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.

Enterprise Architect

Company: Inspire11

Location: Chicago, IL

Posted Aug 19, 2024

Inspire11 is a full-service consulting firm that offers customized solutions to help clients stay relevant in the ever-changing technological environment. The company is looking for experienced professionals to join their team and work on exciting projects, including building out the world's first smart trailer. The role requires a strong background in software development, cloud architecture, and governance, as well as experience working with clients and leading a team of engineers.

Technical Program Manager

Company: NinjaTrader

Location: Chicago, IL

Posted Aug 19, 2024

NinjaTrader is a fintech company that empowers active traders to analyze and react to data from leading financial markets. As a Technical Program Manager, you will drive the development of high-quality technology and products, and collaborate with engineering and product development teams.

Supply Planning Analyst

Company: Feastables

Location: Chicago, IL

Posted Aug 19, 2024

Feastables is a startup aiming to create the world's most engaging brand, with a focus on innovation, quality, and transparency. They are seeking a Supply Planning Analyst to support their end-to-end planning function.

Call Center Supervisor, Loan Application Support (Hybrid)

Company: Enova

Location: Chicago, IL

Posted Aug 19, 2024

The job posting is for a Call Center Supervisor role at Enova International, a financial technology company. The role involves overseeing a team of representatives, teaching and mentoring them, and ensuring a quality customer experience. The company offers a range of benefits and perks, including hybrid work arrangements, health insurance, and a sabbatical program.

Data Scientist (Hybrid)

Company: Enova

Location: Chicago, IL

Posted Aug 19, 2024

Enova International is a leading financial technology company that provides online financial services through its AI and machine learning-powered Colossus platform. The company is looking for an Analyst or Data Scientist to join its team, with a focus on developing and testing models for lending criteria and verification procedures.

Web Engineering Manager

Company: Grubhub

Location: Chicago, IL

Posted Aug 19, 2024

Grubhub is a company that values innovation, teamwork, and fun. They are looking for an Engineering Manager to join their Merchant team, who will be responsible for building and maintaining key features for their restaurant partners. The role requires strong leadership skills, technical expertise, and the ability to work with cross-functional teams.

Product Manager, B2C

Company: Vivid Seats

Location: Chicago, IL

Posted Aug 19, 2024

Vivid Seats is a leading online ticket marketplace that connects fans to live events. The company is committed to building products that inspire human connections and has been named one of Built In's top places to work in 2024.

Client Solutions Analyst - Digital Marketing

Company: Kepler

Location: Chicago, IL

Posted Aug 19, 2024

Kepler is a company that prides itself on being a great place to work, with a transparent culture and a focus on employee well-being. The company offers a range of benefits, including unlimited PTO, 401k contributions, and a competitive direct compensation package. The company is also committed to diversity and inclusion, and encourages applicants from all backgrounds to apply.

Senior Marketing Data Analyst

Company: Vivid Seats

Location: Chicago, IL

Posted Aug 19, 2024

Vivid Seats is a leading online ticket marketplace that connects fans to live events. The company is committed to building products that inspire human connections and has been named one of Built In's top places to work in 2024. The Senior Marketing Data Analyst role is responsible for shaping the company's ticket marketplace experience by analyzing customer data and developing actionable insights.

Negotiations Analyst

Company: Beyond Finance

Location: Chicago, IL

Posted Aug 19, 2024

Beyond Finance is a company that helps people escape debt and achieve financial freedom. They are looking for a Negotiations Analyst to join their team, who will be responsible for quality assurance, report building, and functional QC checks.

Director, Tax - North America

Company: Grubhub

Location: Chicago, IL

Posted Aug 19, 2024

Grubhub is a company that values strong relationships, innovation, and teamwork. They offer a range of benefits, including flexible PTO, health and wellness programs, and a generous compensation package. The company is looking for a Director Tax to lead and manage the accounting functions for the US and Canada.

Late-Stage Collections Department Manager (Hybrid)

Company: Enova

Location: Chicago, IL

Posted Aug 19, 2024

The job posting is for a LateStage Collections Department Manager position at Enova International, a leading financial technology company. The role involves overseeing daily activities, driving productivity, and ensuring compliance with consumer protection laws. The company offers a range of benefits and perks, including hybrid work arrangements, health insurance, and a sabbatical program.

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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