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.

Principal Platform Engineer

Company: NinjaTrader

Location: Chicago, IL

Posted Aug 23, 2024

NinjaTrader is a fintech company that offers a platform for active traders to analyze and react to data from financial markets. They are seeking a Principal Engineer to join their Platform team to help scale their infrastructure and optimize cloud resources.

Director, Product Management - B2B

Company: NinjaTrader

Location: Chicago, IL

Posted Aug 23, 2024

NinjaTrader is a fintech company seeking a Product Director to lead their B2B trading services business. The ideal candidate will have experience in product management, leadership, and technical skills. The company offers a range of benefits and is committed to equal employment opportunity.

People Operations Specialist

Company: SpotHero

Location: Chicago, IL

Posted Aug 23, 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.

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

Company: NinjaTrader

Location: Chicago, IL

Posted Aug 23, 2024

NinjaTrader is a fintech company that empowers active traders with its award-winning platform. The company is looking for a Senior Trading Operations Associate to provide trader-related assistance to its brokerage customers.

Manager of Reinsurance Accounting

Company: Argo Group

Location: Chicago, IL

Posted Aug 23, 2024

Argo Group is a leader in specialty insurance with a vibrant culture and offers a range of benefits and opportunities for employees. The company is looking for a Manager of Reinsurance Accounting to join their team.

Senior Bilingual Copywriter

Company: Enova

Location: Chicago, IL

Posted Aug 23, 2024

The job posting is for a Partner Success Manager role at Enova International, a financial technology company. The role requires building and maintaining relationships with partners, driving performance improvements, and improving processes. The ideal candidate has experience in customer success, excellent communication skills, and project management skills.

Strategy and Business Analytics Experienced Consultant, TTS, Data

Company: West Monroe

Location: Chicago, IL

Posted Aug 23, 2024

West Monroe is looking for a Strategy and Business Analytics Experienced Consultant to join their Technology and Experienced practice. The role involves working on technology M&A due diligence projects, assessing technology landscapes, and formulating strategic investment summaries.

Central Operations Manager, Implementation

Company: Chowbus

Location: Chicago, IL

Posted Aug 23, 2024

Chowbus is a fast-growing food startup that aims to help diners discover new dishes and support traditional restaurants. The company is looking for a Central Operations Manager to oversee projects and initiatives related to its POS business, and is offering a range of benefits and perks to its employees.

Associate Technical Product Manager

Company: Beyond Finance

Location: Chicago, IL

Posted Aug 23, 2024

Beyond Finance is a company that helps people escape debt and achieve financial freedom. They are looking for an Associate Product Manager to join their team and help them grow and scale their business.

Sr. Engineering Manager (Trader Experience, Web)

Company: NinjaTrader

Location: Chicago, IL

Posted Aug 23, 2024

NinjaTrader is a fintech company that offers a platform for active traders to analyze and react to data from financial markets. They are seeking a Sr Engineering Manager to lead their Trader Experience team, with a focus on building a client-centric web experience.

Senior Product Manager, Analytics (Hybrid)

Company: Enova

Location: Chicago, IL

Posted Aug 23, 2024

Enova International is a leading financial technology company seeking a Senior Product Manager to help shape the future of their SMB lending products and platforms. The role involves collaborating with leadership, driving product roadmaps, and partnering with Agile Engineering teams.

Senior Bilingual Copywriter

Company: Pangea Money Transfer

Location: Chicago, IL

Posted Aug 23, 2024

Pangea is seeking a talented creative and highly collaborative Bilingual Copywriter to contribute to the marketing success of the company. The role involves writing creative and targeted copy for various projects, including CRM campaigns, paid media ads, and social media. The ideal candidate will have a bachelor's degree in English, Journalism, or Advertising, and 5+ years of copywriting experience in English and Spanish.

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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