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.

Sr. Project Manager

Company: Upfront Healthcare

Location: Chicago, IL

Posted Mar 22, 2023

Upfront Healthcare is seeking a Senior Project Manager to drive high-quality software implementations and provide value to healthcare system clients. The role involves developing project plans, monitoring progress, problem-solving, and documenting results. The candidate should have 5+ years of project management experience, 2+ years of software implementation experience, and strong communication skills.

Multimedia Producer

Company: Everspring

Location: Chicago, IL

Posted Mar 22, 2023

The Learning Design team at Everspring is a collaborative group of instructional designers, faculty engagement specialists, quality assurance professionals, and creative services experts. They are dedicated to creating innovative online courses for university partners and designing interactive digital content for various purposes. The Multimedia Producer position, which reports to the Associate Director of Creative Services, involves applying post-production techniques, creating multimedia content, and collaborating with stakeholders. The ideal candidate should have a passion for creating outstanding learning experiences, excellent communication skills, and experience working with a wide range of content.

Client Success Manager

Company: SpotOn

Location: Chicago, IL

Posted Mar 18, 2023

SpotOn is seeking a Client Success Manager to join their growing Client Services team. The role involves developing and maintaining relationships with top decision-makers at key clients, project managing developmental tickets, and contributing to the development of product strategies. The company offers a competitive compensation package, including a base pay range of $80,000 - $100,000, and benefits such as medical, dental, and vision insurance, 401k with company match, restricted stock units, paid time off, and more.

Client Services Representative

Company: NinjaTrader

Location: Chicago, IL

Posted Mar 23, 2023

NinjaTrader is a FinTech company offering award-winning software and brokerage services to active traders. They are building products to empower traders to analyze and react to data from global financial markets. The company has a unique employee-centric culture in Chicago. The role involves helping customers with account and technology-related issues, educating customers about NinjaTrader products, and collaborating with internal teams. The ideal candidate has customer service experience, excellent computer skills, and prior experience with CRM software and customer service ticketing software.

Director, Property Advisory

Company: VTS

Location: Chicago, IL

Posted Mar 20, 2023

The text describes a leadership role within the Customer Success organization of a commercial real estate technology platform. The Director, Property Advisory is responsible for leading a large, global team, developing a customer success playbook, and driving high-performing and standardized services. They must have experience with large-scale projects, client/post-sales experience, and the ability to operate independently and iterate on improvements. The role requires strong communication skills, project management, and the ability to think strategically and drive business team direction. The candidate should be passionate about improving customer experience and managing change hands-on.

Strategic Partnerships Associate (Co-Brand/Funding Partners)

Company: Avant

Location: Chicago, IL

Posted Mar 18, 2023

Avant is seeking a strategic partner development team member to work with external partners and internal stakeholders to drive business growth and optimization. The role requires strong analytical and communication skills, with experience in FinTech, consumer financial services, and/or management consulting.

Director, Risk and Control

Company: OCC

Location: Chicago, IL

Posted Mar 17, 2023

The text describes the role of the Director - Risk and Control in the Corporate Risk department, which is responsible for identifying, overseeing, and challenging risks to ensure internal controls are designed, documented, and executed. The role involves working with stakeholders, reviewing policies and controls, representing the department in working groups, and providing support for senior management and Board reporting. The Director is also expected to work with stakeholders to understand business processes, supporting documentation, and technology to identify and document their processes and activities.

Client Services Representative - Bilingual - English/Portuguese

Company: NinjaTrader

Location: Chicago, IL

Posted Mar 23, 2023

NinjaTrader is a FinTech company offering award-winning software and brokerage services to active traders. They are building products to empower traders to analyze and react to data from global financial markets. The company has a unique employee-centric culture in Chicago. The role involves helping clients with account and technology-related issues, educating customers, and managing customer data using Salesforce. The company offers comprehensive benefits, a fitness center membership, and ongoing training.

Talent Business Partner (HRBP)

Company: West Monroe

Location: Chicago, IL

Posted Mar 18, 2023

West Monroe is seeking a Talent Business Partner to provide leadership, business partnership, and deliver best-in-class solutions. The role involves executing strategic human capital plans, engaging as a trusted talent advisor, leading talent planning, and managing sensitive or complex employment needs. The ideal candidate should have a Bachelor's Degree or equivalent experience, 10+ years in HR, strong analytical skills, and the ability to travel. The company offers competitive total rewards, including medical, dental, vision, and basic life insurance, a 401k plan, employee stock ownership, annual bonuses, unlimited flexible time off, ten paid holidays, and ten weeks of paid parental leave.

Client Services Representative - Bilingual - English/Spanish

Company: NinjaTrader

Location: Chicago, IL

Posted Mar 23, 2023

NinjaTrader is a FinTech company offering award-winning software and brokerage services to active traders. They are building products to empower traders to analyze and react to data from global financial markets. The company has a unique employee-centric culture and is looking for a customer support role to help clients with inquiries, account setup, technical support, and more. The role requires empathy, excellent communication skills, and prior customer service experience.

Accounting Associate, Financial Reporting

Company: Avant

Location: Chicago, IL

Posted Mar 18, 2023

The text is a job description for a Financial Reporting Associate position at Avant. The ideal candidate should have 4+ years of public accounting experience and knowledge of US GAAP. The role involves preparing monthly financial statements, compiling quarterly and annual reports, and assisting in the development of accounting policies. The company values diversity, collaboration, and problem-solving. They offer competitive benefits and a flexible work environment.

Studio Designer - Chicago

Company: Havenly

Location: Chicago, IL

Posted Mar 20, 2023

Havenly is seeking a team member to join their Chicago Interior Define Studio. The role involves expanding the brand story, consulting clients on furnishings and design, and assisting with purchases. The ideal candidate is passionate about design, motivated to exceed sales goals, and eager to be part of a team disrupting the industry. The position requires strong interior design expertise, excellent communication skills, and the ability to manage multiple projects and clients. The company offers a competitive salary, OTE of $70-75,000, and a comprehensive benefits package.

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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