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.

Associate Brand Manager - Wasa

Company: Barilla

Location: Northbrook, IL

Posted Sep 09, 2025

Bachelor’s degree in Business Administration, Marketing, or a related field (MBA) preferred. Strategic Thinking: Ability to anticipate trends and develop…

Project Manager

Company: Chanen Construction Co.

Location: Downers Grove, IL

Posted Sep 09, 2025

Minimum of five years’ experience in project management including but not limited to dealing with owners and engineers, clients, employees, agency personnel,…

Welder

Company: Toyota Industries

Location: East Chicago, IN

Posted Sep 10, 2025

Knowledge of how to use welding machinery, hand tools, and various shop tool. In this role, will fabricate and repair metal, equipment, parts, and other…

Welder $3000 Sign On Bonus

Company: National Carwash Solutions, Inc.

Location: Bolingbrook, IL

Posted Sep 10, 2025

Must have adequate sight to read blueprints, work orders and other engineering and manufacturing documents. Lay out, position, align and fit together parts of…

Special Education Teacher

Company: Parkland Preparatory Academy

Location: Morton Grove, IL

Posted Sep 10, 2025

Parkland Preparatory Academy, one of Chicago's most innovative and dynamic therapeutic day schools, is seeking Special Education teachers with LBS-1…

Exhibitor Services Representative

Company: SourceOne Events

Location: Elmhurst, IL

Posted Sep 10, 2025

This individual with ensure exceptional customer satisfaction, possess strong organizational skills and play a crucial role in driving future business while and…

Data Scientist

Company: CoinFlip

Location: Chicago, IL

Posted Sep 09, 2025

Stay up to date with the latest data science techniques and tools to continuously improve our data capabilities. A Master’s degree is a plus.

Senior Accountant

Company: Lauterbach & Amen, LLP

Location: Glenview, IL

Posted Sep 09, 2025

CPA or actively pursuing a license. Strong organizations skills and detail-oriented. In addition to an energetic and supportive culture, we offer a competitive…

Senior Software Engineer, Back End (Python, AWS)

Company: Capital One

Location: Chicago, IL

Posted Sep 10, 2025

Collaborate with and across Agile teams to design, develop, test, implement, and support technical solutions in full-stack development tools and technologies.

Project Manager - JOC

Company: F.H. Paschen

Location: Chicago, IL

Posted Sep 10, 2025

Knowledge of construction, design, cost reporting and cash flow management. Develop field quality assurance and quality control plan with Superintendent.

Senior Accountant

Company: The Inland Real Estate Group of Companies

Location: Oak Brook, IL

Posted Sep 10, 2025

The following certification is preferred for this position: Certified Public Accountant (C.P.A.). Research and analyze financial transactions to summarize and…

CNC LATHE MACHINIST

Company: MAH Machine Co., Inc.

Location: Cicero, IL

Posted Sep 09, 2025

We can offer innovative solutions and suggestions for improving product design and manufacturing as well as offer complete full-service project management.

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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