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. Machine Learning Manager - Ads Marketplace Quality

Company: Reddit

Location: USA

Posted Dec 06, 2025

Reddit Ads is a fast-growing platform with an ambitious goal to become a massive business. The Sr Manager of Ads Marketplace Quality will play a leading role in shaping Reddit's ads auctions to ensure a great user experience and help the business grow. The role requires management experience and expertise in ads auctions or related domains.

Technical Partner Manager - Networks

Company: Stripe

Location: Remote

Posted Dec 06, 2025

Stripe is a financial infrastructure platform that helps businesses accept payments and grow revenue. The Global Partner Engineering and Operations team manages technical and operational aspects of product partnerships. The role is a Technical Partner Manager to build relationships with partners, facilitate integrations, track performance, collaborate cross-functionally, manage incidents, drive operational efficiencies, provide training, and collect feedback.

Sr. Director - Cybersecurity

Company: Bugcrowd

Location: Remote

Posted Dec 06, 2025

The job posting is for a senior cybersecurity leader to define strategy, manage security operations, lead teams, and ensure compliance. The role requires extensive technical security experience, leadership skills, and knowledge of security frameworks and tools.

D2C Growth Marketing Manager - Scout Acquisition

Company: Dscout

Location: USA

Posted Dec 06, 2025

Dscout is a flexible experience research platform that helps product teams connect with users. They are looking for a growth-focused marketer to help grow their Scout panel, an amazing community that powers research on their platform. The role involves attracting new Scouts, supporting research recruiting needs, optimizing growth and analytics, improving onboarding and engagement, and owning tools and tech.

District Success Manager - Khan Kids

Company: Khan Academy

Location: USA

Posted Dec 06, 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 a District Success Manager to support school and district partners in implementing Khan Academy Kids successfully.

Director - Revenue Operations

Company: Grow Therapy

Location: USA

Posted Dec 06, 2025

Grow Therapy is seeking a Director of Revenue Operations to lead and scale revenue systems strategy across the organization. The role involves designing a scalable RevOps framework, building and leading a team, optimizing the GTM tech stack, driving revenue intelligence, and enhancing GTM efficiency. The ideal candidate has 7+ years of experience in RevOps or GTM strategy roles, with 5+ years of people leadership experience, and a strong background in HubSpot, sales methodologies, forecasting, and data analytics.

Technical Writer

Company: micro1

Location: Remote

Posted Dec 06, 2025

The job posting is for a Technical Writer position at micro1, a company that connects remote professionals with top tech companies in Silicon Valley. The role offers flexibility, healthcare reimbursement, WiFi reimbursement, and unlimited learning opportunities. micro1 works with trusted partners like Deel, Immutable, O'Gara, and LegalSoft.

Staff Software Engineer, Workflows - Distributed Systems

Company: Webflow

Location: USA

Posted Dec 06, 2025

Webflow is building an AI-native Digital Experience Platform as a remote-first company. They value trust, transparency, creativity, and diversity. The Workflows team is looking for a backend-leaning Staff Fullstack Engineer to lead and collaborate on implementing multiplayer branching experience, site workflows, and next-generation publishing pipelines. The role offers competitive compensation and benefits, and Webflow is committed to building an inclusive environment.

Intermediate Backend (Go) Engineer, Gitlab Delivery - Operate

Company: GitLab

Location: Canada,EMEA

Posted Dec 06, 2025

The role of a Backend Engineer on the GitLab Delivery Operate team involves focusing on delivering and supporting GitLab for self-managed customers by building and maintaining infrastructure tooling and automation. The team collaborates with various teams to ensure GitLab is easy to install, upgrade, and operate in diverse production-grade environments. The role includes maintaining and evolving deployment tooling, improving installation and upgrade experiences, and collaborating with distributed teams.

Senior iOS Engineer

Company: Goodnotes

Location: Europe

Posted Dec 06, 2025

Goodnotes is a company with a mission to transform the classroom into a dynamic and interactive environment. They are looking for a Senior Engineer to build mission-critical services, architect scalable solutions, and implement elegant solutions with clean code. The company values learning, growth, and user obsession.

Staff Product Manager - Web Presence & Platform

Company: Stripe

Location: Remote

Posted Dec 06, 2025

Stripe is a financial infrastructure platform that helps businesses accept payments and grow revenue. The company is hiring a product manager to lead the future of stripe.com, focusing on design, user experience, and leveraging emerging LLM technology to create tailored customer experiences. The role involves collaborating with senior leadership, design, engineering, and product teams to shape the website's strategic experiences and achieve Stripe's 10-year goals.

Small Business Account Executive DACH (German speaker)

Company: HubSpot

Location: Remote

Posted Dec 06, 2025

The role of a Small Business Account Executive at HubSpot involves using outbound and inbound selling strategies to find new business and help them grow using HubSpot software. The responsibilities include identifying customer challenges, closing new business, nurturing relationships, collaborating with marketing and technology departments, and shaping the future of HubSpot's mission. The role requires 1+ year of full sales cycle experience, fluency in German and English, consultative selling and closing skills, accurate forecasting and pipeline management, and a track record of being a high performer. Top performers usually have experience in a high-growth scale-up environment, passion for helping businesses grow, and humility and enthusiasm in their work. HubSpot offers generous remuneration, interactive employee training, education allowance, pension, health insurance, life assurance, long-term illness cover, holidays, and onsite gym and fitness workshops.

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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