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.

Electrician

Company: International Paper (Illinois)

Location: Northlake, IL

Posted Jul 03, 2025

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

Mid Shift Custodian - Julian Middle School

Company: Oak Park Elementary School District 97

Location: Oak Park, IL

Posted Jul 03, 2025

Sets up and breaks down chairs, tables and equipment in meeting rooms, and functional rooms. Under the direct supervision of the Senior Director of Buildings &…

Treasury Accountant

Company: Google

Location: Chicago, IL

Posted Jul 03, 2025

Support cash and other short-term liquid asset classes from project implementation through monthly accounting and reporting cycles.

Internal Audit Business Process Senior Specialist

Company: Amrize Building Materials US

Location: Chicago, IL

Posted Jul 03, 2025

Field of Study Preferred: Accounting, Corporate Governance, Business Administration, or related field. Data Analytics Tools: Experience with data analysis and…

Low Voltage Project Manager

Company: Corporate Resources, Ltd.

Location: Chicago, IL

Posted Jul 03, 2025

Valid driver’s license and ability to travel to project sites as needed. Proficiency in project management tools and methodologies.

Hospice Registered Nurse $10,000 Bonus

Company: Residential Home Health and Hospice

Location: Chicago, IL

Posted Jul 03, 2025

Current driver’s license and ability to spend ~20% of your day driving to/from patient locations. RN license in the state you work.

WMS Project Manager (HYBRID: $110-140K)

Company: #twiceasnice Recruiting

Location: Chicago, IL

Posted Jul 03, 2025

Lead end-to-end delivery of warehouse automation projects, from design to implementation. Technical/automation solutions implementation: 3 years (Required).

Pre-K Teacher, Type 04/PEL

Company: South-East Asia Center

Location: Chicago, IL

Posted Jul 03, 2025

Deliver a research‑based early learning curriculum aligned with Illinois state standards and SEAC’s Bridge‑building and cross‑cultural teaching philosophy.

Senior IT Compliance Analyst

Company: Amrize Building Materials US

Location: Chicago, IL

Posted Jul 03, 2025

Ability to clearly articulate compliance requirements and gather necessary information from both technical and non-technical teams.

Owner Operator Truck Driver

Company: Cargomaxx Express, Inc

Location: Bensenville, IL

Posted Jul 03, 2025

Driver must have own IFTA and Plate. Company and Dispatchers treat drivers with Respect! Paid Bobtails / Detention / Accessorial Charges.

Water & Sewer Worker I

Company: Village of Oak Park

Location: Oak Park, IL

Posted Jul 03, 2025

License or Certificate:* Possession of or ability to obtain appropriate, valid B CDL drivers license, with air brake endorsement within the first six months of…

Heating, Ventilation, and Air Conditioning Technician

Company: The Fair Plumber

Location: Elmhurst, IL

Posted Jul 03, 2025

Valid driver’s license with a clean driving record. EPA certification (Type II or Universal). Strong knowledge of furnaces, air conditioners, heat pumps,…

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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