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.

Strategic Account Director

Company: Hireology

Location: Chicago, IL

Posted Nov 15, 2024

Hireology is looking for a Strategic Account Director to join their growing team. The role involves proactively growing the existing customer base through renewals, upselling, and expansions. The company offers a unique culture, unlimited paid time off, and amazing growth opportunities.

Associate Principal, Productivity Enablement

Company: OCC

Location: Chicago, IL

Posted Nov 14, 2024

The job description is for a Productivity Enablement role within the Office of the COO, responsible for driving operational excellence, analyzing business problems, and delivering solutions using Microsoft tools. The role requires experience in business analysis, automation, and communication.

Customer Service Department Manager (Hybrid)

Company: Enova

Location: Chicago, IL

Posted Nov 15, 2024

The job posting is for a Customer Service Department Manager role at Enova International, a leading financial technology company. The role involves supervising call center representatives, driving departmental productivity, and ensuring compliance with lending regulations. The company offers a range of benefits and perks, including hybrid work arrangements, health insurance, and a sabbatical program.

Salesforce Solution Architect - Nonprofit experience

Company: Armanino LLP

Location: Chicago, IL

Posted Nov 14, 2024

Armanino is a company that values its employees' career growth and well-being. They offer a unique work environment where passions and family can overlap. The company is seeking a highly skilled Salesforce Solution Architect with Nonprofit industry experience to join their team.

Actuary

Company: RLI Insurance Company

Location: Peoria, IL

Posted Nov 12, 2024

RLI is a company that values its employees and provides a positive work environment. They offer a range of benefits, including education and professional growth opportunities, diversity and inclusion initiatives, and a total rewards program that includes employee stock ownership. The company also has a strong financial track record and is a Glassdoor Best Places to Work company.

Senior Solutions Engineer (Presales)

Company: Contrast Security

Location: Chicago, IL

Posted Nov 14, 2024

The text describes Contrast Security as a leader in Runtime Application Security, and the job posting for a Solutions Engineer. The company is looking for a talented problem solver with a positive outlook to join their team.

Technology Compliance Specialist (#Hybrid - based at our Chicago HQ near O'Hare Airport)

Company: Alliant Credit Union

Location: Chicago, IL

Posted Nov 14, 2024

The job description outlines the responsibilities of a Technology Compliance Officer, including ensuring compliance with regulations, tracking delivery dates, and developing policies. The role also involves collaborating with cross-functional teams, conducting regular reviews, and staying current with industry regulations. The job offers competitive benefits and a comprehensive compensation plan.

Treasury Senior Associate

Company: Beyond Finance

Location: Chicago, IL

Posted Nov 14, 2024

Beyond Finance is a company that helps people escape debt and achieve financial freedom. They are looking for a Treasury Senior Associate to join their team and facilitate daily treasury operations.

Associate Software Engineer

Company: Arrive Logistics

Location: Chicago, IL

Posted Nov 15, 2024

Arrive Logistics is a technology-driven freight brokerage company that has been recognized for its innovative technology and culture. The company is seeking to hire software engineers who are passionate about technology and collaboration. As a senior software engineer, you will work closely with the product management team to develop solutions that drive the company's growth.

Senior Site Engineer, Operations

Company: Sertifi

Location: Chicago, IL

Posted Nov 13, 2024

Sertifi is a leading technology company that provides a complete agreements platform for the Hospitality and Travel industry. They are seeking a Senior Site Engineer to work on their platform and infrastructure teams.

Manager, Member Care Center - Hybrid

Company: Alliant Credit Union

Location: Chicago, IL

Posted Nov 13, 2024

The Manager role is responsible for leading and directing teams in a contact center to improve efficiency and member experience. The role involves developing employees, improving employee retention, and driving performance management. The job also requires working cross-functionally with other departments to drive a consistent member experience and resolving member escalations.

Mid Market Account Executive

Company: G2

Location: Chicago, IL

Posted Nov 14, 2024

G2 is a company that values its employees and provides a positive work environment. They offer generous benefits, flexible work arrangements, and opportunities for growth and development. The company is committed to inclusivity and diversity, and its employees are encouraged to bring their authentic selves to work.

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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