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.

Solution Architect

Company: Pricefx

Location: Chicago, IL

Posted May 29, 2023

Pricefx is a young, unconventional software company that specializes in SaaS Pricing and CPQ solutions. They are an agile company with a focus on market-driven innovation, serving diverse industries and sizes with customers like Michelin, Bosch, and Danone. They are a sustainable, globally growing company with opportunities for career growth and a monthly IT allowance. They offer competitive benefits, 4 weeks of PTO, 14 public holidays, and 12 weeks of 100% paid maternity leave. They process personal data in accordance with GDPR for Candidates.

Senior Manager, Search

Company: Accelerated Digital Media

Location: Chicago, IL

Posted May 31, 2023

None Found

Director, Catastrophe Modeling

Company: Argo Group

Location: Chicago, IL

Posted May 31, 2023

Argo Group is a leader in specialty insurance with a vibrant culture that values respect, equality, wellness, and opportunity. They are an innovative organization that is small enough to be agile and big enough to make a difference in the industry. The company offers flexible workplace policies, comprehensive health and wellness plans, and competitive compensation. Argo Group encourages career mobility and continuing education, and they have a generous Employee Referral program that results in approximately 25% of all new hires annually.

Loan Processing Representative (Remote)

Company: Enova

Location: Chicago, IL

Posted May 30, 2023

Enova International is currently hiring Loan Processors in specific states for a role that involves processing loan applications, initiating outbound calls to customers, and ensuring all loan quality standards are met. The role requires strong communication skills, problem-solving abilities, and the capacity to handle multiple priorities. Enova offers a flexible work schedule, comprehensive benefits, and a values-driven work environment. The company is committed to equal employment opportunities and fostering an inclusive culture.

Solution Architect

Company: Pricefx

Location: Chicago, IL

Posted May 29, 2023

Pricefx is a young and unconventional software company that provides native Cloud and SaaS pricing solutions. They are an agile company with a focus on market-driven innovation, serving diverse industries and sizes. The company is growing globally and offers a solid and sustainable opportunity for a full-time employee with the ability to travel up to 30% in the United States and occasionally internationally.

IT Support Associate

Company: NinjaTrader

Location: Chicago, IL

Posted May 26, 2023

NinjaTrader is a FinTech company offering award-winning software and brokerage services to active traders. They provide IT Support services, including computer operations, repair, wire and cable installation, user and desktop support, helpdesk, and data management. The ideal candidate should have experience in a multi-operation system or production control environment and a college degree in Computer Science or Information Technology.

Senior Software Engineer (Hybrid)

Company: Enova

Location: Chicago, IL

Posted May 31, 2023

Enova is seeking a Senior Software Engineer for remote positions in multiple U.S. states. The role involves designing and implementing technical solutions, collaborating with other engineers, and mentoring junior developers. Requirements include experience with programming languages, API integration, and open-source technologies. Benefits include flexible work schedule, health insurance, 401(k) matching, and a sabbatical program. Enova is a values-driven financial technology company committed to creating accessible credit for millions.

Delivery Manager

Company: 8th Light, Inc.

Location: Chicago, IL

Posted May 27, 2023

8th Light is seeking an experienced Delivery Manager with a strong background in software, design, and technology. The ideal candidate will have at least 10 years of experience in managing Agile software delivery projects, leading teams, and providing guidance and mentorship. They will be responsible for maintaining client relationships, leading project delivery, and contributing to 8th Light's internal initiatives. The company offers a comprehensive wellness package, flexible PTO, and remote work opportunities.

Senior Manager, Portfolio & Program Management (PPM)

Company: West Monroe

Location: Chicago, IL

Posted May 26, 2023

West Monroe Partners is seeking a Senior Manager with extensive business/technology consulting experience to join their rapidly growing Portfolio & Program Management team within their Operations Excellence practice. The role involves leading a portfolio of projects/initiatives, developing a delivery model transformation, and managing interdependencies. The company is committed to inclusion and diversity and offers competitive total rewards, including a 401k plan, employee stock ownership program, and annual bonuses. They provide unlimited flexible time off and ten paid holidays throughout the year.

Sr. Business Intelligence Analyst

Company: MoLo Solutions

Location: Chicago, IL

Posted May 31, 2023

None Found

Director, Data Governance

Company: OCC

Location: Chicago, IL

Posted May 26, 2023

The Director of Data Governance will be responsible for executing and implementing data governance policies and procedures at OCC. They will work under the direct supervision of the Head of Data and have managerial responsibilities. The role involves creating and developing the data framework, defining roles and responsibilities, and working with various business functions to strengthen data accountability. They will also be responsible for developing the data quality framework, working with business and technical staff to improve data quality, and ensuring regulatory compliance.

Partner Manager

Company: TripleLift

Location: Chicago, IL

Posted May 31, 2023

TripleLift, an advertising platform, is seeking a Partner Manager with a strong understanding of the programmatic landscape. The role involves managing high-profile accounts, working closely with the sales team, and providing consultative services to clients. The ideal candidate should have experience managing marketing campaigns, strong analytical skills, and excellent communication abilities. TripleLift offers a competitive salary range, comprehensive benefits, and a culture that values diversity, equity, and inclusion.

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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