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.

Pharmacy Technician

Company: CVS Health

Location: Springfield, IL

Posted Jan 23, 2025

CVS Health emphasizes its commitment to human-centric health care, guided by a single purpose: 'Bringing our heart to every moment of your health.' The company aims to deliver enhanced, personalized, convenient, and affordable health care solutions. Pharmacy Technicians play a crucial role in this mission, supporting pharmacy teams to ensure smooth operations, accurate prescription fulfillment, and exceptional patient service. Technicians are expected to demonstrate empathy, genuine care, and a growth mindset, contributing to a safe, inclusive, and engaging team dynamic. They must complete a rigorous training program and satisfy all registration, licensing, and certification requirements.

Software Quality Engineer

Company: Vivid Seats

Location: Chicago, IL

Posted Jan 23, 2025

Vivid Seats, a leading online ticket marketplace founded in 2001, is seeking a Software Quality Engineer to join their Vegascom team. The role involves championing quality for the platform and products, testing new software applications, and applying test methodology engineering and product knowledge. The ideal candidate should have experience in software quality principles, understanding of Object-Oriented languages, and familiarity with automation frameworks. The role offers a competitive salary range of $80,000 - $100,000 USD, along with benefits such as FLEX PTO, mental health days, medical, dental, and vision insurance, 401K matching, and discounts for attending live events. The company values diversity and offers a hybrid working model.

Pharmacy Technician

Company: CVS Health

Location: Marion, IL

Posted Jan 23, 2025

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.

Store Associate

Company: CVS Health

Location: Springfield, IL

Posted Jan 23, 2025

CVS Health is seeking Retail Store Associates to join their team, emphasizing a human-centric approach to healthcare. The role involves providing excellent customer service, maintaining the sales floor, supporting store activities, and assisting in the pharmacy. The company offers competitive pay, comprehensive benefits, and opportunities for career growth. No prior retail experience is required, but a high school diploma is preferred.

Product Manager - Pangea (Hybrid)

Company: Enova

Location: Chicago, IL

Posted Jan 23, 2025

The job posting is for a Product Manager role at Enova International, a leading financial technology company. The role involves owning the success of key product initiatives, working closely with cross-functional teams to deliver customer-centric solutions, and driving business outcomes. The ideal candidate should have 4+ years of experience as a Product Manager or Product Owner in an agile environment, strong organizational and project management skills, and excellent communication skills. The role offers a competitive salary range of $87,000 - $126,000, along with comprehensive benefits including health, dental, and vision insurance, 401k matching, PTO, paid holidays, sabbatical program, and more. Enova International is committed to providing equal employment opportunities and fostering an inclusive culture.

Senior Data Scientist - Retail Pharmacy Personalization

Company: CVS Health

Location: Chicago, IL

Posted Jan 23, 2025

CVS Health is seeking a machine learning expert to build predictive models for enhancing patient engagement and experience. The role involves deploying large-scale models, conducting A/B testing, collaborating with technical teams, and working with healthcare data. Required qualifications include 3+ years of ML/DL experience, proficiency in Python, SQL, and cloud-based ML frameworks, and strong Github and MLOps skills. A Master's degree or PhD is preferred. The company offers competitive compensation, benefits, and a supportive work environment.

Field Sales Consultant

Company: Sunrun

Location: Park Ridge, IL

Posted Jan 23, 2025

Sunrun is seeking a Field Sales Consultant to self-generate sales leads and conduct in-home presentations on solar products. The role involves creating effective sales strategies, providing an industry-leading customer experience, and building long-lasting relationships. The ideal candidate should have at least 1 year of sales experience, excellent communication skills, and comfort with technology. Sunrun offers a full benefits package, competitive salary, and performance incentives. The company is committed to diversity, inclusion, and belonging.

Site Reliability Engineer Team Lead (Hybrid)

Company: Enova

Location: Chicago, IL

Posted Jan 23, 2025

Enova International is seeking a qualified candidate for a leadership role in the SRE team. The role involves leading day-to-day operations, collaborating with TechOps leadership, and mentoring team members. Responsibilities include balancing team activities, overseeing on-call rotations, and promoting operational best practices. Requirements include a Bachelor's degree in Computer Science or Engineering, strong IT infrastructure knowledge, and proven project management experience. The company offers a competitive salary, comprehensive benefits, and a values-driven work environment.

Product Manager

Company: Pangea Money Transfer

Location: Chicago, IL

Posted Jan 23, 2025

The job posting is for a Product Manager role at Pangea, a financial technology company. The role involves owning the success of key product initiatives, working closely with cross-functional teams to deliver customer-centric solutions, and driving business outcomes. The ideal candidate should have 4+ years of experience as a Product Manager or Product Owner in an agile environment, strong organizational and project management skills, and excellent communication skills. The role offers a competitive salary range of $87,000 - $126,000, along with comprehensive benefits including flexible scheduling, health insurance, 401k matching, PTO, paid holidays, sabbatical program, and more. Pangea values introspection, accountability, empowerment, excellence, and kindness, and is committed to providing equal employment opportunities.

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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