Generous Paid Time Off Jobs in Chicago, IL

73,229 open positions · Updated daily

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.

Chef de Cuisine

Company: Augments Jobs

Location: Chicago, IL

Posted Aug 02, 2025

Oversee the preparation, cooking, and presentation of high-quality meals for both large and small events, catering services, and hotel guests.

Heating, Ventilation, and Air Conditioning Technician

Company: Going Green Home Solutions LLC

Location: Chicago, IL

Posted Aug 02, 2025

Valid driver's license is required for travel to job sites. Maintain accurate records of service calls, repairs performed, and parts used using smartphone and/…

Hospital Pharmacist, days/evenings - Chicago, Illinois

Company: RPh on the Go

Location: Chicago, IL

Posted Aug 04, 2025

A valid and active Illinois pharmacist license. Doctor of Pharmacy (PharmD) degree, active Pharmacist license, and minimum 1+ years Pharmacist experience…

Lead Business Intelligence Analyst

Company: Caterpillar

Location: Chicago, IL

Posted Aug 02, 2025

REQS: This position requires a master’s degree, or foreign equivalent, in Data Science, Computer Engineering, Industrial Engineering, or related field plus 4…

Electrician

Company: International Paper (Illinois)

Location: Northlake, IL

Posted Aug 02, 2025

Performing electrical, mechanical, pneumatic, hydraulic and other repairs and installations as needed. Reading electrical block diagrams, schematics.

26FT BOX TRUCK DRIVER

Company: Barnette Consulting Group

Location: Chicago, IL

Posted Aug 03, 2025

Based in Las Vegas and operating in all 48 states, we specialize in *dry freight transport*, supporting contracts with *government, municipal, and commercial…

Housekeeper / Laundry / Chef (Fulltime, Live-in)

Company: South Loop Family

Location: Chicago, IL

Posted Aug 03, 2025

Prior experience in food prep, cook/chef can be beneficial but is not required. Chicago, IL 60616: Relocate with an employer provided relocation package (…

Staff Pharmacist Overnight Shift | Inpatient Hospital | Chicago, IL | 13-Week Contract

Company: RPh on the Go

Location: Chicago, IL

Posted Aug 03, 2025

Doctor of Pharmacy (PharmD) degree, active Pharmacist license, and minimum 1+ years Pharmacist experience required. Shift: Overnight, 5 to 7 on / 5 to 7 off.

2025 Data for Good Hackathon - Data Science Analyst - Manhattan, New York

Company: JPMorganChase

Location: Chicago, IL

Posted Aug 03, 2025

You will work on projects focusing on machine learning, business intelligence, data engineering, and visualization, combining your technical skills and…

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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