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.

Senior Principal Product Manager

Company: Dropbox

Location: Canada

Posted Dec 06, 2025

Dropbox is seeking a Senior Principal Product Manager to define and lead the vision, strategy, and execution for a multiproduct ecosystem. The role involves driving strategy, collaborating with executives, leveraging data insights, and building a dedicated multiproduct team to enhance user engagement and retention across Dropbox products.

Director of Revenue Operations

Company: PeopleGrove

Location: Remote

Posted Dec 06, 2025

PeopleGrove is seeking a Director of Revenue Operations to lead and optimize their revenue tech stack, including Salesloft, HubSpot, PeopleGrove, ChurnZero, Gong, and other platforms. The role is central to the company's GoToMarket success and involves implementing, maintaining, and continuously improving systems and processes that support Sales, Marketing, and Customer Success teams. The Director will collaborate cross-functionally to enhance operational efficiency, document workflows, and deliver actionable insights for data-driven decision-making.

Middle Software Engineer (Java)

Company: Innovecs

Location: Poland

Posted Dec 06, 2025

Innovecs, a globally recognized digital services company, highlights its achievements in industry rankings, employee engagement awards, and comprehensive employee benefits including flexible work arrangements, competitive compensation, and a supportive culture.

Product Marketing Manager

Company: Daxko

Location: Remote

Posted Dec 06, 2025

Daxko is a company that powers wellness to improve lives by providing solutions for health and wellness facilities. They are seeking a Product Marketing Manager to shape their brand presence in the fitness, health, and wellness industry. The role involves market research, strategy development, and collaboration with various teams to drive growth and elevate the company's brand.

Manager - Sales Engineering

Company: ImageTrend

Location: USA

Posted Dec 06, 2025

ImageTrend Inc is a company dedicated to providing software solutions, data analytics, and services for healthcare and emergency response. They are committed to innovation, client satisfaction, and providing world-class implementation and support. The Manager Sales Engineering role involves leading a team, shaping technical sales strategy, and delivering innovative solutions to drive revenue growth.

Senior Product Manager – ICHRA

Company: Gravie

Location: USA

Posted Dec 06, 2025

Gravie is a company that aims to improve healthcare purchasing and access through innovative consumer-centric health benefit solutions. They are seeking a Senior Product Manager to lead the vision, roadmap, and delivery of their ICHRA product, overseeing both the core platform and the product team. The role involves owning the cross-functional product strategy, managing a team of Product Managers and Product Owners, setting strategic priorities, partnering with stakeholders, ensuring compliance, and communicating roadmap updates. Gravie offers a unique benefits package and a mission-driven work environment.

Product Engineer - Backend (Senior / Staff / Principal)

Company: Monarch Money

Location: USA

Posted Dec 06, 2025

Monarch is a personal finance platform that simplifies finances and helps users reach their financial goals. The company is hiring software engineers to join product engineering teams and shape product strategy and engineering culture. The role offers high autonomy, broad ownership, and meaningful influence over tools, processes, and team dynamics.

Software Engineer - Growth

Company: Monarch Money

Location: USA

Posted Dec 06, 2025

Monarch is a personal finance platform that simplifies finances and helps users reach their financial goals. The company is a fully remote team of experienced entrepreneurs passionate about building a product people love. They are focused on expanding their reach and helping more households take control of their financial lives.

Team Lead, Technical Account Manager - Pressable

Company: Automattic Careers

Location: North America,Latin America,Europe,Africa,APAC

Posted Dec 06, 2025

Pressable is seeking a dynamic Team Lead for their Technical Account Management team. The role involves managing and developing a team of Technical Account Managers, leading by example, acting as a technical sales engineer, and serving as a primary technical escalation point. The ideal candidate is a results-oriented leader with a passion for customer success and team development, and has experience leading technical teams and building processes and training programs.

Marketing Lead - Experiences & Services

Company: Airbnb

Location: USA

Posted Dec 06, 2025

The role is for a Marketing Lead at Airbnb who will work with cross-functional teams to develop strategic marketing plans. The ideal candidate has extensive experience in brand strategy, product design, and creative engineering. They will lead the development of integrated marketing plans, creative briefs, and presentations, and partner with various teams to introduce new products to audiences.

Principal Software Development Engineer - Navigation

Company: Mapbox

Location: USA

Posted Dec 06, 2025

Mapbox is a leading real-time location platform that provides tools for navigation, mapping, and location-aware businesses. The Navigation team at Mapbox develops web services for navigation initiatives in consumer, automotive, and logistics verticals. They are revolutionizing in-car experiences with technology and have launched products like MapGPT and Mapbox for EV. The company values high-performing individuals, diversity, and continuous learning.

Senior Principal Product Manager

Company: Dropbox

Location: USA

Posted Dec 06, 2025

Dropbox is seeking a Senior Principal Product Manager to define and lead the vision, strategy, and execution for a unified platform experience across all Dropbox products. The role involves driving cross-functional alignment, leveraging data and insights, and building a dedicated multiproduct team to scale the ecosystem.

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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