Generous Paid Time Off Jobs in Chicago, IL

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Looking for Generous Paid Time Off jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Generous Paid Time Off position in the Chicago, IL area.

Automation Process Controls Engineer

Company: Linde

Location: Burr Ridge, IL

Posted Jul 29, 2025

The successful candidate will possess a basic understanding of a chemical production processes, process control, proficiency with the process control content of…

Financial Analyst, Cloud Networking, Finance

Company: Google

Location: Chicago, IL

Posted Jul 29, 2025

Analyze data sets and collaborate with business and finance stakeholders to solve difficult, non-routine problems by applying advanced analytics methods to…

Machine Operator

Company: Novolex

Location: Chicago, IL

Posted Jul 29, 2025

Must have experience/strong mechanical background and aptitude. Prepares machine for production by positioning and securing dies, stops, guides, and turntables.

Designer

Company: GoAnimate Inc

Location: Chicago, IL

Posted Jul 30, 2025

Create, design, and develop assets for the Marketing Department, including digital and print advertising, social, email campaigns, trade show displays,…

Night Custodian - Full time

Company: LaGrange School District 105

Location: La Grange, IL

Posted Jul 29, 2025

Full time – 8 hours per day,. Prior experience desirable – experience in a school setting a plus.

Sales Consultant

Company: La-Z-Boy Inc.

Location: Chicago, IL

Posted Jul 29, 2025

Provide support by being responsive to incoming phone calls and emails. Develop and utilize sales skills and principals including approach, rapport building,…

Catering Chef Manager

Company: Aramark

Location: Chicago, IL

Posted Jul 29, 2025

Select and develop recipes as well as standardize production recipes to ensure consistent quality. Train and manage kitchen personnel and supervise/coordinate…

Assistant Head Janitor Local 1

Company: HABITAT COMPANY LLC

Location: Chicago, IL

Posted Jul 29, 2025

Conduct all business in accordance with The Habitat Company’s policies and procedures, state and Federal Laws; e.g. OSHA, ADA, Fair Housing etc.

Accountant

Company: Confidential

Location: Alsip, IL

Posted Jul 29, 2025

Ensure payroll tax compliance across federal and multi-state jurisdictions, including return preparation and timely filing. 401(k) plan with employer match.

Registered Nurse - Bilingual Spanish Required

Company: Oak Street Health

Location: Chicago, IL

Posted Jul 29, 2025

Active Registered Nurse (RN) Licensure in good standing with the applicable state. Qualified applicants with arrest or conviction records will be considered for…

HVAC Mobile Specialist

Company: CBRE

Location: Chicago, IL

Posted Jul 29, 2025

Have a broad knowledge of own job field and some knowledge of several job subject areas within the function. As a CBRE HVAC Mobile Specialist, you will maintain…

Data Scientist

Company: The University of Chicago

Location: Chicago, IL

Posted Jul 29, 2025

Write, Implement, and develop efficient code and machine learning tools and pipelines for data processing and analysis. Advanced degree in computer science.

Frequently Asked Questions

What are the typical salary ranges for Generous PTO roles by seniority?
Entry‑Level PTO Analyst: $55k–$70k; Mid‑Level PTO Manager: $80k–$110k; Senior PTO Director: $130k–$170k. These ranges vary by region and company size.
Which skills and certifications are required for Generous PTO positions?
Core skills: PTO policy design, HRIS configuration (Workday, SAP SuccessFactors), data analytics (SQL, Excel, Power BI), compliance knowledge (FERPA, GDPR). Certifications: SHRM‑CP/SHRM‑SCP, HRIS Certified Professional, Workday HCM Certification, SAP SuccessFactors HCM Certification.
Is remote work available for Generous PTO roles?
Approximately 70% of PTO analyst and benefits coordinator positions allow full‑time remote or hybrid work, especially in SaaS and tech firms. On‑site roles exist for compliance audit positions that require physical access to employee records.
What are the career progression paths in Generous PTO roles?
PTO Analyst → PTO Manager → PTO Director → HR Director / VP of People Experience → Chief People Officer. Each step expands strategic influence from policy design to workforce planning.
What are the current industry trends for Generous PTO?
AI‑driven leave analytics, continuous PTO policies, integration of mental‑health metrics, global time‑zone‑aware accrual systems, emphasis on employee well‑being dashboards. Companies are adopting flexible PTO models to attract and retain talent.

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