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.

Product Manager

Company: AdAction

Location: Chicago IL

Posted Jan 04, 2023

AdAction is a leader in performance-based mobile app marketing, seeking a Product Manager to drive innovation in the digital marketing space. The company offers a remote-first work culture, competitive salary, and benefits.

Senior Software Engineer

Company: CSC Corptax

Location: Chicago IL

Posted Jan 06, 2023

The job description is for a software development position at CSC Corptax, a company that provides tax software solutions. The job involves designing and developing features for their cloud-based commercial tax software product. The company offers a positive work culture, flexible work options, and opportunities for career advancement.

Benefits Program Manager - Chicago, IL - Remote Possible

Company: Argo Group

Location: Chicago IL

Posted Jan 05, 2023

Argo Group is a leader in specialty insurance with a vibrant culture built on respect, equality, wellness, and opportunity. The company offers a comprehensive benefits package, including flexible workplace policies, comprehensive health and wellness plans, and opportunities for professional development.

Senior Associate, Linux Administration

Company: OCC

Location: Chicago IL

Posted Jan 06, 2023

The job description is for a Linux system administrator who will support a large, complex computing environment and assist in driving infrastructure as code mentality throughout the organization. The role requires technical skills, customer service skills, and the ability to work well under pressure and within deadlines.

Internal Operations Specialist

Company: SpotHero

Location: Chicago IL

Posted Jan 04, 2023

SpotHero is looking for a dynamic Internal Operations Specialist to implement changes to the catalog of data listed on their online platform with a high rate of accuracy while maintaining established service-level agreements. The role involves coordinating with external partners, gathering data, and building out parking spots on their back-end. The company is a rapidly growing parking industry technology startup with a mission to bring the parking industry into the future. The successful candidate will have 1-2 years of experience in communications, research, and/or data entry related positions and be proficient in Microsoft Office and/or Google Drive.

Senior Product Manager

Company: AdAction

Location: Chicago IL

Posted Jan 04, 2023

AdAction is a leader in performance-based mobile app marketing, seeking a Senior Product Manager to drive innovation in the mobile app advertising space. The company offers a remote-first work culture, competitive benefits, and a diverse community of motivated individuals.

Staff Data Engineer

Company: SpotHero

Location: Chicago, IL

Posted Jan 02, 2023

SpotHero is seeking a Staff/Principal Data Engineer to join the Data Engineering squad. The role involves designing and implementing data platform solutions, building reusable infrastructure services, and influencing technology choices. The company offers excellent benefits, flexible PTO policy, and a casual work environment.

Associate Principal, Enterprise Monitoring

Company: OCC

Location: Chicago IL

Posted Jan 05, 2023

The job posting is for a senior-level technical expert to provide subject matter expertise for enterprise monitoring integration technologies. The role involves installing, configuring, and maintaining software components, designing and developing solutions, and resolving complex support issues.

IT Support Specialist

Company: Civis Analytics

Location: Chicago IL

Posted Jan 01, 2023

Civis Analytics is a company that provides data-driven solutions for organizations. They offer a range of products and services, including a sophisticated SaaS product and a specialized data science consultancy. The company is seeking a IT Support Specialist to join their team.

CRM Marketing Specialist

Company: SpotHero

Location: Chicago IL

Posted Jan 04, 2023

SpotHero is looking for a CRM Marketing Specialist to join their growing marketing team. The role involves developing and executing CRM campaign strategy and implementation in Braze for email, push, SMS, and in-app messaging. The ideal candidate should have experience working within a CRM platform and strong written and verbal communication skills.

Data Center Technician CHI

Company: CoreWeave

Location: Chicago IL

Posted Jan 03, 2023

CoreWeave is a modern cloud provider offering enterprise-scale flexibility with start-up agility. They have 8,000 bare metal servers with 45,000 GPUs across 7 data centers. They use Kubernetes for bare metal performance in ML Training, Real Time Inference, and CGI markets. The Data Center Technician role involves hardware and network diagnostics, repairs, and maintaining service level availability. Required skills include computer hardware experience, Linux OS, and 24/7 environment work.

Senior Revenue Manager

Company: SADA

Location: Chicago IL

Posted Jan 02, 2023

The text describes a Senior Revenue Manager position at SADA, a fast-growing technology company. The role involves managing the revenue recognition function, working with various internal and external teams, and supporting the leadership team with financial reporting and audits. The candidate should have experience with revenue recognition rules, particularly ASC 606, and be able to work with large volumes of data. The company offers unlimited PTO, competitive compensation, and benefits, and has been recognized as a top-growing private company and a Google Cloud Global Reseller Partner.

Frequently Asked Questions

What are typical salary ranges for unlimited PTO tech roles by seniority?
Entry‑level engineers start around $90k–$120k, mid‑level $120k–$160k, senior $160k–$200k, staff $200k–$250k, and principal $250k+ annually. Product managers and designers have comparable ranges, while data scientists and DevOps engineers follow similar tiers.
What skills and certifications are required for unlimited PTO positions?
Software engineers should master Go or Rust, AWS Certified Solutions Architect, and Certified Kubernetes Administrator. Product managers need Agile Scrum or SAFe certification, proficiency in Jira, and data‑analysis skills in SQL and Python. UX designers should be fluent in Figma, have a portfolio, and understand accessibility standards. Data analysts require expertise in Snowflake, Tableau, and statistical modeling. DevOps engineers need Terraform, GitHub Actions, and CI/CD best practices.
Is remote work available in unlimited PTO roles?
Yes. Most companies offering unlimited PTO—such as GitHub, Atlassian, and Shopify—provide fully remote or hybrid options. Remote‑first culture pairs well with unlimited PTO, as employees can schedule time off around project milestones and global deadlines.
What career progression paths exist in unlimited PTO tech roles?
Typical ladders progress from Associate/Junior to Mid, Senior, Staff, and Principal levels. Unlimited PTO allows professionals to focus on skill development, certifications, and cross‑team leadership, accelerating promotion timelines. Mentorship programs and internal mobility initiatives further support upward movement.
What industry trends affect unlimited PTO positions?
The shift toward outcome‑based performance, increased emphasis on mental health, and the rise of remote‑first teams are driving the adoption of unlimited PTO. Companies use the benefit to attract high‑talent, reduce turnover, and promote a culture of trust and autonomy. Data shows that firms offering unlimited PTO often report higher productivity and employee satisfaction scores.

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