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 Manager, Data Analytics Integration

Company: IPG DXTRA

Location: Chicago, IL

Posted Jan 14, 2023

Golin is seeking a Senior Manager, Data Analytics Integration to play a key role in contributing to one of the fast-growing, sought-after teams in the agency. The ideal candidate is as unique as our insights and analytics team. The role will focus on leading a junior team in partnership with supervising Analytics VP to drive data collection, reporting and experimentation practices of the client to drive incremental projects and initiatives through thought leadership.

Client Sales Representative - Chicago

Company: Echo Global Logistics

Location: Chicago, IL

Posted Jan 14, 2023

Echo is looking for a passionate and self-motivated client sales representative to join their winning team. The role offers competitive base salary, uncapped commission, and opportunities for professional growth and internal advancement.

Senior Data Platform Engineer

Company: Highnote

Location: Chicago, IL

Posted Jan 14, 2023

Highnote is a fintech company that provides an all-in-one card issuer processor and program management platform. They are looking for a Data Platform Team member to build modern scalable, secure, and reliable data platforms and data pipelines.

Sr. Director, Enterprise Sales

Company: Tremor International Ltd.

Location: Chicago, IL

Posted Jan 13, 2023

Tremor International is seeking a Senior Director, Enterprise Sales to build and grow a book of business, sell their true end-to-end technology solution, and be the key point of contact for strategic customers. The role involves prospecting, driving business, building relationships, and implementing strategic account plans. The successful candidate will have 8+ years of digital experience, management experience, and a proven track record of partnering with executive-level customers.

Sr. Director, Enterprise Sales

Company: Tremor International Ltd.

Location: Chicago, IL

Posted Jan 13, 2023

None Found

Product Manager

Company: Halo Investing

Location: Chicago, IL

Posted Jan 14, 2023

Halo Investing, a Chicago-based fintech company, is seeking a Product Manager with 3+ years of experience in financial SaaS products. The company, recognized by Fast Company, offers structured notes, buffered ETFs, and annuities. Halo recently raised over US $100 million in Series C funding. The role involves collaborating with product owners, stakeholders, and engineers to define business cases, gather requirements, and bring features to life. Benefits include competitive compensation, comprehensive medical and dental, 401k, unlimited PTO, paid parental leave, and a flexible hybrid WFH environment.

Senior Associate, Credit Risk Management Analyst

Company: OCC

Location: Chicago, IL

Posted Jan 13, 2023

The text describes the role of a Senior Associate in the Credit Risk Management team of OCC, which involves identifying, measuring, monitoring, managing, and reporting various risks and exposures introduced to OCC by clearing members, banks, and other critical counterparties. The Associate is responsible for building and managing overall risk profiles of counterparties through several direct and ancillary processes, including monitoring ongoing creditworthiness, analyzing financial statements, and performing assessments on risk management policies and procedures. The Associate also collaborates with other teams and responds to counterparty inquiries regarding OCC risk policies and procedures. The text highlights the need for analytical and problem-solving skills, technical skills, and experience in the financial services industry.

Chief Technology Officer

Company: SpotHero

Location: Chicago, IL

Posted Jan 15, 2023

SpotHero is a fast-growing startup in the parking industry, seeking a Chief Technology Officer to lead the engineering department and support hyper-growth. The company uses a monolith back-end stack with Django/Python/PostgreSQL and a modular monolith approach using Domain Driven Design. The front-end stack is React/Redux, and the data stack includes PostgreSQL, Redis, Redshift, and S3. The company offers excellent benefits, flexible PTO, and a fun work environment. They have been recognized as a top workplace by several publications.

Senior IT Specialist

Company: SpotHero

Location: Chicago, IL

Posted Jan 14, 2023

SpotHero is seeking a Senior IT Specialist to support and maintain their network and SaaS services. The ideal candidate will have experience in system administration and troubleshooting, and will be able to effectively communicate complex technical information to non-technical users.

Senior Software Engineer

Company: Highnote

Location: Chicago, IL

Posted Jan 14, 2023

Highnote is a fintech company that provides an all-in-one card issuer processor and program management platform. They are looking for a software engineer to build secure and compliant platform products. The company values diversity and inclusion, and offers flexible time off, 100% healthcare coverage, and equity.

Senior Business Analyst

Company: SpotHero

Location: Chicago, IL

Posted Jan 14, 2023

SpotHero is looking for a data-driven individual to support their analytics team. The job involves building and maintaining data models, breaking down complex problems, and working with technical teams to solve challenges. The company offers competitive benefits, flexible PTO, and a unique experience to work for a fast-growing startup.

Senior Engineer, Backend (Operator League-Integrations)

Company: SpotHero

Location: Chicago, IL

Posted Jan 14, 2023

SpotHero is looking for Staff Backend Engineers to join the Operator League. The company is rapidly growing and is looking for engineers with experience in software engineering, system design, and architecture. The role involves building services that make drivers' experience seamless, collaborating with management, and providing support for the codebase.

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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