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.

People & Culture Coordinator (4 Month Temporary Assignment)

Company: Leap Services Inc.

Location: Chicago, IL

Posted Sep 19, 2024

Leap is a fast-growing company that is building the world's largest network of branded retail stores. They are looking for a People amp Culture Coordinator to support their HR department in various administrative and operational tasks.

Principal, Software Engineering: Java

Company: OCC

Location: Chicago, IL

Posted Sep 19, 2024

The job description is for a Principal who will work with a team to design and develop scalable and secure solutions. The role requires experience with Java, distributed message brokers, and cloud technologies. The company offers a collaborative and supportive environment with benefits such as tuition reimbursement and flexible work arrangements.

Sr Director, Product Management (must have SEO/SEM)

Company: Grubhub

Location: Chicago, IL

Posted Sep 19, 2024

Grubhub is seeking a Senior Director of Product Growth to lead the growth product strategy and execution. The role involves driving customer acquisition and activation strategies across product lines, working closely with cross-functional teams, and reporting to a VP of Product.

Design Expert - Chicago

Company: Havenly

Location: Chicago, IL

Posted Sep 19, 2024

Havenly is a company that believes everyone deserves a beautiful home. They offer interior design services and custom furniture, and are looking for a new team member to join their Interior Define Studio in Chicago.

Lead, Strategy and Operations

Company: Tegus

Location: Chicago, IL

Posted Sep 19, 2024

Tegus is a leading market intelligence platform that provides unmatched insights and answers to key decision makers. The company is looking for a Strategy and Operations Lead to drive productivity, effectiveness, and scalability for client-facing teams.

Product Manager

Company: Kalderos

Location: Chicago, IL

Posted Sep 18, 2024

Kalderos is a company that is building unifying technologies to bring transparency, trust, and equity to the healthcare community. They are looking for people to join their team and mission, and offer a range of benefits and perks.

Late-Stage Collections Representative (Hybrid)

Company: Enova

Location: Chicago, IL

Posted Sep 19, 2024

The job posting is for a LateStage Collections Representative role at Enova International, a financial technology company. The job involves contacting customers, negotiating payment plans, and resolving financial issues. The company offers a range of benefits and perks, including hybrid work arrangements, health insurance, and a sabbatical program.

Bulk Negotiations Specialist

Company: Beyond Finance

Location: Chicago, IL

Posted Sep 19, 2024

Beyond Finance aims to help Americans escape debt and achieve a brighter financial future. They are seeking new collaborators to join their rapidly growing organization and help people achieve financial freedom.

Customer Success Associate

Company: YCharts

Location: Chicago, IL

Posted Sep 18, 2024

YCharts is a fintech company that provides investment research and data analytics tools. The company is seeking a Customer Success Associate to drive education and create content to grow and maintain relationships with clients. The role requires a bachelor's degree in finance, business administration, economics, or a related field, and experience in a support or account management role in the financial services industry.

Director, Information Technology

Company: Kalderos

Location: Chicago, IL

Posted Sep 19, 2024

Kalderos is a company that builds unifying technologies to bring transparency, trust, and equity to the healthcare community. They are looking for a Director of Information Technology to lead their technological initiatives and oversee their day-to-day operations.

Senior Mobile Engineer, Kotlin Multiplatform

Company: Upside

Location: Chicago, IL

Posted Sep 19, 2024

Upside is a company that helps brick-and-mortar businesses earn more profit by providing a platform for customers to earn cashback. The company is looking for a Senior Mobile Engineer II to help build and support their top-rated app. The role requires 3+ years of software engineering experience and proficiency in Kotlin Multiplatform.

Digital Marketing Manager

Company: Beyond Finance

Location: Chicago, IL

Posted Sep 19, 2024

Beyond Finance is a company that helps people escape debt and achieve financial freedom. They are looking for a marketer to join their team to help drive the growth of their paid digital program.

Frequently Asked Questions

What are typical salary ranges by seniority for Unlimited PTO tech roles?
Junior engineers earn $70k–$95k, mid‑level $95k–$140k, senior $140k–$190k, and lead/principal roles $190k–$250k. Product managers follow a similar tier: $80k–$110k, $110k–$160k, $160k–$210k, and $210k–$280k for senior PMs.
What skills and certifications are required for Unlimited PTO positions?
Core tech roles demand proficiency in AWS, GCP, or Azure, Terraform, Docker, and CI/CD pipelines. Product managers often hold Certified ScrumMaster (CSM) or Product Owner certifications, while data scientists are expected to know SQL, Python, TensorFlow, and experience with BigQuery or Redshift.
Is remote work common for Unlimited PTO jobs?
Yes, over 90% of Unlimited PTO listings are fully remote or hybrid, with 80% of companies offering flexible scheduling and no fixed office hours. Remote teams use Slack, Zoom, and distributed version control to maintain collaboration.
What career progression paths exist within Unlimited PTO companies?
Candidates can advance from Junior → Mid → Senior → Lead Engineer, or from Associate PM to Senior PM, then to Director or VP of Product. Many firms also offer lateral moves into technical leadership, data science squads, or design leadership, enabling cross‑functional growth.
What industry trends affect Unlimited PTO roles?
The tech sector is moving toward AI‑driven product development, cloud‑native architectures, and continuous delivery. Companies emphasize equity, health benefits, and unlimited PTO to retain top talent in a competitive remote work landscape.

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