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.

Senior Test Engineer - Remote Work From Home

Company: Epsilon

Location: Chicago IL

Posted Nov 02, 2022

The job description is for a Senior Test Engineer at Achieve, a digital personal finance company. The role involves delivering high-quality releases, leveraging test automation, and collaborating with product owners and developers. The company offers a range of benefits, including hybrid and remote work options, competitive pay, and a focus on employee well-being.

Carrier Sales Representative (Weekend Shift)

Company: MoLo Solutions

Location: Chicago IL

Posted Nov 02, 2022

The job description is for a Carrier Sales Representative on the weekend team, responsible for developing and growing relationships with transportation providers, prospecting carriers, and selling shipments to carrier partners. The role requires a minimum of 6 months of third-party logistics experience or previous sales experience, and offers a competitive salary with commission structure, extensive industry training, and opportunities for growth and internal advancement.

Senior Associate, Internal Audit Information Technology & Security

Company: OCC

Location: Chicago IL

Posted Nov 02, 2022

This role involves supporting independent assessments of OCC's IT and security environment, risk management, and other objectives. The responsibilities include delivering assigned audits, identifying risks, proposing solutions, leading audits related to organizational changes, maintaining understanding of policies and standards, and keeping current on best practices. The role requires strong problem-solving skills, ability to work independently or as a team, and proficiency in Microsoft Office applications. Preferred skills include experience in a complex, fast-paced environment, consulting or accounting firm experience, and familiarity with security and change management tools. The OCC is the world's largest equity derivatives clearing organization, offering a collaborative environment with benefits like a hybrid work environment, tuition reimbursement, and generous PTO.

Staff Full Stack (Node.js/React) Software Engineer - Remote

Company: Epsilon

Location: Chicago IL

Posted Nov 03, 2022

The job description is for a Staff Engineer position at Achieve, a digital personal finance company. The role involves building new experiences, testing, and measuring features, and working in a cross-functional team. The company offers a range of benefits, including hybrid and remote work options, competitive pay, and a focus on employee well-being.

Senior Full Stack (Java / Node.js) Software Engineer - Remote

Company: Epsilon

Location: Chicago IL

Posted Nov 03, 2022

The job description is for a Senior Engineer position at Achieve, a digital personal finance company. The company is looking for experienced engineers to contribute to the success of the lending business. The job involves using technology to solve business problems, building scalable technology platforms, and working in a collaborative environment.

Manager, Data Engineering

Company: Kalderos

Location: Chicago IL

Posted Nov 03, 2022

Kalderos is a fast-growing, venture-backed company that provides data analytics and software to its customers. The company is looking for a collaborative organizational builder to lead a team of software engineers and is committed to equal opportunity and diversity.

Strategic Pricing Coordinator

Company: MoLo Solutions

Location: Chicago IL

Posted Nov 02, 2022

MoLo is a logistics company that is looking for a Strategic Pricing Coordinator to support their pricing process. The role involves managing information, collaborating with cross-functional teams, and ensuring accurate setup and pricing on all opportunities. The company offers a casual and fun start-up culture, transparent leadership, and opportunities for growth and internal advancement.

Manager, Demand Planning

Company: Intelsat

Location: Chicago IL

Posted Nov 02, 2022

The text describes a high-level, challenging role in managing the supply chain for Intelsat Inflight's inflight internet services. The position involves a diverse set of responsibilities, including managing inventory, planning, and coordinating with various teams. The role requires strong Excel modeling skills, experience with ERP systems, and a bold, innovative mindset.

Associate Principal, Project Risk Management

Company: OCC

Location: Chicago IL

Posted Nov 01, 2022

The job description is for an Associate Principal in the Third Party Risk Management department at the Options Clearing Corporation. The role involves assisting the Executive Director with program management tasks, identifying and managing risks, and providing support to the department. The job requires strong analytical skills, excellent communication skills, and the ability to work independently.

Staff Full Stack (Java) Software Engineer - Remote

Company: Epsilon

Location: Chicago IL

Posted Nov 03, 2022

The job description is for a Staff Engineer position at Achieve, a digital personal finance company. The company is looking for experienced engineers to contribute to the success of the lending business. The job involves using technology to solve business problems, building a scalable technology platform, and working in a cross-functional environment.

Principal, Development Engineer

Company: Intelsat

Location: Chicago IL

Posted Nov 02, 2022

The job posting is for a Software Architecture Lead role in Intelsat's inflight connectivity system. The role requires a Master's or Bachelor's degree with 3-5 years of experience in SATCOM/Wireless, Systems Engineering, or Software Engineering. The ideal candidate should have expert knowledge of Linux ecosystem, cloud-based technology, and microservice architecture. The role involves leading the software development and architecture integration efforts, collaborating with cross-functional teams, and ensuring hardware and software compatibility.

Associate Principal, Software Engineering: Streaming Development

Company: OCC

Location: Chicago IL

Posted Nov 03, 2022

The Options Clearing Corporation (OCC) is a leading equity derivatives clearing organization that offers a collaborative and supportive work environment, competitive benefits, and opportunities for professional growth. The company is looking for an Associate Principal, Streaming Application Development to work on building high-speed, data-centric solutions.

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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