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 Nov 04, 2022

Kalderos is a company that is building 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 and provide comprehensive support for customer use of their applications.

People Operations Partner

Company: Kalderos

Location: Chicago IL

Posted Nov 04, 2022

Kalderos is a company that is building unifying technologies to bring transparency, trust, and equity to the healthcare community. They are looking for a People Operations Partner to join their team and help operationalize HR programs. The company values collaboration, empowerment, and feedback, and offers a range of benefits and perks.

Associate Principal, Cloud Engineering (Kafka Specialist)

Company: OCC

Location: Chicago IL

Posted Nov 07, 2022

The company is looking for a cloud platform engineer to work on complex and challenging projects, with a focus on cloud-based infrastructure and automation. The ideal candidate is passionate about new technologies and has experience with Kafka and cloud technologies.

Associate Principal, Security Engineering

Company: OCC

Location: Chicago IL

Posted Nov 04, 2022

The job posting is for a Development Security Operations (DevSecOps) position at the Options Clearing Corporation (OCC). The role involves integrating and operating a container application security platform, working with security, IT, and QA teams, and having experience with CI/CD pipelines, application container/microservices, and software development/coding.

Recoveries Analyst

Company: Avant

Location: Chicago IL

Posted Nov 07, 2022

Avant is a high-growth financial technology company that offers digital banking solutions. The company is looking for a Strategy & Operations Analyst to support the day-to-day execution of projects and optimize processes. The role requires strong problem-solving, interpersonal, and communication skills, as well as experience with SQL, R, and Python.

Accounting Associate/Senior Accountant

Company: Avant

Location: Chicago IL

Posted Nov 05, 2022

Avant is a high growth financial technology company that provides better access to responsible financial products. The company has secured over $4 billion in funding and has been featured in several prominent publications. Avant offers a range of benefits and a flexible growth environment.

Copywriter (Remote)

Company: Bump Boxes

Location: Chicago IL

Posted Nov 06, 2022

Bump Health is a women's health brand with a profitable, growing business and a vision to become the Proctor & Gamble of the 21st century. They are looking for a data-minded Copywriter to craft copy for their key marketing channels and help improve conversion and revenue growth.

Software Engineer - Scala

Company: NinjaTrader

Location: Chicago IL

Posted Nov 06, 2022

NinjaTrader is a FinTech company that provides software and brokerage services to traders. They are looking for a Software Engineer - Scala to join their team. The job requires experience with Google Cloud Platform, Scala, Java, and distributed data streaming technologies.

Human Resources (HR) Generalist

Company: 8th Light, Inc.

Location: Chicago IL

Posted Nov 07, 2022

8th Light is a mid-size global employee-owned software consultancy that values quality, continual learning, and making a positive impact. They seek a Human Resources Generalist to support the HR function for all employees, with a focus on creating an exceptional employee experience and prioritizing diversity, equity, and inclusion.

Associate Principal, Privileged Access Management

Company: OCC

Location: Chicago IL

Posted Nov 04, 2022

The job description is for a CyberArk and Hashi Vault implementation and management position, requiring experience with cloud security engineering, PAM, and infrastructure management. The role involves providing guidance, documentation, and operational support to the organization.

Associate Principal, Third Party Risk Management

Company: OCC

Location: Chicago IL

Posted Nov 04, 2022

The job description is for an Associate Principal in the Third Party Risk Management department. The role involves completing risk assessments, mitigation support, and preparing management reports. The Associate Principal will work across multiple lines of business to monitor and manage third-party relationships and compliance with TPRM procedures.

Accounting Associate/Senior Accountant

Company: Avant

Location: Chicago IL

Posted Nov 05, 2022

Avant is a financial technology company that provides better access to responsible financial products. The company has secured over $4 billion in funding and has been featured in several prominent publications. Avant is looking for an accountant to join their team, with a focus on financial close, journal entries, and financial reporting.

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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