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.

Sales Development Lead

Company: Atlas

Location: Chicago IL

Posted Oct 03, 2022

Atlas is a company that believes in a world where growth thrives across borders and cultures. They offer a solution for companies to employ people to work for them anywhere in the world, and they are the only 100% Direct EOR in the world. They are looking for a Sales Development Representative to join their team.

Risk and Compliance Officer

Company: Atlas

Location: Chicago IL

Posted Oct 03, 2022

The text describes Atlas, a company that provides Employer of Record (EOR) services, allowing companies to employ people worldwide. The company is expanding and looking for a Risk and Compliance Officer to ensure adherence to laws and regulations globally.

Senior Customer Success Manager

Company: HealthJoy

Location: Chicago IL

Posted Oct 04, 2022

HealthJoy is a company that offers a simplified benefits experience for users, with a mission to impact every single one of its users. The company has experienced explosive growth and has received several awards. As a Sr. Customer Success Manager, you will be responsible for managing relationships with HealthJoy's largest and most strategic customers.

Release Train Engineer

Company: Intelsat

Location: Chicago IL

Posted Oct 04, 2022

The job posting is looking for a Program Manager/Release Train Engineer to lead a team of teams within a SAFe community. The role involves facilitating Scaled Agile Framework (SAFe) Agile Release Train (ART) processes and program execution, escalating and unblocking impediments, and managing risk at the program-level. The company, Intelsat Inflight, is a high-energy environment that welcomes the next challenge and emphasizes personal and professional growth.

Associate Principal, IT Planning & Analytics

Company: OCC

Location: Chicago IL

Posted Oct 03, 2022

The job posting is for an Associate Principle in IT Planning & Analytics at the Options Clearing Corporation. The role involves maturing the IT Cost Transparency module in Apptio, partnering with Enterprise Architecture, and designing and maintaining IT Cost Transparency reports. The job requires 8+ years of experience in Technology Business Management or IT Finance, with a strong technology and financial management background.

Sales Director, Chicago

Company: TripleLift

Location: Chicago IL

Posted Oct 05, 2022

TripleLift is an advertising technology company that provides innovative solutions for brands, publishers, and demand-side platforms. The company has received several awards and recognitions for its achievements in the industry.

Sales Development Representative

Company: Atlas

Location: Chicago IL

Posted Oct 03, 2022

The text describes Atlas, a company that provides Employer of Record (EOR) services, allowing companies to employ people worldwide. The company is looking for a Sales Development Representative to join their team, with a focus on developing key business opportunities and generating qualified prospects.

Senior Graphic & Motion Designer

Company: Atlas

Location: Chicago IL

Posted Oct 03, 2022

The text describes Atlas, a company that provides Employer of Record (EOR) services, allowing companies to employ people worldwide. The company is described as innovative, with a focus on diversity and inclusion, and is looking for a creative designer to join their team.

Operations Manager - Chicago, IL

Company: Blueground

Location: Chicago IL

Posted Oct 03, 2022

Blueground is a company that aims to make people feel at home wherever they choose to live. They have grown significantly since their founding in 2013 and are now hosting guests in over 8,000 homes in 20+ cities around the world. They are driven by their core values and are looking for an Operations Manager to join their Chicago, IL team.

Executive Director, IT Portfolio Management & Delivery

Company: OCC

Location: Chicago IL

Posted Oct 03, 2022

The job description is for a leadership position in IT portfolio management, requiring experience in Agile methodologies, project management, and influencing senior IT leaders. The role involves developing and implementing a holistic view of the IT portfolio, establishing governance processes, and promoting transparency and accountability.

Buyer

Company: OCC

Location: Chicago IL

Posted Oct 04, 2022

The job description is for a Strategic Sourcing professional who will support the execution of business strategies, lead negotiations, and manage relationships with suppliers. The role requires strong analytical and communication skills, as well as experience in procurement and contracting.

Full Stack Web Developer, CMS

Company: Rightpoint

Location: Chicago IL

Posted Oct 04, 2022

Rightpoint is a global experience leader that helps clients embed experience across their operations. They are searching for passionate, talented people to join their team and are committed to diversity, equity, and inclusion.

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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