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.

Associate Brand Manager, Marketing Innovation

Company: Kraft Heinz Company

Location: Chicago, IL

Posted Sep 17, 2025

Bachelor’s Degree (or advanced degree) in Business, Marketing, or related field. Partner with the Marketing & Sales teams to develop compelling product launch…

Analyst or Associate, Information Technology (Data Management)

Company: Adams Street Partners

Location: Chicago, IL

Posted Sep 16, 2025

Additionally, work closely with Information Technology, Investment Teams, Finance, Analytics and Reporting teams to understand current and future data needs,…

Solutions Architect

Company: Rotary International

Location: Evanston, IL

Posted Sep 17, 2025

Work on product technical design and feasibility assessments accounting for technical constraints. Design, develop and implement components and templates in…

Entry-Level Sales Associate (Private & Cargo Aviation)

Company: City Staffing

Location: Chicago, IL

Posted Sep 17, 2025

Months 6–12: Pass internal certification and begin independent sales. Support your mentor’s sales desk while training. B2B sales: 3 years (Preferred).

Social Media Coordinator

Company: Giordano's

Location: Chicago, IL

Posted Sep 16, 2025

Proficiency in social media platforms and tools (Instagram, TikTok, Meta Business Suite, Sprout Social.). Bachelor's degree in Marketing, Business, or a related…

Machine Operator Level 1-2nd Shift

Company: Gold Eagle Co

Location: Chicago, IL

Posted Sep 17, 2025

Relevant experience as a machine operator with basic mechanical skills and aptitude. You’ll also support non-technical tasks such as stacking and packing to…

Systems Engineer - Windows

Company: ComPsych Corporation

Location: Chicago, IL

Posted Sep 17, 2025

Strong communication skills to interact with technical and non-technical stakeholders. The ideal candidate will play a critical role in managing, supporting,…

Custodian

Company: Artis Senior Living of Lakeview

Location: Chicago, IL

Posted Sep 16, 2025

The Housekeeper is responsible for keeping all areas of the community clean, sanitized, and safe for residents, guests, and team members, at all times.

Sr. HR Data Analytics

Company: CF Industries

Location: Northbrook, IL

Posted Sep 16, 2025

Typically uses existing data platforms and tools (ERP/CRM systems, relational or NoSQL databases, data analysis and visualization software) but may also use…

VP Technology Transformation, Project Management Office

Company: J.S. Held LLC

Location: Chicago, IL

Posted Sep 17, 2025

Champion strategic initiatives, including driving enterprise-wide technology solutions, process optimization, and efficiency gains.

Deputy Controller

Company: Paradigm Healthcare

Location: Skokie, IL

Posted Sep 17, 2025

Strong work ethic and commitment to the profession demonstrated by possessing a Certified Public Accountant license and maintaining their certification with…

Graphic Designer

Company: International Fellowship of Christians & Jews, Inc

Location: Chicago, IL

Posted Sep 16, 2025

Stay up to date on digital media standards, software, international design considerations, and design trends. Ability to design for different audiences as well…

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