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.

Senior Machine Learning Engineer - Ranking

Company: QuinStreet

Location: Remote

Posted Nov 11, 2025

The job posting is for a ranking systems role at a marketplace company. The role involves designing and improving ranking algorithms, building high-value features, and partnering with cross-functional teams. The position requires an advanced degree in CS or related field, strong ML and optimization skills, and experience with large-scale datasets and production ML systems.

Generalist Intern

Company: Allium

Location: Remote

Posted Nov 11, 2025

Allium is a company that aims to make blockchain data accurate, simple, and fast. They address the challenges of accessing and interpreting blockchain data by ingesting, sanitizing, and standardizing the data. Allium serves analysts and engineers with different platform offerings and has customers including Visa, Stripe, Grayscale, Phantom, and Uniswap. They value excellence, resourcefulness, high agency, leading by example, having strong opinions loosely held, and understanding the business impact of their work.

Transportation Claims Adjuster: Auto Physical and Property Damage

Company: Reserv

Location: Remote

Posted Nov 11, 2025

Reserv is an insurtech company focused on automating manual tasks in claims processing using AI and automation technology. They are seeking highly organized and customer-focused Transportation Claims Adjusters to join their team. The role involves providing high-quality customer service, managing claims, coordinating vehicle repairs, and ensuring compliance with regulations. Reserv values diversity, empathy, and continuous learning, and offers a generous benefits package.

Software Development Engineer II - API

Company: Mapbox

Location: Remote

Posted Nov 11, 2025

Mapbox is a leading platform for location-based services, offering tools for businesses and hiring engineers for innovation in mapping and navigation.

Interstate Tractor Trailer Bodily Injury Claims Adjuster

Company: Reserv

Location: Remote

Posted Nov 11, 2025

Reserv is an insurtech company focused on automating claims processes using AI and automation technology. They are seeking highly organized and customer-focused Commercial Transportation Resolution Specialists to join their team. The role involves communicating with customers, handling claims, and ensuring quick and appropriate resolutions. Reserv values diversity and offers a generous benefits package.

Senior Field Marketing Manager - NAE Corporate Events & NA

Company: Menlo Security

Location: Remote

Posted Nov 11, 2025

Menlo Security is a well-funded cybersecurity company with a mission to enable secure connections and collaboration. They are expanding their team and seeking passionate, ethical, and agile talent. The role described is a crucial position responsible for driving pipeline and revenue growth through corporate events and regional field marketing in the North America West sales territory.

Senior Software Engineer - Host Pricing & Settings

Company: Airbnb

Location: Remote

Posted Nov 11, 2025

The Host Pricing & Settings org at Airbnb is seeking a Senior Software Engineer to help develop tools for Airbnb hosts. The role involves designing data workflows, building realtime serving systems, collaborating with cross-functional teams, and mentoring team members. The position is remote and requires 6+ years of experience with distributed data processing frameworks and productionalization of ML models.

Personal Injury Protection (PIP) Adjuster

Company: Reserv

Location: Remote

Posted Nov 11, 2025

Reserv is an insurtech company focused on automating claims processes using AI and automation technology. They are seeking a detail-oriented Personal Injury Protection Resolution Specialist to join their team. The role involves investigating and evaluating PIP claims, managing claim inventories, ensuring compliance, and providing exceptional customer service. Reserv values diversity, empathy, and continuous learning.

Senior Product Manager (Retail AdTech)

Company: Acquird.io

Location: Remote

Posted Nov 11, 2025

The company is a profitable B2B SaaS platform focused on retail analytics. They are seeking a Senior Product Manager to lead the development of a new retail adtech product. The role involves working with leadership, engineering, and customers to build products that improve marketing efforts. The company offers remote work, benefits, and opportunities for growth.

Customer Success Manager - EHR

Company: Osmind

Location: Remote

Posted Nov 11, 2025

Osmind is a technology company focused on psychiatry, serving 800+ independent psychiatry practices across 49 states. They provide EHR software solutions, clinician community, and managed services to help clinics provide high-quality care, scale as businesses, and contribute to research. Osmind is backed by top investors and offers a wide range of employee benefits.

Ecommerce Content Marketing Manager

Company: Pipe17

Location: Remote

Posted Nov 11, 2025

The job posting is for a highly motivated content marketing professional to lead high-profile campaigns, develop an SEO strategy, and manage content production. The ideal candidate should have experience in B2B SaaS content marketing, ecommerce market knowledge, strong writing and storytelling skills, and a growth mindset. The role involves collaborating with cross-functional teams and working in a fast-paced startup environment.

DevOps Engineer

Company: Athennian

Location: Remote

Posted Nov 11, 2025

Athennian is a company that helps legal, finance, and tax teams manage business entity and corporate structure information. They are looking for a motivated DevOps Engineer to join their Cloud Security and Infrastructure team. The role involves building and maintaining cloud-based infrastructure, collaborating with engineering teams, and optimizing deployment tooling and infrastructure. The company values outcome-driven, wide responsibility, learning mindset, and strategic speed. They offer benefits such as health, dental, and vision coverage, parental leave, and a work-from-home allowance.

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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