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.

Customer Success Manager - Manufacturing

Company: Kalderos

Location: Chicago IL

Posted Oct 03, 2022

Kalderos is a company that builds unifying technologies to bring transparency, trust, and equity to the healthcare community. They are looking for a Customer Success Manager-Manufacturing to help ensure customers have a positive experience through excellent customer service. The company values collaboration, empowerment, and feedback, and offers a range of benefits and perks.

Director of Operations (RevOps & BizOps)

Company: Paro

Location: Chicago IL

Posted Sep 29, 2022

Paro is hiring a Director Operations to drive strategic direction and improvements operational across go-to-market functions. The role requires 5+ years of sales and/or revenue operations experience, with a focus on data-driven insights and stakeholder management.

Principal iOS Software Engineer

Company: Fetch Rewards

Location: Chicago IL

Posted Sep 28, 2022

Fetch Rewards is a build-first technology company creating a rewards program to power the world. They are looking for a Principal iOS Software Engineer to build and maintain a world-class mobile application.

iOS Software Engineer Leader

Company: Fetch Rewards

Location: Chicago IL

Posted Sep 28, 2022

Fetch Rewards is a build-first technology company creating a rewards program to power the world. They are looking for a iOS Software Engineer Leader to build and maintain a world-class mobile application.

Android Software Engineer

Company: Fetch Rewards

Location: Chicago IL

Posted Sep 29, 2022

Fetch Rewards is a build-first technology company creating a rewards program to power the world. They are looking for an Android Software Engineer to build and maintain a world-class mobile application. The company offers a range of benefits, including stock options, 401k match, comprehensive health insurance, and paid time off.

Associate Principal, Strategic Sourcing

Company: OCC

Location: Chicago IL

Posted Sep 30, 2022

The Options Clearing Corporation (OCC) is a leading financial organization that provides clearing and settlement services for options, futures, and securities lending transactions. The company offers a collaborative work environment, competitive benefits, and opportunities for professional growth. The job posting is for a procurement professional to support the execution of strategic sourcing and business strategies.

Underwriter I, Architects & Engineers and Misc PL

Company: Argo Group

Location: Chicago IL

Posted Oct 02, 2022

Argo Group is a leader in specialty insurance with a vibrant culture built on respect, equality, wellness, and opportunity. The company offers a flexible workplace, continuous learning, and professional development opportunities. It also has a strong focus on diversity, inclusion, and community outreach.

Account Manager

Company: Atlas

Location: Chicago IL

Posted Sep 29, 2022

Atlas is a company that helps businesses expand globally by providing a cloud-based platform for human resources infrastructure. They partner with clients to get to market faster, at a reduced cost, and with lower risk. The company is looking to expand its team by hiring an Account Manager.

Senior Android Software Engineer

Company: Fetch Rewards

Location: Chicago IL

Posted Sep 28, 2022

Fetch Rewards is a build-first technology company creating a rewards program to power the world. They are looking for a Senior Android Software Engineer to build and maintain a world-class mobile application.

Senior Product Manager, Platform Engineering

Company: SpotHero

Location: Chicago IL

Posted Oct 01, 2022

SpotHero is a rapidly growing tech company in Chicago that aims to make parking more convenient and efficient. They are seeking a Senior Product Manager of Platform Engineering to build out their backend systems and improve their monolith. The role requires strong communication skills, strategic thinking, and the ability to work with cross-product teams. The company offers flexible work hours, excellent benefits, and an award-winning culture.

Android Engineering Leader

Company: Fetch Rewards

Location: Chicago IL

Posted Sep 29, 2022

Fetch Rewards is a build-first technology company creating a rewards program to power the world. They are looking for an Android Engineering Leader to build and maintain a world-class mobile application. The company offers a range of benefits, including stock options, 401k match, comprehensive health insurance, and paid time off.

Sr. Project Manager

Company: NinjaTrader

Location: Chicago IL

Posted Sep 29, 2022

NinjaTrader is seeking a Sr. Project Manager to join their team. The role involves managing technical projects and initiatives, planning and organizing, and supporting the evolution of the team culture. The company offers a range of benefits and is committed to equal employment opportunity.

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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