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 Financial Analyst

Company: Intelsat

Location: Chicago IL

Posted Oct 23, 2022

The job posting is for a key member of the CA commercial finance team, responsible for developing financial budgets, forecasts, and complex business models. The role requires strong analytical skills, excellent communication skills, and the ability to work autonomously. The company emphasizes personal and professional growth, offers awesome benefits, and has a fun, diverse, and inclusive culture.

Senior Associate, Software Engineering - Java

Company: OCC

Location: Chicago IL

Posted Oct 25, 2022

The Options Clearing Corporation (OCC) is a leading clearing organization that offers a collaborative work environment, competitive benefits, and opportunities for professional growth. The company is seeking a software developer to work on its next-generation clearing, settlement, and portfolio management system.

Manager, Software Engineering (AWS DevOps)

Company: OCC

Location: Chicago IL

Posted Oct 25, 2022

The job description highlights the company's commitment to employee wellness, work-life balance, and professional development. The role requires strong leadership and technical skills, with a focus on cloud native applications and DevOps.

Director, Business Development, Hispanic & Multicultural

Company: Fetch Rewards

Location: Chicago IL

Posted Oct 25, 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. They are looking for a Director of Business Development to help create a strategy for acquisition of new partners and collaborate with internal stakeholders.

Senior Manager, Business Intelligence (BI)

Company: Kalderos

Location: Chicago IL

Posted Oct 24, 2022

Kalderos is a company that is building unifying technologies to bring transparency, trust, and equity to the healthcare community. They are looking for a collaborative capability builder to join their team and help build the future of Business Intelligence (BI) at Kalderos. The company values collaboration, empowerment, and continuous improvement, and offers a range of benefits and perks to its employees.

Creative Copywriter (Remote)

Company: Bump Boxes

Location: Chicago IL

Posted Oct 24, 2022

Bump Health is a women's health brand that is profitable, growing, and privately held. They are looking for a creative copywriter to join their marketing team and craft copy for their key marketing channels.

Business Intelligence Analyst

Company: MoLo Solutions

Location: Chicago IL

Posted Oct 22, 2022

The Business Intelligence Analyst at MoLo is responsible for creating, implementing, and maintaining reports and dashboards to enable stakeholders to extract insights and value from data. The role involves designing, developing, and maintaining robust reports and dashboards, finding hidden patterns through data analysis, and collaborating with stakeholders to build data products. The position requires excellent communication skills, the ability to train and mentor less experienced team members, and experience with SQL and RDBMS (Snowflake, Azure), data visualization utilizing enterprise BI tools (Power BI, Tableau), and RESTful APIs.

Senior Associate, Software Engineering - Java

Company: OCC

Location: Chicago IL

Posted Oct 25, 2022

The Options Clearing Corporation (OCC) is a leading clearing organization that offers a collaborative work environment, competitive benefits, and opportunities for professional growth. The company is seeking a software developer to work on its next-generation clearing, settlement, and portfolio management system.

Marketing Copywriter (Remote)

Company: Bump Boxes

Location: Chicago IL

Posted Oct 24, 2022

Bump Health is a women's health brand with a profitable, growing business and a vision to become the leading company in the women's health space. They are looking for a data-minded Marketing Copywriter to craft copy for their key marketing channels and help improve conversion and revenue growth.

Growth Copywriter (Remote)

Company: Bump Boxes

Location: Chicago IL

Posted Oct 24, 2022

Bump Health is a women's health brand that is profitable, growing, and privately held. They are looking for a Growth Copywriter to join their marketing team and craft copy for their key marketing channels.

Brand Copywriter (Remote)

Company: Bump Boxes

Location: Chicago IL

Posted Oct 24, 2022

Bump Health is a women's health brand that is profitable, growing, and privately held. They are looking for a Brand Copywriter to join their marketing team and craft copy for their key marketing channels. The company has a great product in a market with incredible demand and wants the copywriter to make a big impact on the performance of their marketing campaigns.

Lead Data Engineer

Company: Atlas

Location: Chicago IL

Posted Oct 25, 2022

Atlas is a company that simplifies global expansion through its revolutionary technology, allowing businesses to expand and manage employees internationally. The company is looking to expand its team by hiring a new Principal Data Engineer and a Senior Data Engineer.

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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