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.

International Tax and Transaction Services - Transaction Tax Advisory Manager

Company: EY

Location: Chicago, IL

Posted Apr 10, 2025

You’ll be advising clients throughout the transaction lifecycle on key drivers to increase value and reduce the risks and uncertainty inherent in transactions.

Retail Paint Sales Associate - Hinsdale

Company: JC LICHT

Location: Hinsdale, IL

Posted Apr 10, 2025

Answer customer telephone calls promptly and in an appropriate manner per company guidelines. Assist store managers with outside sales calls when necessary.

HVAC Technician

Company: Seven Executive

Location: Chicago, IL

Posted Apr 10, 2025

Respond to emergency customer calls (on-call approximately one week every 1-2 months). Minimum 4 years of HVAC field experience (chiller experience preferred).

CDL A Local Owner Operator Truck Driver

Company: IMC Logistics

Location: Cicero, IL

Posted Apr 10, 2025

At IMC Logistics, we encourage our CDL-A truck drivers to work hard while also making time for their loved ones. Gross $3,500-$4,500 per week.

Digital Marketing Acquisition Manager

Company: KeyBank National Association

Location: Chicago, IL

Posted Apr 09, 2025

Set affiliate marketing strategy for checking and credit cards. Coordinate creative and landing page updates, and providing input on design and strategy.

General Laborer

Company: Infinity Remodeling

Location: Lombard, IL

Posted Apr 07, 2025

We specialize in residential remodeling (kitchens, basements) and light commercial remodeling— including interior framing, tiling, light electrical, light…

Electrician

Company: Source Solar

Location: Chicago, IL

Posted Apr 10, 2025

Hanging combiner panels, disconnects, back feeding breakers, installing taps, main panel upgrades, meter relocations, battery install and finally, commissioning…

CDL A Independent Contractor

Company: IMC Logistics

Location: Oak Lawn, IL

Posted Apr 10, 2025

Refer your friends to IMC Logistics and get paid! At IMC Logistics, we encourage our CDL-A Independent Contractors to work hard while also making time for their…

Journeyman Plumber

Company: Renuity

Location: Bensenville, IL

Posted Apr 08, 2025

Previous technical and trade experience (5+ years). Current and valid Journeyman Plumbing License in Posted State is required. Competitive Pay: $55-60/hr.

Registered Nurse 11-7 Night Shift

Company: Alden Lincoln Park Rehabilitation and Health Care Center

Location: Chicago, IL

Posted Apr 11, 2025

Must possess a current, unencumbered license to practice as a RN or LPN in the State of Illinois and/or Wisconsin. Nursing assessment of change of condition.

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.

Related Pages