Generous Paid Time Off Jobs in Remote

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Looking for Generous Paid Time Off jobs in Remote? Browse our curated listings with transparent salary information to find the perfect Generous Paid Time Off position in the Remote area.

Sr. Financial Analyst - Corporate FP&A

Company: Upwork

Location: Remote

Posted Dec 01, 2025

Upwork Inc connects businesses with global AI-enabled talent across various contingent work types. The company offers the Upwork Marketplace and Lifted, providing solutions for enterprise organizations to source, manage, and pay talent. Upwork facilitates over $30 billion in transactions and aims to create economic opportunities in every era of work.

Go (Golang) Software Engineer - Developer Tooling and Containers

Company: Canonical

Location: Remote

Posted Dec 01, 2025

Canonical is a leading provider of open source software and operating systems, with a focus on Ubuntu. They are hiring a Go Golang Software Engineer to work on a new open source developer experience tool, aiming to improve developer workflows and productivity. The role requires experience with Go, Linux system-level fundamentals, and containers, and offers a distributed work environment with opportunities for international travel.

Senior Software Engineer - Platform (Earned Wage Access)

Company: Branch

Location: Remote

Posted Dec 01, 2025

Branch is a fintech company on a mission to empower workers with financial freedom through accessible financial services. They value diversity, innovation, and collaboration, and offer a remote-first work environment with competitive benefits.

Accounts Receivable Clerk

Company: Canonical

Location: Remote

Posted Dec 01, 2025

Canonical is a leading provider of open source software and operating systems. They offer an exciting opportunity for an Accounts Receivable Clerk to join their growing team. The company values diversity, offers career development opportunities, and has a distributed work environment.

Senior Software Engineer - Platform (Money Movement)

Company: Branch

Location: Remote

Posted Dec 01, 2025

Branch is a fintech company on a mission to empower workers with financial freedom. They provide free financial services to working Americans and focus on building inclusive, transparent, and frictionless products. The company values diversity, innovation, and collaboration, and offers a remote-first work environment with competitive benefits.

Senior Data Scientist

Company: Gradient AI

Location: Remote

Posted Dec 01, 2025

Gradient AI is a fast-growing company revolutionizing Group Health and PampC insurance with AI-powered solutions. They are seeking Senior Data Scientists to help shape the future of their underwriting products in the healthcare and care management space. The role involves designing and implementing predictive models, analyzing large datasets, and collaborating with cross-functional teams to deliver intelligent solutions at scale.

Sales Onboarding Program Manager

Company: Figma

Location: Remote

Posted Dec 01, 2025

This job description outlines a Sales Onboarding Program Manager role requiring experience in sales enablement, cross-functional collaboration, and data-driven program development. The position involves designing scalable onboarding curricula, creating reporting systems, and delivering impactful learning experiences. Figma offers competitive compensation, benefits, and growth opportunities for qualified candidates.

Senior Software Engineer - Platform (Ledger)

Company: Branch

Location: Remote

Posted Dec 01, 2025

Branch is a fintech company on a mission to empower workers with financial freedom. They provide free financial services to working Americans and focus on building inclusive, transparent, and frictionless products. The company values diversity, innovation, and collaboration, and offers a remote-first work environment with competitive benefits.

Head of Talent Development

Company: Canonical

Location: Remote

Posted Dec 01, 2025

Canonical is a leading provider of open source software and operating systems. They are a pioneer in global distributed collaboration and are building a Talent Development function to enhance leadership and people management practices in their remote setting. The company is founder-led, profitable, and growing.

Senior Software Development Engineer in Test

Company: Recharge

Location: Remote

Posted Dec 01, 2025

The QA group at Recharge is responsible for maintaining high quality software products through automated testing, manual feature testing, and product reliability monitoring. As a senior SDET, you will work collaboratively with engineers and product counterparts to develop products, create automation tests, review merge requests, and apply your knowledge to engineering challenges. The company values execution, engineering excellence, communication, pragmatism, bias for action, kindness and respect, and ambition.

Sr Technology FP&A Manager - Cloud Hosting

Company: Reddit

Location: Remote

Posted Dec 01, 2025

Reddit is seeking a Senior Finance Manager to join their Technology FP&A team, focusing on cloud hosting spend. The role involves forecasting, budgeting, cost optimization, governance, analytics, and tools. The ideal candidate should have 8+ years of experience in FP&A Technology Finance or Cost of Revenue management, with prior experience in AWS and GCP contract negotiations. The position offers comprehensive healthcare benefits, 401k match, family planning support, gender-affirming care, mental health and coaching benefits, flexible vacation, Reddit global days off, generous paid parental leave, and paid volunteer time off.

Sr. Product Manager - International

Company: Khan Academy

Location: Remote

Posted Dec 01, 2025

Khan Academy is a nonprofit offering free worldclass education globally, committed to improving learning outcomes through diverse teams and impactful product development. They seek a Senior Product Manager to scale international education solutions while emphasizing diversity, equity, and high-impact innovation.

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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