Generous Paid Time Off Jobs in Remote

418,541 open positions · Updated daily

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.

Staff Software Engineer - Backend

Company: HubSpot

Location: Remote

Posted Nov 29, 2025

HubSpot is seeking a Staff Engineer to lead a team of 35 engineers in developing and operating their load balancing and CDN infrastructure. The role involves hands-on technical contributions, technical leadership, and mentoring. The ideal candidate should have experience in designing and delivering complex, performant, reliable, and scalable distributed systems in a cloud environment, with proficiency in Java, C, Go, C++, or Rust. The company offers a competitive compensation package and benefits.

Technical Product Marketing Manager - Cybersecurity

Company: Canonical

Location: Remote

Posted Nov 29, 2025

Canonical is a leading provider of open source software and operating systems, with a focus on enterprise initiatives such as public cloud, data science, AI engineering, and IoT. The company is founder-led, profitable, and growing, with a distributed team of over 1200 colleagues in 75+ countries. Canonical is seeking a Technical Product Marketing Manager to develop go-to-market plans for their global security and compliance portfolio, requiring deep technical understanding and strategic marketing expertise.

Sales Development Representative - Twilio.org

Company: Twilio

Location: Remote

Posted Nov 29, 2025

Twilio is seeking a Sales Development Representative to join their team and play a key role in growing their social impact. The role involves lead qualification, net new customer acquisition, and solution selling within nonprofit SMB accounts. The ideal candidate should have experience in selling and closing in the cloud communications platform market, and a deep personal interest in the social impact market.

Senior Machine Learning Engineer

Company: Trafilea

Location: Remote

Posted Nov 29, 2025

Trafilea is a consumer tech platform that uses AI to help brands grow. They have over $1B in revenue, 12M customers, and operate in 19 countries. The company builds and scales its own DTC brands while helping talented individuals grow. They offer remote work, competitive salaries, and a dynamic team environment.

IT Project Manager

Company: Trafilea

Location: Remote

Posted Nov 29, 2025

Trafilea is a consumer tech platform focused on transformative brand growth through AI-driven solutions. With over $1B+ in revenue and 12M+ customers, they offer opportunities to work on innovative projects with global teams. The IT PM role involves managing large-scale eCommerce projects, collaborating with cross-functional teams, and aligning with strategic objectives in a remote, competitive environment.

Staff Data Scientist - Ads

Company: Reddit

Location: Remote

Posted Nov 29, 2025

Reddit's job posting highlights a remote-friendly, data science role focused on advertiser growth and innovation. The position offers high impact and autonomy, with competitive benefits and a collaborative team environment.

Security Compliance Associate Analyst

Company: Twilio

Location: Remote

Posted Nov 29, 2025

The job posting is for a Security Compliance Associate Analyst role at Twilio. The position involves working closely with product teams to ensure compliance with security regulations and industry best practices. The role requires experience in compliance assurance, risk management, and technical security implementation. The position is remote and based in Ireland.

Analyst - Trust & Safety (II)

Company: Kickstarter PBC

Location: Remote

Posted Nov 29, 2025

The Trust and Safety team at Kickstarter is dedicated to maintaining a safe environment for users and the company. They focus on monetary safety, content moderation, policy enforcement, and assisting the community with account issues. The team values empathy, clear communication, and collaboration to ensure a positive user experience.

Staff Database Engineer

Company: Array

Location: Remote

Posted Nov 29, 2025

Array is a fintech platform offering credit tools and API services. They hire database engineers with a 180-day evaluation period and provide competitive benefits like full medical coverage, unlimited PTO, and remote work flexibility.

Marketing Manager

Company: Canonical

Location: Remote

Posted Nov 29, 2025

Canonical promotes itself as a leading open-source provider with a global presence, emphasizing innovation, remote work flexibility, and career growth opportunities. The job posting highlights collaborative environments, competitive compensation, and a focus on technology-driven marketing strategies.

Customer Experience Lead (Operations Support)

Company: Trafilea

Location: Remote

Posted Nov 29, 2025

Trafilea is a consumer tech platform focused on transformative brand growth. They build and scale their own digitally native brands using AI, automation, and operational excellence. The company is looking for a Customer Experience Team Leader to improve the shopping experience for their apparel store customers.

Junior Product Manager

Company: Canonical

Location: Remote

Posted Nov 29, 2025

Canonical is a leading provider of open source software and operating systems, with a focus on Ubuntu. The company is founder-led, profitable, and growing, with a distributed team of over 1200 colleagues in 75+ countries. Canonical seeks product managers with a passion for open source, strong leadership and communication skills, and a desire to drive product strategy and shape market demands.

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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