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 Product Lead

Company: Fetch Rewards

Location: Chicago IL

Posted Oct 18, 2022

Fetch Rewards is a build-first technology company creating a rewards program to power the world. They believe people deserve to be rewarded when they create value and brands need a better connection with their customers. They are looking for a Senior Product Lead to set the vision, strategy, and deliver outcomes for a functional area of the product and technology.

Senior Software Engineer

Company: CSC Corptax

Location: Chicago IL

Posted Oct 19, 2022

The job description is for a software development position at CSC Corptax, a company that provides business, legal, tax, and digital brand services. The job involves designing and developing features for a cloud-based commercial tax software product, working with a distributed team, and collaborating with other teams. The company offers competitive compensation, benefits, and opportunities for career advancement.

Product Lead

Company: Fetch Rewards

Location: Chicago IL

Posted Oct 18, 2022

Fetch Rewards is a build-first technology company creating a rewards program to power the world. They believe people deserve to be rewarded when they create value and brands need a better connection with their customers. They are looking for creative Product Leaders to join their team and deliver innovative solutions.

Sales Development Representative - Chicago, IL (On-Site)

Company: Cleo

Location: Chicago IL

Posted Oct 19, 2022

Cleo is a cloud integration technology company that helps customers realize their potential by delivering solutions that connect and integrate enterprise applications. The company is looking for a Sales Development Representative to support its continued growth and offers a competitive salary, great healthcare, and a fun work environment.

Data Analytics Consultant

Company: Inspire11

Location: Chicago IL

Posted Oct 21, 2022

The text describes Inspire11, a company that values collaboration, authenticity, and diversity. They believe in empowering their team members to drive change and take ownership of their careers. The company culture is vibrant and light-hearted, with a focus on work-life balance and individualized professional growth.

Regulatory Complaint Management (Customer Operations) Analyst

Company: Avant

Location: Chicago IL

Posted Oct 19, 2022

The text describes a Regulatory Complaint Analyst position at Avant, focusing on handling regulatory consumer complaints, ensuring timely resolution, and identifying and escalating compliance issues. The ideal candidate should have strong writing, regulatory, and complaint management background, as well as critical thinking skills and experience in financial services. The position involves communicating with stakeholders, collaborating with cross-functional teams, and conducting deep dive analysis to identify trends and areas for improvement.

Platform Engineer

Company: Fetch Rewards

Location: Chicago IL

Posted Oct 17, 2022

Fetch Rewards is a build-first technology company creating a rewards program to power the world. They believe people deserve to be rewarded when they create value and brands need a better connection with their customers. The company offers a range of benefits and perks to its employees, including stock options, 401k match, comprehensive health insurance, and paid time off.

LMS Administrator I

Company: Everspring

Location: Chicago IL

Posted Oct 20, 2022

The text describes an exciting opportunity for an experienced LMS Administrator to join a fast-growing company, Everspring, in Chicago, IL. The role involves maintaining and improving existing processes, owning new processes/tools, and working with internal teams and clients. The position requires strong organizational skills, attention to detail, and experience with third-party Learning Management Systems, particularly Canvas. The company offers a range of full-service turnkey solutions and fee-for-service offerings, as well as a set of innovative standalone products. Everspring is an equal opportunity employer committed to diversity and inclusion in the workplace.

DevOps Engineer (AWS / Linux)

Company: Everspring

Location: Chicago IL

Posted Oct 20, 2022

Everspring is seeking an experienced cloud and automation guru to work closely with developers and the Director of Technology to design and buildout DevOps Automation, maintain and improve their Cloud infrastructure, and troubleshoot issues. The role requires strong understanding of automation tooling, Linux, AWS Services, and scripting languages. Full vaccination is required.

Director of Product Marketing

Company: Keeper Security, Inc.

Location: Chicago IL

Posted Oct 19, 2022

Keeper Security is hiring a Director of Product Marketing to join their team. The company is looking for a talented candidate with experience in cybersecurity and product marketing. The role involves overseeing product messaging and positioning, developing presentations and content, and managing product launches.

Cloud Database Engineer

Company: Intelsat

Location: Chicago IL

Posted Oct 16, 2022

The job posting is looking for a database professional to work with multi-disciplinary teams, support Azure SQL and AWS RDS environments, and drive continuous improvement. The company emphasizes personal and professional growth, and offers flexible work arrangements and a fun, diverse, and inclusive culture.

Cloud Data Architect

Company: Paro

Location: Chicago IL

Posted Oct 18, 2022

Paro is hiring a Principal Cloud Data Architect to lead the technical implementation and maintenance of their next-generation cloud data infrastructure. The ideal candidate is results-driven, able to break down complex problems, and always strives to innovate.

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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