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.

Tech Lead - AI

Company: Trafilea

Location: Remote

Posted Nov 21, 2025

Trafilea is a consumer tech platform that uses AI and automation to scale purpose-driven digitally native brands. They own and operate their own brands, have a global presence, and are looking for an AI Tech Lead to design scalable AI platforms and lead a talented team.

Matchmaking Membership Sales

Company: It's Just Lunch

Location: Remote

Posted Nov 20, 2025

The job posting is for a Sales Representative position at Its Just Lunch, a leading personalized matchmaking service. The role involves selling memberships to busy singles over the phone using a consultative sales approach. The company offers a competitive compensation structure, comprehensive benefits package, great work-life balance, and professional growth opportunities. The ideal candidate has 2+ years of experience in matchmaking/dating industry membership sales, previous experience with high volume outbound calls, and a 4-year degree in psychology, business communications, or a related field.

Senior Engineering Manager - Navigation SDK & Apps

Company: Mapbox

Location: Remote

Posted Nov 21, 2025

Mapbox is a leading real-time location platform that provides tools for navigation, mapping, and location-aware applications. The company has over 4 million registered developers and offers flexible, secure, and privacy-compliant solutions. The Navigation team at Mapbox develops web services for navigation initiatives in consumer, automotive, and logistics verticals, and is revolutionizing in-car experiences with technology.

Intermediate Fullstack Engineer (Ruby/Vue.js) - Growth

Company: GitLab

Location: Remote

Posted Nov 20, 2025

The Growth team at GitLab focuses on optimizing the user journey to drive product adoption and engagement. They experiment and implement data-driven improvements across the platform, collaborating with various teams. The role involves designing AB tests, building user onboarding flows, analyzing results, and contributing to frontend and backend development, with a focus on Ruby on Rails and Vue.js.

Paid Social + Email Graphic Designer

Company: Milked Media

Location: Remote

Posted Nov 20, 2025

Milked Media is a female-led creative agency specializing in paid social, search, email marketing, and content creation for fashion, jewelry, beauty, and home ecommerce brands. They are seeking a part-time contracted Paid Social + Email Graphic Designer with 2+ years of experience in email graphic design and paid social ad design for ecommerce brands. The ideal candidate should have a strong eye for customer-focused design, ability to think outside the box while staying within branding confines, and experience with video editing. The role involves designing elevated customer-focused graphics for email and paid social ads, collaborating with Creative Strategists, adhering to approval and revision processes, and working in a fast-paced, collaborative environment.

On-Call Designer

Company: Udacity

Location: Remote

Posted Nov 21, 2025

Udacity, now part of Accenture, is seeking contractors for exciting projects. They offer remote Animator roles with flexible hours, requiring skills in After Effects and collaboration. Apply with a resume and demo reel.

Software Engineer II - iOS (Viator)

Company: Tripadvisor

Location: Remote

Posted Nov 21, 2025

Viator, a Tripadvisor company, is the leading marketplace for travel experiences with 300,000+ options. They are seeking a Software Engineer II with iOS development experience to join their distributed team in Kraków. The company offers a fun, friendly environment with a focus on writing code, collaborating with product and design teams, and taking ownership of software engineering tasks.

Senior Manager - Community and Social Engagement

Company: Monarch Money

Location: Remote

Posted Nov 21, 2025

Monarch is a personal finance platform aiming to simplify financial complexity, offering a remote work environment with competitive benefits and a focus on community engagement. They seek a Sr Manager to drive growth through social media and community strategies.

Design Director

Company: Metalab

Location: Remote

Posted Nov 21, 2025

The text is a job description for a Design Director role at Metalab, a company that partners with clients to create impactful products. The role involves leading design teams, collaborating with cross-functional partners, and driving design excellence. The ideal candidate should have strong technical expertise in UX design, visual design, product strategy, and research, as well as leadership skills to mentor and develop design teams.

Staff Frontend Software Engineer - Reddit Answers

Company: Reddit

Location: Remote

Posted Nov 21, 2025

Reddit is expanding its teams and seeking talented individuals for a remote-friendly role in the Reddit Answers product space. The role involves ideating, designing, building, and scaling products with a focus on the web platform. The company offers comprehensive benefits and a competitive pay range.

Senior Customer Success Manager (Full Cycle)

Company: Vidyard

Location: Remote

Posted Nov 21, 2025

Vidyard is a leading provider of AI-powered video solutions for modern revenue teams. The company is looking for a Senior Customer Success Manager to join their team and focus on stabilizing at-risk accounts, driving renewals, and transitioning healthy accounts to the growth team. The role involves building a derisking motion, creating success plans, and collaborating with various teams to remove friction and drive revenue outcomes.

Sr. Product Manager - Data & Interoperability

Company: CareMessage

Location: Remote

Posted Nov 21, 2025

CareMessage is seeking a Senior Product Manager to lead the Clinical Data and Interoperability verticals. The role involves owning product strategy, execution, and building data infrastructure to measure Health Equity impact. The ideal candidate is a strong communicator, self-starter, and passionate about solving healthcare problems. They should have experience in B2B health technology, clinical data, and interoperability. The role offers a salary of $164,000 per year and emphasizes remote work and diversity.

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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