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.

Field Marketing & Experience Manager

Company: Cyderes

Location: Remote

Posted Dec 06, 2025

Cyderes is a cybersecurity company that specializes in building practical IAM exposure management and risk programs, stopping active threats fast with MDR, and providing AI-driven services. They are looking for a Field Marketing & Experience Manager to own the planning, design, and execution of in-person and virtual experiences that drive engagement, loyalty, and pipeline. The role requires a balance of creativity, operational excellence, and relationship management, working cross-functionally across Sales, Channel & Alliances, and Marketing.

People Ops Partner (German speaker)

Company: LI.FI

Location: Remote

Posted Dec 06, 2025

LIFI is a company that simplifies multichain DeFi for traditional financial institutions, fintechs, and service providers. They offer a unified API to access all on-chain liquidity across major blockchains for best price swaps. The company values user experience and aims to make complex technologies accessible to everyone. They are looking for a proactive and detail-oriented People Ops Partner to manage core HR processes, systems, and records.

Lead CS Technical Skills Program Manager

Company: HubSpot

Location: Remote

Posted Dec 06, 2025

The HubSpot GotoMarket Enablement team is seeking a Program Manager to build technical expertise for Customer Success teams. The role involves identifying skill gaps, developing training content, collaborating with various teams, and creating technical competency frameworks. The ideal candidate should have 5+ years of experience in technical enablement, deep HubSpot product knowledge, advanced technical skills, and strong stakeholder management abilities.

Senior Software Implementation Engineer

Company: Makersite GmbH

Location: Remote

Posted Dec 06, 2025

Makersite is a fast-growing company pioneering sustainable product development and digital collaboration. They are seeking Software Implementation Engineers to work closely with customers, map data, provide technical support, and create documentation. The role offers a competitive salary, remote-first flexibility, learning and development opportunities, and purpose-driven work.

Claims Team Lead - Transportation (APD)

Company: Reserv

Location: Remote

Posted Dec 06, 2025

Reserv is an insurtech company focused on automating claims processes using AI and automation technology. They are seeking a Team Lead with experience in commercial transportation claims, leadership, and technology to help build a tech-driven claims organization and improve efficiency.

Lead Third Party Risk & Controls Specialist

Company: HubSpot

Location: USA

Posted Dec 06, 2025

HubSpot is hiring a Third Party Risk and Integration Security Engineer to join their IAM team. The role focuses on conducting technical security assessments of third-party applications, vendors, and service providers, with an emphasis on API security, authentication mechanisms, data flows, integration architectures, and generative AI vulnerabilities. The ideal candidate will have 5+ years of experience in application security, vendor risk management, cloud security, and related fields, along with strong understanding of security frameworks, API security, IAM principles, and modern authentication protocols.

Product Manager

Company: Unified

Location: Remote

Posted Dec 06, 2025

iHeartMedia is a leading broadcast media company undergoing a transformation into a multichannel platform. They offer a suite of advertising channels and are looking for a Product Manager to help create and enhance products. Unified is a company that provides business intelligence for social advertising and has a platform for optimizing investments.

Sr. Software Engineer - Backend

Company: Pinterest

Location: Remote

Posted Dec 06, 2025

The job posting is for a Backend Engineer role at a company that values inquisitive, well-rounded individuals. The role involves working closely with product managers, designers, and other backend engineers to build robust frameworks and features. The ideal candidate should have a strong understanding of API workflow development and best practices in Python or Java, along with 5+ years of industry experience. The company offers opportunities for growth, collaboration, and working on high-impact projects.

Medical Network Medical Reviewer

Company: RVO Health Freelance Network

Location: Remote

Posted Dec 06, 2025

RVO Health is building a stronger, healthier world by providing evidence-based health and wellness information. They are seeking US licensed physicians and pharmacists to join their freelance Medical Network to review and provide medical expertise for their consumer health content.

Care Management - CMA

Company: Harris

Location: Remote

Posted Dec 06, 2025

Esrun Health is seeking Remote Care Coordinators to work from home as independent contractors, providing telephonic encounters with patients and managing a patient panel. The position offers a flexible schedule, productivity-based pay structure, and the opportunity to become a full-time employee with benefits. Esrun Health aims to transform healthcare delivery by providing proactive, consistent check-ins and support for patients with chronic conditions.

Customer Success Manager (Spanish Bilingual)

Company: SQUIRE

Location: Remote

Posted Dec 06, 2025

SQUIRE is a leading business management system for barbershop owners, providing tools, resources, and guidance to help them attract customers, manage operations, and increase revenue. The company supports barbers in bridging the gap between their personal craft and business goals, enabling them to unlock their full potential as artists and entrepreneurs.

Head of Platforms - Customer Success

Company: Stripe

Location: USA

Posted Dec 06, 2025

Stripe is a financial infrastructure platform for businesses, with a mission to increase the GDP of the internet. The Platforms Customer Success team partners with various departments to deliver growth and retention outcomes for Stripe's largest customers. The company is looking for a leader to scale the Customer Success efforts for managed platform customers, focusing on strategic account planning, product distribution, executive engagement, and payments optimization.

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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