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 Manager

Company: Canteen Dining Compass Group USA

Location: Wood Dale, IL

Posted May 14, 2025

Opportunities for professional growth and creative input in menu design and kitchen operations. Leverage digital tools to manage recipes, ordering systems, and…

$40+/Hour-Off-Duty/Retired Law Enforcement Security-Chicago Metro

Company: P4 Security Solutions

Location: Chicago, IL

Posted May 13, 2025

Customer service and front desk reception. Deliver professional and courteous customer service to residents, tenants, employees, students, and guests.

CDL- A Intermodal Truck Driver - Company Driver - Home Daily

Company: Forward Intermodal

Location: Chicago, IL

Posted May 13, 2025

12 months of verifiable tractor trailer experience. Forward is hiring Class A CDL Company Drivers in your area to run local/regional intermodal routes between…

Archive Data Analyst

Company: Rush University Medical Center

Location: Chicago, IL

Posted May 14, 2025

The analyst will be involved in all project activities including archive intake, technical execution, operational workflow review, and validation testing to…

Full Stack Engineer - Mainapp

Company: Crypto.com

Location: Chicago, IL

Posted May 13, 2025

Development activities include full stack development, proposing architectural decisions, participating in designs, design review, code review and…

Security Identity Analyst

Company: HUB International

Location: Chicago, IL

Posted May 12, 2025

Contribute with analysis, governance, role mining, and certification operations related to identity management. Willingness to travel up to 10% of working time.

Project Manager

Company: Michael Page

Location: Chicago, IL

Posted May 14, 2025

Bachelors degree in Construction Management or a related field is preferred. Train and develop the Project team and schedule project resources.

Sr. Manager Partner Marketing

Company: Ursus, Inc.

Location: Chicago, IL

Posted May 13, 2025

8+ years global partner marketing experience in the B2B tech sector driving partner marketing pipeline and supporting revenue growth.

Senior Manager Audit

Company: LKQ Corporation

Location: Chicago, IL

Posted May 12, 2025

Develop, plan and manage the delivery of reports to the Leadership Team and the Audit Committee providing an independent assessment of the efficiency and…

HVAC Service Technician

Company: EMCOR Services Team Mechanical, Inc.

Location: Chicago, IL

Posted May 12, 2025

Attend promptly to service calls dispatched through Service and at times direct from customer. Each employee has a responsibility for their own safety, the…

Unarmed Security Officer

Company: Genric, Inc.

Location: Harvey, IL

Posted May 13, 2025

The Security Officer will provide mobile and foot patrol of the property; traffic direction and control; physical security inspections of plant buildings 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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