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.

Senior Graphic Designer

Company: Wheaton College

Location: Chicago, IL

Posted Jun 16, 2025

Meets with clients to determine design needs and advise on overall strategy, design, feasibility, and production. Bachelor’s degree in art or graphic design.

Project Manager II

Company: ENGIE

Location: Chicago, IL

Posted Jun 16, 2025

A minimum of a bachelor’s degree in Construction Management, Engineering, or related field. ENGIE complies with all federal, state, and local minimum wage laws.

Carpenter/Tiler

Company: Mr. Handyman

Location: Oak Lawn, IL

Posted Jun 16, 2025

Your own iPad and technology support for using our state-of-the-art internal system, ServiceTitan. An office team that answers all calls and helps you take care…

Service Plumber

Company: Deljo Heating and Cooling

Location: Chicago, IL

Posted Jun 17, 2025

Valid driver's license with an insurable driving record. 2+ years of plumbing field experience and installation experience. Willing to invest in tools.

Director, Supply Planning

Company: Havi Supply Chain

Location: Chicago, IL

Posted Jun 16, 2025

Strategic Initiatives: Actively participate in strategic business initiatives from concept to implementation, driving thought leadership, creative problem…

Janitor - Non Union

Company: HHDC

Location: Riverdale, IL

Posted Jun 17, 2025

Provide your own hand tools. May be required to deal with difficult people; expected to handle residents and visitors with calmness, diplomacy, and good social…

Distinguished Data Engineer - Card Technology

Company: Capital One

Location: Chicago, IL

Posted Jun 17, 2025

Ensure the quality of technical design and implementation. Act as a role model and mentor within the tech community, helping to coach and strengthen the…

HEAT TREAT FURNACE OPERATOR

Company: FPM HEAT TREATING

Location: Elk Grove Village, IL

Posted Jun 16, 2025

Monitors all processes, gas flows, temperature times and quench settings. Prepare product and perform operations required to control equipment in accordance…

2nd Shift Metal Stamping Operator/Die Setter

Company: Weiss-Aug – Elk Grove Village, IL

Location: Elk Grove Village, IL

Posted Jun 16, 2025

Inspect work pieces for conformance to specifications, using micrometer or other measuring instruments to verify workmanship standards.

Clinical Pharmacist - Per Diem

Company: Endeavor Health

Location: Chicago, IL

Posted Jun 16, 2025

Provide clinical pharmacy services including drug information, preparing doses and checking work done by a technician prior to dispensing.

Construction Worker

Company: Elezi Painting and Remodeling

Location: Skokie, IL

Posted Jun 16, 2025

Operate basic hand tools and power tools under supervision. Assist skilled tradespeople in the construction process, including carpentry, plumbing, and…

Machine Operator/Assembler

Company: Shades By Matiss

Location: Chicago, IL

Posted Jun 16, 2025

Previous experience in a machine operation is preferred. Strong basic math skills for measurements and calculations. Expected hours: No less than 40 per week.

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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