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.

Head Chef/Kitchen Manager

Company: Garden Chalet Banquets

Location: Worth, IL

Posted Aug 15, 2025

Ability to create cost-saving ordering procedures. Experience supervising kitchen aids and line cooks. Deep knowledge and understanding of food safety and…

RightAngle Technical Architect

Company: Neteffects

Location: Chicago, IL

Posted Aug 15, 2025

The ideal candidate has a strong technical foundation and the ability to engage directly with business stakeholders to deliver scalable, value-driven solutions.

Graphic Designer

Company: Lettuce Entertain You Restaurants

Location: Chicago, IL

Posted Aug 16, 2025

Create and design digital and physical collateral to support restaurant and company branding in a wide range of media, collaborate on ui/ux design, prepare…

Chief Marketing Officer (CMO) Must Have Skilled Nursing Experience

Company: AA Healthcare Management

Location: Skokie, IL

Posted Aug 16, 2025

The incumbent will be responsible for developing and managing productive relationships between the company’s facilities and community hospitals.

Chef de Cuisine - NRO

Company: Amada Restaurants

Location: Chicago, IL

Posted Aug 15, 2025

Associate or bachelor's degree in culinary arts highly preferred. Minimum 3 years culinary leadership experience, preferably in a high profile, culinary driven…

Framing Carpenter

Company: Pauls Framing Pro Inc

Location: Burbank, IL

Posted Aug 16, 2025

Utilize hand tools and power tools effectively for various construction activities. Competent in using hand tools and power tools for various tasks.

Payroll Accountant

Company: Creative Financial Staffing

Location: Chicago, IL

Posted Aug 16, 2025

Maintain and reconcile general ledger accounts including cash and prepaid expenses. Contribute to process improvements and collaborate on special finance…

Marketing Account Manager (Full-Time)

Company: Mainland

Location: Chicago, IL

Posted Aug 16, 2025

This position requires you to have a computer that has fast internet access, where you can participate in video and phone calls as well as complete work.

Retail Scan Associate (Brookfield, IL 60513)

Company: ScanScape

Location: Brookfield, IL

Posted Aug 15, 2025

At least 18 years old with a valid driver’s license. Reliable vehicle with minimum state auto insurance coverage. Competitive Compensation ($16/hr).

Accountant

Company: Ace Hardware Corporation

Location: Oak Brook, IL

Posted Aug 15, 2025

Prepare monthly reporting packages and/or ad-hoc financial analysis, including analysis of current actual results compared to prior period and budget for use in…

EJD Merchandising Program Manager

Company: Emery Jensen Distribution, LLC

Location: Oak Brook, IL

Posted Aug 15, 2025

Emery Jensen Distribution delivers wholesale products and best-in-class service to independent retailers in the Pro Lumber Yards, Home Centers, Paint, Hardware…

Seasonal Parks Laborer

Company: Elmhurst Park District

Location: Elmhurst, IL

Posted Aug 15, 2025

You must be at least 18 years of age with a valid Illinois driver’s license. The district is required by state statute (70 ILCS 1205/8-23) to obtain criminal…

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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