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.

Internal Operations Specialist - S2P

Company: SpotHero

Location: Chicago IL

Posted Oct 28, 2022

SpotHero is seeking an Internal Operations Specialist to lead the build and procurement of Scan2Pay products for new customers with a high rate of accuracy while maintaining established service-level agreement. The role involves coordination with internal and external partners, building new parking spots, designing Scan2Pay signage, and managing outputs. The company offers a unique career opportunity, flexible work hours, excellent benefits, and a casual yet productive atmosphere.

Order Fulfillment & Logistics Manager

Company: Green Thumb

Location: Chicago IL

Posted Nov 01, 2022

The job description is for a Supply Chain Manager who oversees order fulfillment and logistics operations, manages employees, and ensures compliance with company policies and regulations.

Technical Recruiting Experience Coordinator

Company: Fetch Rewards

Location: Chicago IL

Posted Oct 31, 2022

Fetch Rewards is a build-first technology company creating a rewards program to power the world. They believe people deserve to be rewarded when they create value and brands need a better connection with their consumers. The company offers a range of benefits and perks to its employees, including stock options, 401k match, comprehensive health insurance, and paid time off.

Data Visualization Engineer

Company: Keeper Security, Inc.

Location: Chicago IL

Posted Oct 31, 2022

Keeper Security, Inc. is seeking a talented Data Visualization Engineer to join their remote team. The position offers the opportunity to work on a leading cybersecurity company's applications used by millions of users and thousands of enterprise customers. The role involves designing, building, and executing data models, dynamic scorecards, dashboards, and reports to evaluate and optimize business strategies.

Manager, Strategic Capacity

Company: MoLo Solutions

Location: Chicago IL

Posted Oct 29, 2022

MoLo is a logistics company that is looking for a Manager of Strategic Capacity to lead and develop a team of Strat Cap Sourcing and Operations Representatives. The job requires 2 years of carrier sales experience or 1 year of logistics management experience. The company offers a casual and fun start-up culture, transparent leadership, and opportunities for growth and internal advancement.

Product Engineering Manager

Company: Silverwork Solutions

Location: Chicago IL

Posted Oct 29, 2022

The job posting is looking for a Product Engineering Manager to lead a team of software engineers in developing and implementing robotic software products. The company is a FinTech startup that aims to reinvent mortgage lending through automation.

Strategic Pricing Analyst

Company: MoLo Solutions

Location: Chicago IL

Posted Oct 29, 2022

The job description is for a Strategic Pricing Analyst who will work with the Yield Execution Manager to develop regional market expertise and execute pricing opportunities. The role requires a minimum of 2 years of third-party logistics experience and a bachelor's degree. The company, MoLo, is a start-up that prides itself on being transparent, collaborative, and strategic.

Regional Sales Manager

Company: Atlas

Location: Chicago IL

Posted Oct 29, 2022

Atlas is a company that simplifies global expansion by providing a revolutionary technology that removes the barriers of globalization. They offer a range of services including Employer of Record, Payroll, and immigration products. The company is looking for a Regional Sales Manager to join their team and help drive their growth.

Vertical Manager

Company: SpotHero

Location: Chicago IL

Posted Oct 28, 2022

SpotHero is seeking an individual with general manager-type qualities to own and drive growth across strategic initiatives. The role involves conducting ongoing analysis, developing business cases, owning the x-functional plan, and leading x-functional meetings. The right candidate will combine analytical horsepower and ops-mindedness to determine appropriate growth levers and shape a cross-functional plan. The role requires influencing and managing efforts across various functions and reporting to the SVP, New and Emerging Business Lines.

Lead Software Engineer

Company: Silverwork Solutions

Location: Chicago IL

Posted Oct 29, 2022

The job posting is looking for a Lead Software Engineer to lead a team of software engineers in developing and implementing robotic software products. The ideal candidate has experience with mortgage technology, C#,.NET Core, and Agile processes. The company offers a competitive salary, unlimited PTO, and a remote-first environment.

SVP of Growth

Company: SpotOn

Location: Chicago IL

Posted Oct 29, 2022

SpotOn is a technology company that helps small businesses and restaurants compete and win with its marketing software, website development, and other solutions. The company has raised $300M in funding and has been recognized as a great place to work. It is looking for an SVP of Growth to lead customer acquisition and onboarding.

Associate Engagement Manager

Company: TripleLift

Location: Chicago IL

Posted Nov 01, 2022

TripleLift is an advertising technology company that provides innovative solutions for brands, publishers, and demand-side platforms. The company has received several awards and recognitions for its achievements in the industry.

Frequently Asked Questions

What are typical salary ranges for unlimited PTO tech roles by seniority?
Entry‑level engineers start around $90k–$120k, mid‑level $120k–$160k, senior $160k–$200k, staff $200k–$250k, and principal $250k+ annually. Product managers and designers have comparable ranges, while data scientists and DevOps engineers follow similar tiers.
What skills and certifications are required for unlimited PTO positions?
Software engineers should master Go or Rust, AWS Certified Solutions Architect, and Certified Kubernetes Administrator. Product managers need Agile Scrum or SAFe certification, proficiency in Jira, and data‑analysis skills in SQL and Python. UX designers should be fluent in Figma, have a portfolio, and understand accessibility standards. Data analysts require expertise in Snowflake, Tableau, and statistical modeling. DevOps engineers need Terraform, GitHub Actions, and CI/CD best practices.
Is remote work available in unlimited PTO roles?
Yes. Most companies offering unlimited PTO—such as GitHub, Atlassian, and Shopify—provide fully remote or hybrid options. Remote‑first culture pairs well with unlimited PTO, as employees can schedule time off around project milestones and global deadlines.
What career progression paths exist in unlimited PTO tech roles?
Typical ladders progress from Associate/Junior to Mid, Senior, Staff, and Principal levels. Unlimited PTO allows professionals to focus on skill development, certifications, and cross‑team leadership, accelerating promotion timelines. Mentorship programs and internal mobility initiatives further support upward movement.
What industry trends affect unlimited PTO positions?
The shift toward outcome‑based performance, increased emphasis on mental health, and the rise of remote‑first teams are driving the adoption of unlimited PTO. Companies use the benefit to attract high‑talent, reduce turnover, and promote a culture of trust and autonomy. Data shows that firms offering unlimited PTO often report higher productivity and employee satisfaction scores.

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