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.

Compliance Associate - Marketing Review

Company: Galaxy

Location: Chicago, IL

Posted Aug 24, 2024

Galaxy Digital is a digital asset and blockchain leader that provides platform solutions for the crypto economy. The company is looking for a Compliance Associate to implement compliance policies and review marketing materials.

Billing Analyst (hybrid)

Company: RLI Insurance Company

Location: Peoria, IL

Posted Aug 24, 2024

RLI is a company that values its employees, offering a range of benefits and opportunities for growth. The company has a strong financial track record and is committed to diversity and inclusion. The job posting highlights the company's focus on employee development and its commitment to providing a positive work environment.

Principal, Infrastructure Architecture

Company: OCC

Location: Chicago, IL

Posted Aug 24, 2024

The Options Clearing Corporation (OCC) is a leading clearing organization that provides services for options, futures, and securities lending transactions. The company is dedicated to promoting stability and market integrity. The OCC Unified Technology Strategy is a team that focuses on architectural design, problem-solving, and security using cutting-edge technologies to deliver solutions for the organization.

Manager, Organization, People & Change (Change Management)

Company: West Monroe

Location: Chicago, IL

Posted Aug 24, 2024

West Monroe is seeking a Manager Change Management to join their Organization People and Change practice. The role involves leading client engagements, developing change management strategies, and building change capabilities. The company offers a competitive total rewards package, including a bonus structure and benefits.

Associate, Card Growth Strategy

Company: Avant

Location: Chicago, IL

Posted Aug 25, 2024

Avant is hiring a Card Growth Strategy Associate to develop and execute credit card product strategies, conduct market research, and build relationships with partners. The company values diversity, collaboration, and problem-solving, and offers a range of benefits and perks.

Head of Capital Management

Company: Argo Group

Location: Chicago, IL

Posted Aug 24, 2024

Argo Group is a leader in specialty insurance with a vibrant culture and offers a range of benefits to its employees, including flexible work arrangements, professional development opportunities, and a comprehensive total rewards package.

Senior Manager, Systems Integration Sourcing & Implementation

Company: West Monroe

Location: Chicago, IL

Posted Aug 24, 2024

West Monroe is seeking a Senior Manager with deep systems integration sourcing and implementation experience to join their Operations Excellence practice. The role involves leading consulting teams, managing client relationships, and providing IT and functional strategy and process optimization solutions.

Senior Consultant, Organization, People & Change (Change Management)

Company: West Monroe

Location: Chicago, IL

Posted Aug 24, 2024

West Monroe is seeking a Senior Consultant Change Management to join their Organization People and Change practice. The role involves supporting client engagements across change management offerings, building change capabilities, and empowering business leaders to create value.

Enterprise Account Executive (Central)

Company: Picus Security

Location: Chicago, IL

Posted Aug 24, 2024

Picus Security is a leading security validation company that helps organizations evaluate their security posture. They are looking for an Enterprise Account Executive to join their team and drive sales of their award-winning Complete Security Validation platform.

National Account Manager

Company: Priority1

Location: Chicago, IL

Posted Aug 24, 2024

Priority1 is a dynamic nationwide company seeking experienced transportation sales professionals to sell their products and services. The company offers a great working environment, training, and development opportunities, as well as competitive compensation and benefits.

Director, Reporting

Company: Grubhub

Location: Chicago, IL

Posted Aug 24, 2024

Grubhub is a company that values innovation, teamwork, and fun. They offer a range of benefits and perks to their employees, including flexible PTO, health and wellness programs, and free meals. The company is looking for a Director of Financial Reporting to lead their financial reporting team and oversee governance and risk controls.

Senior Financial Analyst - Revenue

Company: Double Good

Location: Chicago, IL

Posted Aug 24, 2024

Double Good is a company that creates joy through its products and social mission. It is looking for a Senior Financial Analyst to join its growing finance team. The company offers a range of benefits and perks to its employees, including flexible work arrangements, generous PTO, and a monthly popcorn allowance.

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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