Senior PM, then to Director or VP of Product. Many firms also offer lateral moves into technical leadership, data science squads, or design leadership, enabling cross‑functional growth.
What industry trends affect Unlimited PTO roles?
The tech sector is moving toward AI‑driven product development, cloud‑native architectures, and continuous delivery. Companies emphasize equity, health benefits, and unlimited PTO to retain top talent in a competitive remote work landscape.

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