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.

Account Coordinator

Company: AdAction

Location: Chicago IL

Posted Sep 03, 2022

AdAction is a performance marketing company seeking an Account Coordinator to support their Strategic Accounts team. The ideal candidate will be highly organized, willing to help out where needed, and enjoy a work environment where no two days are alike.

Executive Assistant

Company: Argo Group

Location: Chicago IL

Posted Sep 02, 2022

Argo Group is a leader in specialty insurance with a vibrant culture built on respect, equality, wellness and opportunity. The company offers a comprehensive benefits package, including flexible workplace policies, comprehensive health and wellness plans, and opportunities for professional development.

Sr Member of Technical Staff

Company: Intelsat (formerly Gogo)

Location: Chicago IL

Posted Sep 02, 2022

Intelsat is seeking a Sr Member of Technical Staff (Engineer) to join their airborne RF hardware engineering team. The role involves providing RF hardware architecture input, specifying requirements, and providing engineering oversight in design, prototyping, and testing phases. The company emphasizes personal and professional growth, offers awesome benefits, and has a fun, diverse, and inclusive culture.

Senior Principal Engineer

Company: Intelsat (formerly Gogo)

Location: Chicago IL

Posted Sep 02, 2022

The job posting is looking for a performance analysis expert to help shape the future of Intelsat's data traffic management. The role requires in-depth analysis expertise, problem-solving skills, and the ability to work in a project-oriented environment. The company emphasizes personal and professional growth, and offers a fun, diverse, and inclusive culture.

Lead, Product and Pricing Operations

Company: Intelsat (formerly Gogo)

Location: Chicago IL

Posted Sep 01, 2022

The job posting is for a Product and Pricing Operations Lead at Intelsat, a company that connects the world and transforms the satellite and inflight connectivity landscape. The role involves managing the connectivity service configuration, launching new products and promos, and tracking performance. The company emphasizes personal and professional growth, has awesome benefits, and a fun, diverse, and inclusive culture.

Infrastructure Cloud Architect

Company: Inspire11

Location: Chicago IL

Posted Sep 01, 2022

The text describes a company called Inspire11 that is looking for a Cloud Architect to work on various projects, including app development, software development, and cloud migrations. The company offers a positive work environment, growth opportunities, and a flexible schedule.

Business Analyst

Company: Intelsat (formerly Gogo)

Location: Chicago IL

Posted Sep 02, 2022

The job posting is for an Engineering Business Analyst to manage the satellite network for inflight internet and entertainment. The role requires technical background, business acumen, and strong communication skills. The company, Intelsat, is innovative and emphasizes personal and professional growth, with awesome benefits and a fun culture.

Senior Account Executive

Company: Paro

Location: Chicago IL

Posted Sep 02, 2022

The job posting is seeking a Senior Account Executive to manage a pipeline of inbound leads and turn them into long-term clients. The ideal candidate will have 3+ years of full cycle B2B sales experience and strong organizational skills.

Help Desk Intern

Company: Intelsat (formerly Gogo)

Location: Chicago IL

Posted Sep 01, 2022

The job description highlights the importance of the IT Help Desk Intern role in shaping Intelsat's future. The company emphasizes personal and professional growth, fun, diverse, and inclusive culture, and offers awesome benefits. The job requires assisting employees with various tasks, performing upgrades and replacements, and participating in phone call rotation support.

Customer Operations Representative (Late Shift or Weekend Shift)

Company: MoLo Solutions

Location: Chicago IL

Posted Sep 02, 2022

The job posting is for a Customer Operations Representative at MoLo, a logistics company. The role involves providing customer service, building customer relationships, and executing daily operations. The company offers a casual and fun start-up culture, extensive industry training, and opportunities for growth and advancement.

Senior Product Designer

Company: Kalderos

Location: Chicago IL

Posted Sep 01, 2022

Kalderos is building unifying technologies to bring transparency, trust, and equity to the healthcare community. They are looking for a Senior Product Designer to join their team and work on solving systemic problems in the healthcare system.

Business Development Sales Representative

Company: MoLo Solutions

Location: Chicago IL

Posted Sep 01, 2022

The job description is for a Business Development Representative at MoLo, a logistics company. The role involves growing the business by building relationships with customers, prospecting new leads, and negotiating with customers. The company offers a casual and fun start-up culture, extensive training, and opportunities for growth and advancement.

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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