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.

Marketing Manager - Paid Search/SEM

Company: Grubhub

Location: Chicago, IL

Posted Apr 18, 2023

Grubhub is a company that values innovation, teamwork, and fun. They are looking for an analytical and energetic Manager of Paid Search to lead their paid search campaigns and drive growth. The company offers a range of benefits, including flexible PTO, health and wellness programs, and a generous compensation package.

Customer Success Manager, Manufacturing

Company: Kalderos

Location: Chicago, IL

Posted Apr 15, 2023

None Found

Senior Integrated Project Manager

Company: IPG DXTRA

Location: Chicago, IL

Posted Apr 15, 2023

Golin Dallas is seeking a Senior Project Manager to join their team. The ideal candidate will have experience managing multiple integrated projects across one or multiple accounts. The role involves partnering with various internal teams to drive best-in-class solutions for clients. The successful candidate will be expected to manage complex internal coordination, strategic coordination, and identification of delivery issues. They will also be responsible for rapid timeline creation, client point of contact for timeline and delivery items, and partnering with designers, art directors, and copywriters to deliver digital content at pace.

Field Sales Account Executive

Company: 7shifts

Location: Chicago, IL

Posted Apr 17, 2023

7shifts is a team management software platform for the restaurant industry, used by 1 in 15 restaurant workers and over 35,000 restaurants. The company aims to simplify team management and improve performance, with a long-term vision of reimagining hiring for hospitality. The Field Sales Account Executive role involves prospecting, selling, and executing field sales initiatives to drive brand awareness, customer sign-ups, and retention. The role requires building an inclusive work environment and staying updated on product value propositions and competitive landscape.

Senior Product Marketing Manager

Company: Keeper Security, Inc.

Location: Chicago, IL

Posted Apr 18, 2023

Keeper is hiring a Senior Product Marketing Manager to join their Marketing team. The role involves marketing knowledge, messaging, segment experience, and supporting sales and marketing. The candidate should have Cybersecurity SaaS-focused experience and be results-driven. Keeper offers benefits, bonuses, and a generous PTO plan.

Operations Strategy Associate

Company: Avant

Location: Chicago, IL

Posted Apr 18, 2023

The Operations Strategy Associate role at Avant involves developing and executing strategies across various areas, challenging the status quo, and optimizing processes for the full customer lifecycle. The position requires strong problem-solving skills, collaboration, and experience with SQL, R, and Python. Avant offers a positive work environment with great perks and benefits.

Associate, Marketing (SEM/Paid Search)

Company: Grubhub

Location: Chicago, IL

Posted Apr 18, 2023

Grubhub is looking for a curious and analytical Associate of Paid Search for their B2B and Driver businesses. The role involves executing paid campaigns, optimizing campaigns, creating and analyzing reports, collaborating with team members, and influencing strategic planning. The ideal candidate has 2+ years of experience managing multi-million dollar paid search accounts and a proven track record of executing paid search optimizations.

Senior Associate, Business Analysis

Company: OCC

Location: Chicago, IL

Posted Apr 18, 2023

The individual will be a member of an Agile development team, responsible for day-to-day administration of Enterprise Solutions and working with stakeholders to ensure operational needs are met. They will work with the Agile team to understand where Tier-3 knowledge can be moved down to a dedicated support team and ensure the right knowledge artifacts exist to meet operations. The person will handle day-to-day administration over the Enterprise Technology platforms and troubleshoot issues. They will work with the Agile team to ensure quality solutions are met and customer satisfaction is achieved.

Designer – Digital/Motion Graphics

Company: IPG DXTRA

Location: Chicago, IL

Posted Apr 15, 2023

Golin is looking for a Digital Designer with 3+ years of experience to work on various clients and projects. The ideal candidate is passionate about making people say 'wow' through their work, has experience with Adobe Creative Suite, and is social-first. The company offers a range of benefits, including unlimited time off, and a culture built around happy people who are the best at what they do.

Origination Strategy Manager - Operations Strategy

Company: Avant

Location: Chicago, IL

Posted Apr 18, 2023

The job description outlines a role as the Origination Strategy Manager, responsible for executing originations strategy, optimizing processes, and managing initiatives. The position requires strong analytical skills, experience in management consulting or business operations, and excellent communication skills. The company, Avant, values authenticity, collaboration, and problem-solving. They offer competitive benefits and a flexible work environment.

Manager, Training

Company: Grubhub

Location: Chicago, IL

Posted Apr 16, 2023

Grubhub is a company that values innovation, teamwork, and fun. They are looking for a Care Training Manager to lead a team of learning professionals and develop training curriculums. The company offers a range of benefits, including flexible PTO, health and wellness programs, and opportunities for career growth.

Marketing Associate, Small Business Portfolio / CRM (Hybrid)

Company: Enova

Location: Chicago, IL

Posted Apr 17, 2023

The job posting is for a Digital Portfolio Marketing Associate to build customer relationships and drive existing customer portfolio performance. The role requires managing email and SMS marketing campaigns, identifying target audiences, and collaborating with internal stakeholders and vendors. The position offers benefits and perks such as flexible work schedule, health insurance, PTO, and paid holidays. Enova International is a leading financial technology company that provides online financial services through its AI and machine learning-powered Colossus platform.

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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