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.

FP&A Analyst

Company: Atlas

Location: Chicago IL

Posted Sep 21, 2022

The text describes Atlas, a company that simplifies global expansion and supports sustainable communities. It highlights the company's mission, values, and benefits, as well as the role of the Finance team and the qualifications required for the job.

Channel Sales Manager - Public Sector

Company: Keeper Security, Inc.

Location: Chicago IL

Posted Sep 21, 2022

Keeper Security is hiring a Channel Sales Manager for the Public Sector. The job requires building pipeline and channel revenue with high-performance partners. The company is a leading provider of zero-trust and zero-knowledge security cloud services.

Senior Data Scientist, Experimentation

Company: SpotHero

Location: Chicago IL

Posted Sep 20, 2022

SpotHero is a fast-growing startup that is looking for a Senior Data Scientist to join their team. The role involves designing and conducting experiments, evaluating the value of machine learning models, and working on interdisciplinary teams. The company offers a competitive salary, excellent benefits, and a flexible PTO policy.

SharePoint Lead Developer/Architect

Company: Rightpoint

Location: Chicago IL

Posted Sep 22, 2022

Rightpoint is a global experience leader that helps clients embed experience across their operations to accelerate digital transformation. The company is committed to diversity, equity, and inclusion, and offers a range of benefits and perks to its employees.

Senior Project Manager

Company: Rightpoint

Location: Chicago IL

Posted Sep 21, 2022

Rightpoint is a global experience leader that helps clients embed experience across their operations. They are searching for passionate and talented people to join their team. The company offers a flexible work environment, great insurance coverage, and continuous training opportunities.

Market Manager - Heartland

Company: Loverboy Inc.

Location: Chicago IL

Posted Sep 21, 2022

The Market Manager position at Loverboy is an exciting opportunity to join their sales organization and drive sales. The role involves managing the execution of Loverboy's standards with several distribution partners and key accounts, working closely with the Sales and Marketing team to track brand performance, and driving key sales and marketing initiatives. The ideal candidate is a self-starter who can take initiative and proactively add value.

UI/Product Designer

Company: Keeper Security, Inc.

Location: Chicago IL

Posted Sep 21, 2022

Keeper Security is a leading password security platform that helps millions of people and thousands of businesses protect their sensitive digital assets. The company is seeking a UX/UI Designer to join its growing Design team.

Outside Sales Representative

Company: BuzzRx

Location: Chicago IL

Posted Sep 21, 2022

The job posting is looking for an Outside Sales Representative with experience in sales and excellent interpersonal skills. The role requires building relationships with healthcare providers, managing accounts, and driving revenue. The job offers comprehensive training and a base salary plus commission.

Sr Engineer, Software

Company: Intelsat

Location: Chicago IL

Posted Sep 21, 2022

Intelsat Inflight Services team is seeking a Senior Software Engineer to define, drive Intelsat web Applications end-to-end, cutting across different horizontals. The role involves working with various groups of developers, SMEs, and stakeholders to convert business requirements into technical solutions, detailed analysis, design for business requirements.

Python/DevOps Engineering FTE, AP

Company: OCC

Location: Chicago IL

Posted Sep 22, 2022

The Options Clearing Corporation (OCC) is the world's largest equity derivatives clearing organization, dedicated to promoting stability and market integrity. OCC operates under the jurisdiction of the U.S. Securities and Exchange Commission (SEC), the U.S. Commodity Futures Trading Commission (CFTC), and the Board of Governors of the Federal Reserve System. OCC provides central counterparty (CCP) clearing and settlement services to 19 exchanges and trading platforms. The company offers a highly collaborative and supportive environment with competitive health benefits, PTO, and parental leave. OCC is looking for a Python programmer with DevOps experience or someone with Python skills to join their Enterprise DevOps team.

Senior Accountant - Financial Control

Company: CNA

Location: Chicago IL

Posted Sep 21, 2022

CNA is seeking a Senior Analyst to join the Financial Control team. The role involves providing consultation for business partners, evaluating control gaps, and establishing procedures to promote risk management. The company offers a comprehensive benefits package, a commitment to diversity and inclusion, and opportunities for career development.

SDET

Company: Intelsat

Location: Chicago IL

Posted Sep 21, 2022

The job posting is for a cross-platform web application testing role at Intelsat. The ideal candidate should have a Master's or Bachelor's degree in Computer Science or a related discipline, along with 1+ years of work experience. They should have expertise in Test automation of REST API Services using POSTMAN/RestAssured library and experience with tools like Appium and TestNG frameworks. The role involves working with software developers, internal business owners, and other departments to influence the performance of products. The company emphasizes personal and professional growth and offers awesome benefits including PTO, medical, tuition reimbursement, and training.

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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