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.

BI Analyst

Company: Solina Group

Location: Chicago, IL

Posted Jul 25, 2025

Excellent communication skills to collaborate with technical and non-technical stakeholders. 5+ years of experience in BI, Data Engineering, or a related field.

Senior Digital Marketing Analyst

Company: Mabbly

Location: Chicago, IL

Posted Jul 25, 2025

Lead monthly reporting calls; your dashboards make CEOs nod. Geek out on new AI tools. Mabbly is a full‑service digital marketing and branding agency offering…

Residential Renovation Crew (Fix & Flip / New Construction)

Company: Crawford Construction Corp

Location: Chicago, IL

Posted Jul 25, 2025

Reliable crew with tools, transport, and availability. Must be licensed and skilled in at least one of the core trades above. Paid weekly via direct deposit.

CHICAGO Sports Performance Chef

Company: Pro-Eats LLC/ Chefs for Athletes

Location: Chicago, IL

Posted Jul 25, 2025

_*No resumes reviewed without food portfolio or professional social media links.*_. Flexibility with schedule, menu and recipe development, familiarity with…

Blacksmith & Welder (Skokie)

Company: Chicago Transit Authority

Location: Skokie, IL

Posted Jul 25, 2025

Required to possess the knowledge and skills necessary to use power operated and hand tools including mechanical cutting machines, hydraulic press and…

CNC Machinist/ Programmer

Company: Finzer Roller Inc

Location: Chicago, IL

Posted Jul 25, 2025

Read and interpret blueprints and technical drawings. Ability to interpret blueprints and technical drawings. Repair steel or aluminum cores using CNC lathes.

Project Manager Engineering

Company: CONAGRA

Location: Chicago, IL

Posted Jul 25, 2025

Have external interactions with, but not limited to, equipment vendors, construction contractors, engineering services contractors, local / state / federal…

Sous Chef

Company: Café Ba-Ba-Reeba!

Location: Chicago, IL

Posted Jul 25, 2025

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

State Medicaid Project Manager

Company: NTT DATA

Location: Chicago, IL

Posted Jul 25, 2025

Ability to develop, maintain, review, and manage project plans, communication plans, risk logs, issue logs, and other deliverables essential to effective…

Associate IT Business Analyst

Company: Rush University Medical Center

Location: Chicago, IL

Posted Jul 25, 2025

5.Analyzes the design of technical systems, software expectations, and business models, working with vendors, IT teams and business stakeholders.

Senior Accountant

Company: Geosyntec Consultants, Inc.

Location: Chicago, IL

Posted Jul 25, 2025

Maintain account analysis to support the activity in selected general ledger accounts as documented in the Accounting Policies and Procedures Manual; record any…

Door and Closet Organizer Installer – IMMEDIATE OPENINGS (Your Location)

Company: One Day Doors & Closets of North Chicago

Location: Skokie, IL

Posted Jul 25, 2025

Clean driving record (you will be asked to provide a DMV report if selected for an interview). Closet organizer installation experience is a plus.

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