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.

Extrusion Process Technician-Nights

Company: Pactiv Evergreen

Location: Bedford Park, IL

Posted Jun 11, 2025

Two or four year technical degree or certification. Good understanding of mechanical and electrical principles and applications. 401K with a company match.

LSI Program Manager

Company: The University of Chicago

Location: Chicago, IL

Posted Jun 11, 2025

Enthusiasm for leadership development and social impact – twin driving forces of LSI. Minimum requirements include a college or university degree in related…

Armed Security Officer #709 - Part-Time

Company: Stark Security Inc

Location: Chicago, IL

Posted Jun 10, 2025

Ensure that guests sign in upon arrival and exit. Make guests aware of rules that must be adhered to. Occasional – reaching, stooping, climbing, balancing,…

SOX Governance Analyst - Global Financial Controls

Company: Northern Trust Corp.

Location: Chicago, IL

Posted Jun 11, 2025

Assist in developing regular presentations to Management and Audit Committee on relevant topics. Communicate with partners at all levels, developing and…

Manager, Chapter Advancement

Company: American Massage Therapy Association

Location: Evanston, IL

Posted Jun 11, 2025

The Chapter Advancement Manager plays a vital role in supporting the success of AMTA chapter volunteer operations through strategic development, instructional…

Machine Learning Engineer - AI Trainer

Company: DataAnnotation

Location: Addison, IL

Posted Jun 11, 2025

You can work on your own schedule. A bachelor's degree (completed or in progress). You will work with the chatbots that we are building in order to measure…

Residential Electrician

Company: Precision Today

Location: Chicago, IL

Posted Jun 11, 2025

Can pass the Federal background and drug screen; a clean driving record and current driver’s license are ALL a must (Please do not apply if any of these are…

Executive Chef - Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Company: Hilton

Location: Chicago, IL

Posted Jun 11, 2025

Interact with guests and clients to monitor and assess satisfaction trends, evaluate and address issues and make improvements accordingly. What will I be doing?

Construction Laborer

Company: Structural

Location: Schiller Park, IL

Posted Jun 11, 2025

Employees must provide their own reliable transportation to travel to and from job sites. Candidates should have experience working in Industrial Plants and…

Program Manager, Climate Impact Lab

Company: The University of Chicago

Location: Chicago, IL

Posted Jun 11, 2025

Master’s degree in economics, climate science or policy, public policy, environmental science or policy, or a related field.

Millwork Carpenter-2nd shift

Company: Ameriscan Designs

Location: Bellwood, IL

Posted Jun 10, 2025

High School diploma or GED; additional training or certification in carpentry or a related field is preferred with 3+ years of experience in custom millwork,…

Staff Accountant (Costing)

Company: Handi-foil Corp

Location: Wheeling, IL

Posted Jun 11, 2025

2+ years of experience in Accounting field. Conducting cost and pricing analysis and preparing management reports. Assist with maintaining Costing Templates.

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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