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.

Staff SDET

Company: SpotHero

Location: Chicago, IL

Posted Apr 11, 2023

SpotHero is seeking detail-oriented, empathetic individuals passionate about building excellent products. The role involves writing readable, performant, and maintainable code, preferably in Python. The candidate will design, implement, and expand testing frameworks, conduct code reviews, and ensure data integrity. SpotHero is a rapidly growing company using cutting-edge technology to bring the parking industry into the future. They offer competitive benefits, a flexible work environment, and opportunities for growth.

Business Analytics Senior Associate

Company: Foursquare

Location: Chicago, IL

Posted Apr 12, 2023

The text describes a job posting for a Senior Business Analytics Associate at Foursquare. The role involves providing data-driven analysis and measurement to support the Go-to-Market, Finance and Operations organizations. The candidate should have advanced Excel skills, excellent data analytics skills, and a proven track record of problem-solving. The position requires working with cross-functional teams and managing multiple initiatives simultaneously.

Associate Account Manager, Partnerships

Company: Grubhub

Location: Chicago, IL

Posted Apr 13, 2023

The text describes a job opportunity for an Account Manager role at Grubhub. The role involves serving as the main point of contact for Grubhub Enterprise Marketplace franchise group accounts, developing successful client partnerships, and managing account information in Salesforce. The ideal candidate should have experience in account management, sales, or working with large clients. The role requires strong communication skills, both verbal and written, and the ability to work independently and as part of a team. Grubhub offers a generous amount of time off, excellent benefits, and opportunities for growth. The company values diversity and equal opportunity.

Senior Salesforce Administrator

Company: SpotHero

Location: Chicago, IL

Posted Apr 12, 2023

SpotHero, a parking reservation service, is seeking a Senior Salesforce Administrator with 3-5 years of experience. The role involves managing Salesforce administration, development, and security, collaborating with various teams, and providing technical guidance. The ideal candidate is analytical, motivated, inquisitive, organized, a strong communicator, scalability-minded, adept with change management, collaborative, security-minded, and technically capable. SpotHero offers excellent benefits, flexible PTO, an annual parking stipend, and a collaborative atmosphere. The position is located in Chicago, IL or Toronto, ON.

Legal Externship

Company: Enova

Location: Chicago, IL

Posted Apr 13, 2023

Enova is seeking to establish an externship program for law students interested in in-house practice. The program is modeled after a law firm summer associate program and offers a collaborative environment with direct exposure to all members of the Legal Department. Externs will work on various projects, including providing general advice on legal implications, researching regulatory issues, and drafting contracts. The program requires 16 hours of work per week and is offered to 2L and 3L law students.

VP of Sales, Land

Company: Upwork

Location: Chicago, IL

Posted Apr 13, 2023

Upwork is seeking an experienced Vice President of Enterprise Sales to lead the Sales team and provide direct leadership to the Enterprise Land Sales teams. The role involves developing plans and strategies for acquiring business, creating a culture of continued success, creating and executing against a sales forecast, defining and overseeing sales staff compensation and incentive programs, defining and coordinating sales training programs, managing customer expectations, defining and deploying best practice prospecting methodologies, partnering with marketing for Sales Development/Lead Generation, monitoring and reporting on lead quota attainment, defining the characteristics of a successful sales team, rolling up sleeves to prospect and help close deals, and playing a critical role in ensuring tight coordination and collaboration across Sales, Solutions, and Services.

Frontend Engineer

Company: SpotHero

Location: Chicago, IL

Posted Apr 12, 2023

SpotHero is seeking a Front End Engineer to work on their flagship consumer products. The role involves collaborating with product designers, fellow engineers, and data scientists to iterate on experiments and product features. The candidate should have experience with React, HTML5, CSS, SASS, SCSS, and JavaScript. The company offers excellent benefits, a flexible PTO policy, and a learning budget. They are recognized as a great place to work for women under 35 by Crain's Chicago Business.

Full Stack Developer

Company: AdAction

Location: Chicago, IL

Posted Apr 13, 2023

AdAction is looking for a Full Stack Developer to join their team. The company is innovative and driven, with a focus on technology and excellence. The role involves designing, implementing, and delivering software features, as well as collaborating with other developers and team members.

Senior Consultant, Salesforce

Company: West Monroe

Location: Chicago, IL

Posted Apr 13, 2023

This is an opportunity to join West Monroe as a Senior Consultant within their Customer Solutions practice. You will collaborate with clients to establish the project vision, analyze business requirements, design Salesforce solutions, manage projects and lead Salesforce implementations. The role offers competitive total rewards, including a salary range based on proximity to West Monroe offices, and a comprehensive benefits package.

Customer Account Representative

Company: MoLo Solutions

Location: Chicago, IL

Posted Apr 13, 2023

The Customer Account Representative position at MoLo is a development role within the Account Management department, focusing on small to medium-sized businesses. The role involves working with a team to support inbound truckload quote/customer service requests, learning freight fundamentals, and collaborating with internal stakeholders. The position offers a competitive salary, variable commission structure, and comprehensive benefits. It is located in MoLo's new headquarters in Chicago's Fulton Market District.

Associate Principal, Security Governance (GRC)

Company: OCC

Location: Chicago, IL

Posted Apr 12, 2023

The Associate Principal, Security Governance is responsible for driving information security initiatives, leading policy development, and ensuring compliance with regulatory and legal rules. They will work closely with various departments to manage self-testing efforts and improve the organization's risk control environment.

System Administrator

Company: HealthJoy

Location: Chicago, IL

Posted Apr 13, 2023

HealthJoy is a remote-first employer offering a comprehensive benefits package, competitive salary, and a commitment to equal pay and opportunity. The company is growing and seeking a People Team member to support business units and deliver solutions.

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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