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.

Principal Cloud Engineer (#Hybrid at Chicago HQ near O'Hare Airport))

Company: Alliant Credit Union

Location: Chicago, IL

Posted Aug 11, 2024

The job description is for a lead subject matter expert in systems engineering, responsible for designing and architecting solutions for Azure Cloud Infrastructure. The role requires experience with building out Azure Cloud Infrastructure, identifying technical risks, and developing disaster recovery solutions. The job also involves providing technical support, collaborating with project management, and ensuring compliance with policies and procedures.

Senior Customer Success Manager, Covered Entity Solutions

Company: Kalderos

Location: Chicago, IL

Posted Aug 11, 2024

Kalderos is a company that builds unifying technologies to bring transparency, trust, and equity to the healthcare community. They are looking for a Customer Success Senior Manager to lead covered entity stakeholders through the adoption and production use of their drug discount and rebate products and solutions.

FP&A Analyst

Company: Cleo

Location: Chicago, IL

Posted Aug 11, 2024

The job posting describes a finance role with a competitive salary, great benefits, and a fun work environment. The responsibilities include preparing reports, assisting with budgeting and forecasting, and serving as a finance business partner. The qualifications required are 23 years of relevant experience, intermediate skills in Microsoft Excel, and a track record of integrity and self-motivation.

Recruiting Coordinator

Company: PEAK6

Location: Chicago, IL

Posted Aug 10, 2024

PEAK6 Capital Management is a proprietary options trading firm that has been defining the industry for over 25 years. They offer incredible opportunities for smart and passionate team players to solve complex problems and take calculated risks. The company is committed to creating a diverse environment and is proud to be an equal opportunity employer.

Senior Data Scientist

Company: IHI Terrasun Solutions

Location: Chicago, IL

Posted Aug 11, 2024

IHI Terrasun Solutions is a company that is changing the world with green energy solutions. They are looking for a Data Engineer to join their growing team. The job requires exceptional technical writing skills, ability to visualize data, and experience with machine learning and statistical techniques.

Sr Network Engineer

Company: Grubhub

Location: Chicago, IL

Posted Aug 09, 2024

Grubhub is a company that values innovation, teamwork, and fun. They are looking for a Sr Network Engineer to join their team, who will be responsible for managing and securing their corporate network, server, and cloud environments. The company offers a range of benefits, including PTO, health and wellness programs, and a generous compensation package.

Software Engineer II

Company: Kalderos

Location: Chicago, IL

Posted Aug 10, 2024

Kalderos is a company that is building unifying technologies to bring transparency, trust, and equity to the healthcare community. They are seeking a motivated and talented Software Engineer to join their dynamic engineering team. The company values collaboration, empowerment, and continuous learning.

Talent Acquisition Specialist, Product

Company: NinjaTrader

Location: Chicago, IL

Posted Aug 11, 2024

NinjaTrader is a fintech company seeking a Product Recruiter to join their HR department. The role involves owning the recruitment lifecycle, sourcing candidates, and managing hiring managers. The company offers a range of benefits and is committed to equal employment opportunity.

Vice President, Head of Digital - Hybrid

Company: Alliant Credit Union

Location: Chicago, IL

Posted Aug 10, 2024

The job description is for a VP Head of Digital, responsible for leading digital and mobile strategies, developing digital products, and driving member experiences. The role requires a strong background in digital strategy, people management, and technical skills.

Recruiter

Company: Nextpoint

Location: Chicago, IL

Posted Aug 10, 2024

Nextpoint is a company that delivers transformative software and services for law firms, with a focus on making eDiscovery workflows simple, fluid, and affordable. They are looking for a dynamic and experienced Recruiter to join their team.

Talent Acquisition Partner

Company: Beyond Finance

Location: Chicago, IL

Posted Aug 12, 2024

Beyond Finance is a company that helps people escape debt and achieve financial freedom. They are looking for a recruiter to join their team and help shape the direction of the company's hiring process.

Associate Automation Support Engineer

Company: Beyond Finance

Location: Chicago, IL

Posted Aug 09, 2024

Beyond Finance is a company that helps people escape debt and achieve financial freedom. They are looking for an Associate Automation Support Engineer to join their team and support their ambitious growth.

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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