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.

Operations Support Coordinator - Must be local to Chicago, IL (Meraki)

Company: Cisco

Location: Chicago, IL

Posted May 11, 2024

Cisco Meraki is a company that connects people, processes, and technology to simplify the digital workplace. They are looking for an Operations Support Coordinator to join their team in Chicago. The company values diversity, inclusion, and collaboration, and offers a range of benefits to its employees.

Customer Success Manager, Covered Entity Solutions

Company: Kalderos

Location: Chicago, IL

Posted May 11, 2024

Kalderos is a company that is building unifying technologies to bring transparency, trust, and equity to the healthcare community. They are looking for a Customer Success Manager to recruit and lead covered entity stakeholders through the adoption and production use of their drug discount and rebate products and solutions.

Account Support Specialist

Company: Grubhub

Location: Chicago, IL

Posted May 10, 2024

Grubhub is a leading online food ordering platform with over 300,000 restaurants nationwide. The company offers innovative technology, user-friendly platforms, and streamlined delivery. As a Specialist, Account Support, you will work with Tier C/D/E restaurants, providing account management support, and assisting with day-to-day requests. The role requires strong communication skills, problem-solving abilities, and proficiency in using computer applications. Grubhub values a fun culture, teamwork, and diversity, offering competitive compensation, health benefits, PTO, free meals, and opportunities for social impact.

Product Manager II

Company: Grubhub

Location: Chicago, IL

Posted May 10, 2024

Grubhub is seeking a Product Manager II to join the New Verticals Product team. The role involves overseeing integrations for new verticals like Alcohol, Convenience, and Grocery, and improving the catalog, menu, and reporting tools for these brands. The ideal candidate should have a BA/BS in a technical discipline, 2+ years of experience in Agile environments, and strong analytical and communication skills. The role offers a competitive compensation package, flexible PTO, health and wellness benefits, free meals, and opportunities for social impact.

Business Immigration Associate (IV)

Company: Fragomen

Location: Chicago, IL

Posted May 11, 2024

Fragomen offers an exciting opportunity for a Business Immigration Associate to work in a dynamic and challenging environment. The role involves developing expert-level understanding of client base and immigration law, managing assignments independently, and building strong client relationships. The ideal candidate should have a U.S. JD or LLM, be a member of a US State bar or Washington DC bar association, and have 3-5 years of experience. Fragomen values its employees and offers a comprehensive benefits package, including 27 PTO days, medical, dental, and vision plans, a 401K plan with company matching, and more. The salary range for this role is $149,000.00 - $195,000.00.

Investment Specialist

Company: Envestnet, Inc

Location: Chicago, IL

Posted May 11, 2024

Envestnet is hiring an Investment Specialist for its Sales team, with offices in Berwyn, PA, Denver, CO, or Raleigh, NC. The role involves promoting PMC High Net Worth Solutions to advisors, serving as a subject matter expert on investment offerings, and maintaining a deep understanding of PMC's Capital Markets Assumptions. The ideal candidate should have a Bachelor's degree in business or finance, CFA Level 1 or 2, 4-10 years of financial services experience, and strong communication skills. Envestnet offers a competitive compensation package, including health benefits, 401K match, annual bonus incentives, equity, parental stipend, tuition reimbursement, and a wellness program.

Senior Data Platform Engineer

Company: Kin Insurance

Location: Chicago, IL

Posted May 11, 2024

Kin is a direct-to-consumer digital insurer focused on home insurance, offering customizable coverage and excellent claims service. The company leverages data and technology to keep costs down and has been recognized for its workplace culture. The Data Platform team, responsible for data ingestion, processing, and storage, is seeking a skilled data engineer to lead and mentor junior team members. Kin provides comprehensive benefits and the opportunity to work in a high-growth Insurtech company.

Data Steward

Company: Kin Insurance

Location: Chicago, IL

Posted May 11, 2024

Kin is a high-growth Insurtech company that aims to revolutionize home insurance. They prioritize data-driven customization, exceptional claims service, and member satisfaction. The company culture is inclusive and forward-thinking, offering competitive benefits and opportunities for professional growth. The role of a Data Steward involves ensuring data quality, integrity, and security, fostering a culture of data stewardship, and implementing data governance policies.

Lead Analyst, Business Strategy and Insights

Company: Grubhub

Location: Chicago, IL

Posted May 10, 2024

Grubhub is seeking a Business Strategy and Insights Analyst to support strategic decision-making for senior leaders and the Executive Leadership Team. The role involves performing quantitative analyses, collaborating with analytical and business partners, building executive-level presentations, and developing templates and dashboards. The ideal candidate should have a strong quantitative background, excellent communication skills, and the ability to synthesize complex analysis into actionable insights. The role offers a competitive compensation package, flexible PTO, health and wellness benefits, free meals, and opportunities for social impact.

HR Operations Specialist

Company: OpenGov

Location: Chicago, IL

Posted May 11, 2024

OpenGov is a mission-driven technology company that provides cloud software for government entities, aiming to make them more effective and accountable. The company is experiencing record-breaking growth, with over 1,800 governments using their products. OpenGov has been recognized as a Top Workplaces USA award winner and a Forbes America's Best Startup Employer. The Operations Specialist role involves managing onboarding and offboarding processes, ensuring a positive employee experience, and handling administrative tasks. The company offers competitive benefits and a strong, supportive culture.

Community Manager, Online Communities

Company: Ipsos

Location: Chicago, IL

Posted May 11, 2024

The Community Manager role at Ipsos is crucial for connecting clients with online communities, driving engagements, and providing actionable insights. The ideal candidate should have 2+ years of market research experience, CPG industry knowledge, and proficiency in research methodologies. The role involves developing community strategies, moderating discussions, and managing client relationships. Ipsos offers career development, competitive benefits, and a collaborative culture. The company is committed to diversity and equal opportunity.

Office Manager

Company: ALIS by Medtelligent

Location: Chicago, IL

Posted May 10, 2024

Medtelligent, a leading provider of assisted living software, is seeking a tech-savvy Office Manager. The role involves streamlining operations using various software programs, providing administrative support, managing office facilities, and coordinating communications. The ideal candidate should have proven experience in office administration, strong organizational skills, and proficiency in Google Workspace. Benefits include a good work-life balance, competitive salary, comprehensive health insurance, 401k plan, and opportunities for professional development.

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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