Generous Paid Time Off Jobs in Chicago, IL

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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.

Treasury Management Officer - Commercial Term Lending

Company: JPMorganChase

Location: Chicago, IL

Posted Mar 01, 2025

The job description is for a Treasury Management Officer in Commercial Banking. The role involves generating new treasury management business, maintaining client relationships, and developing a localized market and product strategy. The ideal candidate should have 6+ years of cash management sales and relationship management experience, strong selling and negotiation skills, and knowledge of Treasury Service products. The role requires excellent communication skills, time management, and the ability to build strong relationships with clients and colleagues. The company offers a competitive total rewards package and values diversity and inclusion.

Compliance Manager

Company: Beyond Finance

Location: Chicago, IL

Posted Mar 01, 2025

Beyond Finance, a Chicago-based organization, is seeking a Compliance Manager to help maintain effective dialogue with stakeholders, deliver high-quality guidance, and perform assurance activities. The role involves managing regulatory examinations, implementing RegTech solutions, and promoting a compliant culture. The ideal candidate should have at least 2 years of compliance experience, strong communication skills, and knowledge of financial services regulations. Beyond Finance offers a collaborative work environment, competitive benefits, and opportunities for career growth.

Account Executive

Company: Snap! Mobile

Location: Chicago, IL

Posted Mar 01, 2025

Snap Mobile Inc, established in 2014, has significantly contributed to athletics and activities programs across the country by raising over $950 million for more than 150,000 groups and teams. The company offers various solutions such as Snap Raise, Snap Insights, Snap Store, FanX, Snap Manage, and Snap Spend. As an Account Executive, you will drive business growth, establish relationships with schools and organizations, and represent Snap Mobile at events. The role requires 2+ years of sales experience, and the company offers a competitive compensation package including a base salary of $40K and an average OTE of $70K in the first year.

AI/ML Developer - AI Trainer

Company: DataAnnotation

Location: Chicago, IL

Posted Mar 03, 2025

A bachelor’s degree (completed or in progress). Proficiency in at least one of the following programming languages or frameworks: JavaScript, TypeScript, Python…

Intern, Client Services (CHI)

Company: Kargo

Location: Chicago, IL

Posted Mar 01, 2025

Kargo, a leading company in crossscreen ad experiences, is offering a 10-week internship in Client Services in Chicago, IL. The intern will support the team in all aspects of the campaign life cycle, from pre-sales to post-sales. The role involves participating in creative brainstorms, initiating campaign details, supporting client-facing tasks, tracking campaign performance, and organizing client events. The ideal candidate is a rising undergraduate senior or postgraduate student with interest in media technologies, proficiency in MS PowerPoint, Excel, and Photoshop, strong attention to detail, and excellent organizational skills.

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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