Unlimited Pto Jobs in Chicago, IL

16,259 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 Rails Developer - Backend Focus (Hybrid)

Company: Enova

Location: Chicago, IL

Posted Feb 03, 2025

Enova International is seeking a Senior Rails Developer with 4+ years of experience in fullstack development. The role involves working on both older and newer applications, contributing to system scalability and resilience, and collaborating with technical and business stakeholders. The company offers competitive compensation, benefits including health, dental, vision insurance, 401k matching, and a roth option, and a range of perks such as hybrid roles, PTO, paid holidays, sabbatical program, summer hours, and paid parental leave. Enova is a values-driven organization committed to making accessible credit for millions, with a focus on inclusion and employee thriving.

Field Sales Representative (Manheim)

Company:

Location: Peoria, IL

Posted Feb 03, 2025

Pharmacy Technician

Company: CVS Health

Location: Skokie, IL

Posted Feb 03, 2025

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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