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.

Associatel Director of Paid Social

Company: Accelerated Digital Media

Location: Chicago, IL

Posted Sep 17, 2024

Accelerated Digital Media is a self-funded employee-owned digital marketing agency that specializes in performance media management across paid search and paid social channels. The company is looking for an Associate Director of Paid Social to provide strategic direction and leadership for paid social media advertising initiatives.

Sr. Trading Operations Associate - Bilingual - English and Spanish/French/Portuguese

Company: NinjaTrader

Location: Chicago, IL

Posted Sep 17, 2024

NinjaTrader is a dynamic trading platform that empowers traders to take control of their financial destiny. The company is committed to innovation, providing cutting-edge products and services, and has a strong focus on social connection, professional development, and employee recognition.

Sr. Engineering Manager (Trader Engagement, Web)

Company: NinjaTrader

Location: Chicago, IL

Posted Sep 17, 2024

NinjaTrader is a dynamic trading platform that empowers traders to take control of their financial destiny. The company is committed to innovation and has a strong culture of social connection, professional development, and employee recognition.

Security Engineer

Company: Alliant Credit Union

Location: Chicago, IL

Posted Sep 18, 2024

Alliant Credit Union is seeking a Security Engineer in Chicago, IL with a Masters degree in Electrical Engineering or related field. The job requires 6 years of related experience and various skills, including network protocols, firewalls, and security infrastructure management. The company offers competitive benefits, including medical, dental, and vision benefits, paid parental leave, and tuition reimbursement.

Strategic Account Executive - Outside Sales

Company: Grubhub

Location: Chicago, IL

Posted Sep 17, 2024

Grubhub is a company that values innovation, teamwork, and fun. They offer a range of benefits, including a generous PTO policy, health and wellness programs, and a competitive compensation package. The company is looking for sales representatives who are agile, have excellent research skills, and can work well in a team environment.

Senior Software Engineer / Tech Lead

Company: teragonia

Location: Chicago, IL

Posted Sep 17, 2024

Teragonia is seeking a Senior Software Engineer to join their team in Chicago. The company offers a comprehensive career development platform, competitive compensation, and a range of benefits. The job involves leading geographically distributed teams, designing and building scalable applications, and mentoring junior developers.

Sr. Manager of Business Operations & Strategy

Company: NinjaTrader

Location: Chicago, IL

Posted Sep 18, 2024

NinjaTrader is a dynamic trading platform that empowers traders to take control of their financial destiny. The company is committed to innovation and has a strong culture focused on social connection, professional development, and employee recognition.

Senior DevOps / Site Reliability Engineer

Company: teragonia

Location: Chicago, IL

Posted Sep 17, 2024

Teragonia is seeking a DevOps Site Reliability Engineer to join their engineering team. The role involves building, maintaining, and securing highly scalable operational systems across their cloud-based infrastructure. The company offers a comprehensive career development platform, competitive compensation package, and a range of benefits.

Director, Product Management - B2B

Company: NinjaTrader

Location: Chicago, IL

Posted Sep 17, 2024

NinjaTrader is a dynamic trading platform that empowers traders to take control of their financial destiny. The company is committed to innovation and has a strong focus on social connection, professional development, and employee recognition.

Staff Product Manager

Company: Grubhub

Location: Chicago, IL

Posted Sep 17, 2024

Grubhub is a company that values strong relationships, innovation, and teamwork. They are seeking a customer-obsessed Staff Product Manager to improve customer retention and experience. The role requires a passion for problem-solving and a deep commitment to putting the customer at the heart of every decision.

Software Engineer Internship Summer 2025 (Hybrid)

Company: Enova

Location: Chicago, IL

Posted Sep 17, 2024

Enova International is a leading financial technology company that provides online financial services. They are looking for software engineering interns to work on business initiatives and develop top-notch products. The company offers a collaborative environment, training programs, and benefits such as hybrid work arrangements, health insurance, and paid parental leave.

People Operations Specialist

Company: SpotHero

Location: Chicago, IL

Posted Sep 17, 2024

SpotHero is a fast-growing tech company that aims to bring the parking industry into the future through technology. They are seeking a People Operations Specialist to join their team, who will be responsible for maintaining accurate employee records, coordinating employee leave administration, and providing general HR support. The company offers excellent benefits, flexible PTO policy, and opportunities for professional 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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