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.

Web Designer

Company: Keeper Security, Inc.

Location: Chicago, IL

Posted Jul 01, 2023

Keeper is a leading password security platform that helps businesses and individuals protect their passwords and sensitive digital assets. They offer a web designer position with UI and branding design experience, responsible for creating user-centered digital experiences and meeting business objectives.

Senior Manager of Payroll

Company: SMS Assist

Location: Chicago, IL

Posted Jun 30, 2023

None Found

Lead Product Manager

Company: Pangea Money Transfer

Location: Chicago, IL

Posted Jul 01, 2023

The role involves leading the product organization in building a comprehensive, fast, and cost-efficient global money transfer service. The ideal candidate should have experience in payment systems, customer insights, and a growth mindset. Pangea, an independent subsidiary of Enova International, offers a smarter way for people to move money around the world. They value diversity, kindness, and excellence in customer experience.

Federal Business Development (Virginia or Maryland based)

Company: Keeper Security, Inc.

Location: Chicago, IL

Posted Jul 01, 2023

This is a job posting for a Federal Business Development Manager at Keeper Security, a company that provides cybersecurity solutions for the Federal Government. The role involves leading Federal Business Development activities, identifying and qualifying opportunities, and developing relationships with Federal Government end-users and stakeholders. The individual must have experience in Federal Government sales or business development and a comprehensive understanding of the Federal Civilian IT market.

Product Manager, Elastic SIP Trunking

Company: Sinch

Location: Chicago, IL

Posted Jun 30, 2023

None Found

Analyst III, Compensation

Company: Grubhub

Location: Chicago, IL

Posted Jun 30, 2023

None Found

Principal Product Manager - Pangea (Hybrid)

Company: Enova

Location: Chicago, IL

Posted Jul 01, 2023

The role involves leading the product organization in developing a comprehensive, fast, and cost-efficient global money transfer service. The ideal candidate should have a Bachelor's or Master's degree, 6+ years of product management experience, and experience in payment systems. The role requires owning outcomes, communicating results clearly, and working in a fun, fast-paced environment.

Lead Product Manager - Pangea (Hybrid)

Company: Enova

Location: Chicago, IL

Posted Jul 01, 2023

The role involves leading the product organization in developing a comprehensive, fast, and cost-efficient global money transfer service. The ideal candidate should have a Bachelor's or Master's degree, 6+ years of product management experience, and experience in payment systems. The role requires owning outcomes, communicating results clearly, and working in a fun, fast-paced environment.

Principal Product Manager

Company: Pangea Money Transfer

Location: Chicago, IL

Posted Jul 01, 2023

The role involves leading the product organization in building a comprehensive, fast, and cost-efficient global money transfer service. The ideal candidate should have a Bachelor's or Master's degree, 6+ years of experience as a product manager, and experience in payment systems. The role offers benefits and perks such as flexible work schedule, health insurance, and paid time off.

Associate Principal, Model Validation

Company: OCC

Location: Chicago, IL

Posted Jun 30, 2023

None Found

Administrative Assistant

Company: Halo Investing

Location: Chicago, IL

Posted Jun 30, 2023

None Found

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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