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.

MIG Welder

Company: Suburban Welding and Steel

Location: Franklin Park, IL

Posted Apr 26, 2025

Welding classes and/or technical training is a plus but not required. Our ideal candidate should be proficient in MIG welding (in and out of position ideally)…

TIG Welder/Fabricator

Company: Suburban Welding and Steel

Location: Franklin Park, IL

Posted Apr 26, 2025

Our ideal candidate should be proficient in all aspects of TIG welding and be able to set and adjust their own machine as needed.

Senior Specialist - Program & Project Management

Company: LTIMindtree

Location: Chicago, IL

Posted Apr 24, 2025

The candidate must lead and manage end-to-end ISO 20022 implementation project, ensuring timely delivery within scope and budget.

Marketing Manager

Company: Insurance Navy

Location: Bridgeview, IL

Posted Apr 23, 2025

Proficiency in graphic design software such as Adobe Photoshop, Illustrator, or similar tools. Proven experience in Marketing, Digital Marketing, or a related…

Stick Welder/Fabricator

Company: Suburban Welding and Steel

Location: Franklin Park, IL

Posted Apr 26, 2025

Our ideal candidate should be proficient in all aspects of Stick welding as well as carbon arc cutting (arc gouging) and be able to set and adjust their own…

Logistics Customer Service Representative

Company: MSC Mediterranean Shipping Company S.A.

Location: Chicago, IL

Posted Apr 25, 2025

Prolonged periods sitting at a desk and working on a computer. Additionally, maintaining accurate logs of all transactions in the company's systems is crucial…

Customer Service Representative

Company: Avenica

Location: Elmhurst, IL

Posted Apr 24, 2025

Have a valid driver’s license and acceptable driving record. Have 1+ year of customer service experience. Assisting with billing questions, scheduling sales and…

Solo OTR CDL-A Truck Drivers: $1,000 Sign On Bonus!

Company: U.S. Xpress

Location: Chicago, IL

Posted Apr 25, 2025

Consistent Miles & Freight with this truck driving job. Flex Fleet drivers must live within 250 miles of a U.S. Xpress terminal. Now with $1,000 Sign On Bonus!

Corporate Tax Accountant

Company: Expansive

Location: Chicago, IL

Posted Apr 24, 2025

Maintain compliance with all multi-state income and franchise tax requirements, including entity-related taxes as well as payroll / employer / employee-related…

Sous Chef

Company: Pizzeria Portofino

Location: Chicago, IL

Posted Apr 26, 2025

Use tact and good judgment when dealing with challenges pertaining to guests, vendors and employees, and respond with patience and courtesy.

MIG/TIG Welder/Fabricator

Company: J & I Tool Company

Location: Franklin Park, IL

Posted Apr 25, 2025

The ideal candidate will be skilled in reading blueprints, interpreting technical drawings, and fabricating metal components to exact specifications.

Sous Chef

Company: Shaw's Crab House

Location: Schaumburg, IL

Posted Apr 24, 2025

Use tact and good judgment when dealing with challenges pertaining to guests, vendors and employees, and respond with patience and courtesy.

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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