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 Frontend Engineer

Company: iManage

Location: Chicago, IL

Posted Mar 19, 2024

iManage offers a flexible working policy that supports employee health and well-being. The company values collaboration and learning, while providing flexibility for work-life balance. The Senior Frontend Engineer role involves designing modern interfaces, deploying products to iManage cloud infrastructure, and collaborating with Product Managers and UX/UI Designers. The company culture is inclusive, encouraging, and vibrant, with flexible work hours, modern workspace, and opportunities for career growth and skill development.

Sr. Manager, Software Engineering - Digital Banking Platform (#Hybrid Chicago near O'Hare Airport)

Company: Alliant Credit Union

Location: Chicago, IL

Posted Mar 19, 2024

The Sr Manager, Digital Banking Platform at Alliant is responsible for managing the mobile and online banking strategy through a team of software engineers, mobile developers, API evangelists, and staff augmentation resources. The role requires an established background in financial industry digital banking solutions, agile software development, project management, and communication skills. The position involves software development and support, strategy and planning, and performance management responsibilities. The ideal candidate should have a Bachelor's degree in Computer Science or related field, 8+ years of technical mobile and software development experience, and 4+ years of people management experience. Benefits include competitive medical, dental, and vision benefits, paid parental leave, a competitive compensation plan, gym membership discounts, generous PTO, tuition reimbursement, and a 401k with immediate employer match and vesting.

Manager, Payer Engagement & Strategy (Remote)

Company: Aledade

Location: Chicago, IL

Posted Mar 19, 2024

Aledade, a public benefit corporation, is seeking a Manager of Payer Strategy & Engagement to support strategic partnerships with health plans and organizations. The role involves managing payer relationships, collaborating with internal teams, and demonstrating Aledade's value in value-based care. The ideal candidate should have a Bachelor's degree and 8+ years of healthcare experience, or a Master's degree and 6+ years. Preferred skills include relationship management, analytical skills, and a passion for value-based care. Aledade offers a comprehensive benefits package and a remote-first culture.

People Partner - GTM

Company: Remote

Location: Chicago, IL

Posted Mar 19, 2024

Remote is a global remote organization that simplifies the process of employing a diverse, international team by handling global payroll, benefits, taxes, and compliance. They are currently seeking a People Enablement Partner to support their extraordinary growth, focusing on enabling and supporting people leaders, managing employee relations, and contributing to the creation of resources and tools. The role requires 7+ years of progressive experience in a People team, with at least 2+ years in a People Partner capacity, and experience partnering with Go-to-Market leadership. The company values inclusivity, encouraging applications from all ethnic groups, genders, sexuality, age, and abilities. All positions are fully remote, and the company offers competitive benefits and a flexible work environment.

Principal, Cloud Engineering

Company: OCC

Location: Chicago, IL

Posted Mar 19, 2024

The Options Clearing Corporation (OCC) is seeking a technical leader for platform engineering automation. The role involves driving strategy for infrastructure automation, improving application adoption, reducing operational support, and enhancing end-user usability. The ideal candidate should have strong cloud experience, expertise in core automation development toolchain, container management, cloud governance, CICD leadership, resilient design, and excellent communication skills. The position offers a collaborative environment, hybrid work, tuition reimbursement, student loan repayment assistance, technology stipend, generous PTO, and competitive health benefits.

Data Scientist

Company: NinjaTrader

Location: Chicago, IL

Posted Mar 19, 2024

NinjaTrader is a FinTech company with an award-winning platform and over 1 million users. They are building products and services for active traders and have a unique employee-centric company culture. The company offers various benefits and is committed to equal employment opportunity.

Senior Data Center Operations Engineer

Company: Roblox

Location: Chicago, IL

Posted Mar 19, 2024

Roblox, a global platform for immersive 3D experiences, is seeking a Datacenter Operations Engineer. The role involves scaling the Core Data Center infrastructure, maintaining server and network infrastructure, and ensuring high availability. The ideal candidate should have 4+ years of experience in large-scale data center environments, extensive experience with server and network equipment, and strong problem-solving skills. The position offers a competitive salary, comprehensive benefits, and a flexible work policy. Roblox is committed to fostering a diverse and inclusive work environment.

Solutions Engineer - Asset Management / Public Works

Company: OpenGov

Location: Chicago, IL

Posted Mar 19, 2024

OpenGov is a mission-driven technology company that provides cloud software for government entities, aiming to make them more effective and accountable. The company is experiencing record-breaking growth, with over 1,800 governments using their products. OpenGov has been recognized as a Top Workplaces USA award winner and a Forbes America's Best Startup Employer. The Solutions Engineer role involves partnering with sales teams, conducting technical discovery, and demonstrating business value to potential clients. The ideal candidate should have a Bachelor's degree, 2-5+ years of experience as a Sales Engineer, and industry knowledge of public works best practices. OpenGov offers a competitive benefits package and a positive work culture.

VP, Controller

Company: Kin Insurance

Location: Chicago, IL

Posted Mar 19, 2024

Kin, an insurtech company, is seeking a VP of Controller with 10+ years of accounting experience, preferably in the insurance industry. The role involves managing a senior accounting team, implementing controls, interpreting new accounting pronouncements, and handling M&A transactions. Kin offers a competitive benefits package and a dynamic, high-growth environment. The company is recognized for its innovative approach to insurance and its commitment to diversity and inclusion.

IT Systems Administrator

Company: Vail Systems, Inc.

Location: Chicago, IL

Posted Mar 19, 2024

Vail is seeking an IT Systems Administrator to maintain and configure end-users' workstations, install and upgrade computer components and software, troubleshoot hardware and software errors, and manage security patches. The ideal candidate will have a Bachelor's degree in Computer Science, IT, or a related field, 2-4 years of experience in a Helpdesk role, and familiarity with active directory and major operating systems. Vail offers competitive compensation, benefits, and a supportive culture. The company is committed to diversity and inclusion, and its offices are located in Deerfield and Chicago, IL.

Associate Principle, Software Engineering AWS DevOPs

Company: OCC

Location: Chicago, IL

Posted Mar 19, 2024

The Options Clearing Corporation (OCC) is seeking a DevOps expert with extensive experience in cloud technologies, particularly AWS, and DevOps tools such as GitHub, Jenkins, Terraform, Docker, Ansible, Kafka, and Kubernetes. The role involves developing and implementing DevOps strategies, managing day-to-day activities, resolving complex support issues, and creating procedural and troubleshooting documentation. The ideal candidate should possess excellent problem-solving skills, strong communication abilities, and a Bachelor's degree in a related field with 5-7 years of experience. OCC offers a collaborative environment, hybrid work options, tuition reimbursement, and competitive benefits.

Senior Software Engineer, Front-End Focus

Company: Kin Insurance

Location: Chicago, IL

Posted Mar 19, 2024

Kin is a company that is reimagining home insurance for the future. They are a 4-time recipient of BuiltIn Chicago's Best Mid Sized Companies to work for and Forbes 2021, 2022, & 2023 Best Startup Employers in North America. They are looking for a Senior Software Engineer to join their team, who will work on a small team, independently owning and operating a range of features on in-house developed web applications.

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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