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.

Solution Architect

Company: OpenGov

Location: Chicago, IL

Posted Sep 26, 2024

OpenGov is a company that is passionate about its mission to power more effective and accountable government. The company is led by a mission-driven CEO and has a strong culture of innovation and growth. The company offers a range of benefits and perks to its employees, including unlimited PTO and a parental leave policy.

Account Executive - Chicago

Company: Zen Educate

Location: Chicago, IL

Posted Sep 25, 2024

Zen is an ed-tech startup revolutionizing the way schools find staff, saving them millions of dollars. They're looking for a top-performing sales professional with 4+ years of experience to join their rapidly growing US team. The role involves cold calling, securing appointments, and managing the full sales cycle. Opportunities for travel and career growth are abundant. Zen values diversity and inclusion, fostering a culture where everyone's unique traits and perspectives are respected.

UX Writer, Product Content Design

Company: NinjaTrader

Location: Chicago, IL

Posted Sep 26, 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.

Program Manager

Company: Grubhub

Location: Chicago, IL

Posted Sep 25, 2024

Grubhub is a company that values innovation, teamwork, and fun. They offer a range of benefits, including flexible PTO, health and wellness programs, and a competitive salary range. The company is looking for a program manager to lead complex cross-functional programs and drive business strategy.

Technical Program Manager

Company: NinjaTrader

Location: Chicago, IL

Posted Sep 26, 2024

NinjaTrader is a dynamic trading platform that empowers traders to take control of their financial destiny. With cutting-edge products and services, they provide a community of likeminded traders and a dynamic culture focused on social connection, professional development, and employee recognition.

Business Development Representative

Company: West Monroe

Location: Chicago, IL

Posted Sep 26, 2024

West Monroe is seeking a Business Development Representative to join their Go To Market team. The role involves generating new business through omnichannel communications with potential clients, identifying and originating new sales opportunities, and achieving sales goals. The company offers competitive compensation, including an uncapped commissions structure and benefits packages.

Associate Principal, Corporate Finance GRC

Company: OCC

Location: Chicago, IL

Posted Sep 25, 2024

The job description is for a role in governance, risk management, and compliance, requiring excellent time management, organizational, and communication skills. The role involves developing and leading initiatives to promote continuous process and control improvement, and collaborating with various teams and external partners.

Account Manager - Distributor Management

Company: C.A. Fortune

Location: Chicago, IL

Posted Sep 26, 2024

CA Fortune is a consumer brands agency that aspires to maintain its position as the nation's leading agency. They offer comprehensive solutions to clients and are committed to living out their values. The company is looking for an Account Manager to establish and grow relationships with client and distributor partners.

Sr Software Engineer Web

Company: Grubhub

Location: Chicago, IL

Posted Sep 25, 2024

Grubhub is looking for an engineer to join the Diner Bottom of Funnel team to improve the diner experience. The team is responsible for building features that enable customers to navigate menus and process payments. The role requires experience in web development, React, and JavaScript, as well as strong computer science fundamentals.

Senior Manager, M&A Transaction Advisory (Consumer & Industrial products)

Company: West Monroe

Location: Chicago, IL

Posted Sep 26, 2024

West Monroe is seeking a Senior Manager to join their growing Mergers and Acquisitions team. The role involves leading teams, supporting private equity funds, and driving the development of methodologies and approaches to client delivery.

Senior Compliance Analyst (Sales Practice)

Company: Apex Fintech Solutions

Location: Chicago, IL

Posted Sep 25, 2024

Apex Fintech Solutions is a company that powers innovation and digital wealth management, with a focus on empowering companies to change the world. They are seeking a Senior Compliance Analyst to join their dynamic team, with a strong emphasis on diversity, equity, and inclusion.

Sr. Director, Dealership Partnerships

Company: Affinitiv

Location: Chicago, IL

Posted Sep 26, 2024

Affinitiv is a leading provider of marketing and software solutions for the automotive industry. They are seeking a Sr Director Dealership Partnerships to build relationships with dealer group executives and drive sales 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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