Unlimited Pto Jobs in Chicago, IL

16,263 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.

Shift Supervisor Trainee

Company: CVS Health

Location: Minooka, IL

Posted Nov 21, 2024

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 Operations Supervisor or Shift Supervisor positions, which involve leading store staff, maintaining customer loyalty through excellent service, and handling store procedures. The role requires deductive reasoning, analytical skills, and communication abilities, 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.

SME - Spring Coiling

Company: Flex

Location: Mundelein, IL

Posted Nov 21, 2024

Flex, a diversified manufacturing partner, seeks a SME - Spring Coiling for a role in Libertyville, IL. The position involves planning, directing, and coordinating Spring Coiling manufacturing processes, ensuring flawless, safe, and compliant operation of coiling lines. The ideal candidate will have 10+ years of experience in spring coil manufacturing, hands-on training in metal engineering, and experience working with equipment suppliers and vendors. The role includes developing operational procedures, contributing to validation approach, and collaborating with other engineering stakeholders for continuous improvement. Flex offers comprehensive benefits including medical, dental, vision, life insurance, 401K matching, PTO, tuition reimbursement, and employee discounts.

Project Lead- Data and Analytics

Company: Collectiv

Location: Chicago, IL

Posted Nov 20, 2024

Collectiv is a leading boutique consulting and strategy firm specializing in Analytics Planning and AI with Power BI and the Microsoft Data Stack. They are looking for a dynamic and experienced Project Lead to oversee their data and analytics projects.

Pharmacy Technician

Company: CVS Health

Location: Minooka, IL

Posted Nov 21, 2024

CVS Health is inviting applications for Pharmacy Technicians, emphasizing their commitment to human-centric healthcare. The role involves delivering compassionate care, managing prescriptions, and ensuring regulatory compliance. New hires must complete a training program and satisfy state licensing requirements. The position offers opportunities for career growth and a range of benefits, including medical, dental, vision, 401(k), life insurance, disability benefits, well-being programs, and more. CVS Health values accountability, caring, collaboration, innovation, and integrity.

Pharmacy Technician

Company: CVS Health

Location: Freeport, IL

Posted Nov 21, 2024

CVS Health is inviting applications for Pharmacy Technicians, emphasizing their commitment to human-centric healthcare. The role involves delivering compassionate care, managing pharmacy workstations, and ensuring regulatory compliance. New hires must complete a training program and meet state board of pharmacy requirements. The position offers opportunities for career growth and a range of benefits, including medical, dental, vision, 401(k), life insurance, disability benefits, and well-being programs.

Pharmacy Technician

Company: CVS Health

Location: Peoria, IL

Posted Nov 20, 2024

CVS Health is inviting applications for Pharmacy Technicians, emphasizing their commitment to human-centric healthcare. The role involves delivering compassionate care, managing pharmacy workstations, and ensuring regulatory compliance. New hires must complete a training program and meet state licensing requirements. The position offers opportunities for career growth and a range of benefits, including health insurance, retirement plans, and well-being programs.

Pharmacy Technician

Company: CVS Health

Location: Marion, IL

Posted Nov 21, 2024

CVS Health is inviting applications for Pharmacy Technicians, emphasizing their commitment to human-centric healthcare. The role involves delivering compassionate care, managing pharmacy workstations, and ensuring regulatory compliance. New hires must complete a training program and meet state board of pharmacy requirements. The position offers opportunities for career growth and a range of benefits, including medical, dental, vision, 401(k), life insurance, disability benefits, and well-being programs.

Lead Quality Engineer - AI/ML

Company: Grainger

Location: Lake Forest, IL

Posted Nov 21, 2024

Grainger, a leading industrial distributor, is seeking a LLM Testing Engineer to join their rapidly growing team. The role involves developing and executing automated scripts to evaluate the accuracy, reliability, and efficiency of LLM outputs. The engineer will collaborate with AI/ML, QA, and engineering teams to build robust testing frameworks, improve model reliability, and ensure seamless user interactions. The ideal candidate should have a Bachelor's degree in Computer Science or related field, 6+ years in QA engineering or LLM/AI model testing, proficiency in scripting languages, and familiarity with NLP models and prompt engineering.

Senior Actuary IFP Product Performance

Company: CVS Health

Location: Chicago, IL

Posted Nov 20, 2024

CVS Health is seeking a driven, high-performance individual for a role within the Product Performance team, focusing on monitoring and evaluating the financial performance of their Individual Exchange business. The ideal candidate should have 5+ years of related experience, healthcare experience, and strong analytical skills. The role involves communicating monthly performance to key stakeholders, analyzing detailed datasets, and creating/maintaining actuarial models. The pay range is $75,400.00 - $182,549.40, with additional benefits including medical, dental, vision, 401(k), life insurance, disability benefits, well-being programs, and more.

Engineering technician

Company: Flex

Location: Buffalo Grove, IL

Posted Nov 20, 2024

Flex, a diversified manufacturing partner, is seeking an Engineering Technician (Night Shift) for medical device manufacturing in Buffalo Grove, IL. The role involves supporting production, troubleshooting automated assembly lines, and performing complex engineering tests. The ideal candidate should have 4+ years of related experience, an Associates degree, and knowledge of PC controlled equipment. Flex offers comprehensive benefits, including medical, dental, vision, life insurance, 401K matching, PTO, tuition reimbursement, and employee discounts. The company values diversity and inclusion, fostering a collaborative environment for growth and innovation.

Pharmacy Technician

Company: CVS Health

Location: Chicago, IL

Posted Nov 20, 2024

CVS Health is inviting applications for Pharmacy Technicians, emphasizing their commitment to human-centric healthcare. The role involves delivering compassionate care, managing prescriptions, and ensuring regulatory compliance. New hires must complete a training program and satisfy state licensing requirements. The position offers opportunities for career growth and a range of benefits, including medical, dental, vision, 401(k), life insurance, disability benefits, well-being programs, and more. CVS Health values accountability, caring, collaboration, innovation, and integrity.

Financial Accountant (Multiple Experience Levels Considered) - Peoria, IL

Company: RLI Insurance Company

Location: Peoria, IL

Posted Nov 21, 2024

RLI is a company that values its employees, offering a range of benefits and opportunities for growth. The company has a strong financial track record and is committed to diversity and inclusion. It also encourages its employees to pursue professional development and provides a range of training and education programs.

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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