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.

Senior Web Engineer

Company: Vivid Seats

Location: Chicago, IL

Posted Sep 27, 2024

Vivid Seats is a leading online ticket marketplace that aims to connect fans to live events. The company is committed to building products that inspire human connections and has a strong company culture that empowers employees to embrace challenges and collaborate.

Inside Sales Representative

Company: Beyond Finance

Location: Chicago, IL

Posted Sep 27, 2024

Beyond Finance aims to help Americans escape debt and achieve financial freedom. They are seeking sales representatives to join their team, offering a competitive salary and benefits package.

Actuarial Analyst - Pricing

Company: Argo Group

Location: Chicago, IL

Posted Sep 27, 2024

Argo Group is a leader in specialty insurance with a vibrant culture, offering a flexible workplace, competitive compensation, and opportunities for professional development. The company seeks an Actuarial Analyst Pricing role, requiring a Bachelor's degree in Mathematics, Actuarial Science, or Finance, with 2+ years of actuarial experience.

Web Engineer

Company: Vivid Seats

Location: Chicago, IL

Posted Sep 26, 2024

Vivid Seats is a leading online ticket marketplace that aims to connect fans to live events. The company is committed to building products that inspire human connections and has a strong company culture that empowers employees. The role of a Software Engineer at Vivid Seats involves building and supporting systems responsible for multimillion-dollar monthly revenue, contributing to a robust team culture, and learning and developing best practices in design patterns, code quality, testing, and innovation.

Staff Software Engineer (Cloud)

Company: iManage

Location: Chicago, IL

Posted Sep 27, 2024

iManage is a company that values diversity, inclusivity, and employee well-being. They offer a range of benefits, including flexible work hours, comprehensive health insurance, and a 401k retirement plan. The company is committed to making knowledge work and is looking for people who love a challenge and are passionate about solving problems.

Project Manager, Operational Excellence

Company: Nexamp

Location: Chicago, IL

Posted Sep 27, 2024

Nexamp is a company that is passionate about improving the environment and is looking for a Project Manager to join their team. The role will involve conducting current-state assessments, creating project plans, and managing multiple projects concurrently. The ideal candidate will have 2+ years of professional experience, superior communication skills, and a patient and customer-centric mindset.

Supply Chain Operations Lead_Mandarin Speaking

Company: Chowbus

Location: Chicago, IL

Posted Sep 27, 2024

The Supply Chain Operations Lead is responsible for coordinating and supporting the daily operations of the supply chain. The role involves managing logistics, monitoring inventory levels, and working closely with internal departments to optimize processes and meet deadlines.

Associate Principal, Software Engineer - Infrastructure Engineering

Company: OCC

Location: Chicago, IL

Posted Sep 26, 2024

The Options Clearing Corporation (OCC) is a leading clearing organization that provides clearing and settlement services for options, futures, and securities lending transactions. The company offers a collaborative work environment, tuition reimbursement, and competitive health benefits. The OTSI team is responsible for technology strategy, research, and development, and is seeking an Associate Principal Software Engineer to join their team.

Technical Product Manager

Company: Beyond Finance

Location: Chicago, IL

Posted Sep 27, 2024

Beyond Finance is a company that helps people escape debt and achieve financial freedom. They are looking for a product manager to join their team and help them build new products. The company offers a collaborative work environment, benefits, and opportunities for career development.

Senior Capital Modeling Analyst

Company: Kemper

Location: Chicago, IL

Posted Sep 26, 2024

Kemper is looking for a highly talented and motivated person to join the Economic Capital Modeling team as a Senior Analyst. The team is responsible for creating and presenting qualitative and quantitative analyses that provide critical insights into business and investments performance.

Material Handler - 2nd Shift

Company: Double Good

Location: Chicago, IL

Posted Sep 27, 2024

Double Good is a company that creates joy through its products and social mission. They are looking for a Material Handler to join their growing Shipping Team and offer a range of benefits and perks to their employees.

Counsel - Labor & Employment

Company: PEAK6

Location: Chicago, IL

Posted Sep 27, 2024

PEAK6 is a leading investment firm that uses technology to find a better way of doing things. The company is committed to creating a diverse environment and is proud to be an equal opportunity employer.

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.

Related Pages