Generous Paid Time Off Jobs

1,594,526 open positions · Updated daily

Generous Paid Time Off (PTO) roles are in high demand as companies recognize that ample rest boosts productivity and attracts top talent. Todayโ€™s talent market rewards employers who offer competitive PTO balances, and candidates are actively seeking positions where they can enjoy a healthy workโ€‘life blend without sacrificing career growth.

Typical positions include PTO Analyst, PTO Manager, Benefits Coordinator, and HRIS Specialist. Responsibilities range from designing equitable leave policies in Workday, automating accrual calculations with SAP SuccessFactors, to reporting PTO usage trends using SQL and Power BI dashboards. These roles often intersect with wellness platforms like Officevibe to align leave strategies with employee engagement goals.

Salary transparency is crucial for PTO professionals because it reveals the true value of a role that traditionally hides compensation details. With clear pay ranges, candidates can assess whether a generous PTO package compensates adequately for their time and expertise, ensuring fair market positioning and preventing undervaluation of critical HR functions.

Sr Manager - Solutions Engineering

Company: Twilio

Location: Singapore

Posted Dec 07, 2025

Twilio is seeking a Sr Manager of Solutions Engineering to lead a team in their Communications business. The role involves partnering with sales, cross-functional collaboration, building programs, attracting and developing talent, and leading technical strategy. The ideal candidate has 7+ years of SaaS/CPaaS experience, 3+ years of leadership, and strong communication skills.

Direct Response Marketing Copywriter

Company: The Motley Fool

Location: USA

Posted Dec 07, 2025

The Motley Fool is a financial services company on a mission to make the world smarter, happier, and richer. They are looking for curious and passionate writers to inspire members and prospects to take action towards financial independence. The role of a Direct Response Marketing Copywriter involves developing big ideas, generating fresh concepts, collaborating with teams, testing variations, and contributing to multiple channels.

Senior Consultant

Company: Insight

Location: Remote

Posted Dec 07, 2025

Insight seeks a Bilingual Senior Consultant to join their team, offering remote work, global opportunities, and a focus on innovation and employee growth. The role involves technical leadership in cloud solutions, collaboration with cross-functional teams, and career development. The company emphasizes its values of Hunger, Heart, and Harmony while highlighting benefits like flexible work arrangements and community engagement.

Senior Platform Engineer - ML Data Systems

Company: Khan Academy

Location: USA

Posted Dec 07, 2025

Khan Academy is a nonprofit organization with a mission to provide free, world-class education to anyone, anywhere. They offer high-quality learning content and practice for PreK-12th grade and early college core academic subjects, focusing on math and science. The company values diversity, equity, inclusion, and belonging, and is committed to improving learning outcomes for students worldwide, especially those in historically under-resourced communities. They are looking for an ML Data Engineer to evolve their evaluation dataset tools to meet the growing platform needs of AI-based tutoring.

Senior Software Engineer - Backend Focused (Viator)

Company: Tripadvisor

Location: Poland

Posted Dec 07, 2025

Viator, a Tripadvisor company, is a leading marketplace for travel experiences with 300,000+ options. They offer flexibility, last-minute availability, and a fun work environment. The company is looking for a Senior Software Engineer to join their distributed team in Kraków, Poland. The role involves working on the backend with some frontend projects, using technologies like Java, React, TypeScript, GraphQL, Kubernetes, SQL, NoSQL databases, and AWS.

Senior/Staff Content Designer

Company: Grow Therapy

Location: USA

Posted Dec 07, 2025

The job posting is for a Senior Staff Content Designer role at Grow Therapy. The role involves crafting clear, inclusive, and trustworthy product experiences across client and provider products. The ideal candidate will have 6+ years of content design/UX writing experience, a strong portfolio, and expertise in UX writing, content strategy, and systems thinking. The role requires collaboration with cross-functional teams, including product design, research, and operations, to define messaging, craft value propositions, and shape content systems. The position offers a competitive base compensation and can be hybrid or fully remote.

Lead AI Engineer

Company: Upwork

Location: USA

Posted Dec 07, 2025

Upwork is a global work marketplace connecting businesses with skilled independent talent. The company offers AI-powered solutions and enables companies to scale, innovate, and build agile teams. The job description is for a Lead AI Engineer position on the Data Platform & Services team, focusing on building AI-powered systems for data engineering, analytics, and product evolution.

Sales Trainer II

Company: Tekion

Location: USA

Posted Dec 07, 2025

The job posting is for a Sales Trainer II position at a SaaS company. The role involves designing and delivering advanced sales training programs, conducting training sessions, providing coaching, creating training materials, assessing effectiveness, collaborating with teams, and reporting on outcomes. The company offers competitive compensation, great benefits, and opportunities for growth in a dynamic work environment.

Senior Software Engineer

Company: Elicit

Location: USA

Posted Dec 07, 2025

Elicit is an AI research assistant enhancing decision-making. They're hiring a senior engineer to develop features, with a focus on scalable systems and competitive compensation.

QA Engineer II

Company: Outliant

Location: Philippines

Posted Dec 07, 2025

Ignite Visibility, an award-winning digital marketing agency, seeks a QA Engineer II to contribute to innovative projects. The role involves testing strategies, automation, and collaboration in a dynamic environment with competitive benefits.

Staff, Product Manager - AI/ML PLatform - Enterprise AI

Company: Twilio

Location: USA

Posted Dec 07, 2025

Twilio is seeking a Staff Product Manager for their Enterprise AI team to lead the development of AI platform capabilities. The role involves defining the product roadmap, building AI reasoning engines, and creating no-code experiences for internal and external teams. The ideal candidate has 7+ years of product management experience, deep knowledge of NLP and LLMs, and experience with enterprise AI platforms.

Senior Product Manager - Benefits & PEO (Multiple Roles)

Company: Gusto, Inc.

Location: Canada

Posted Dec 07, 2025

Gusto is a fast-growing software company with 2700+ employees across the US, Canada, Mexico, and Turkey. They aim to provide the best software for small businesses and have a strong mission-driven culture. The company is hiring for several product management roles focused on building AI-enabled experiences and expanding their PEO offering.

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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