Companies Offering Unlimited PTO

A leading upskilling platform connecting learning to career growth, empowering individuals and organizations to build skills through integrated learning experiences.

Premier digital marketing agency delivering data-driven strategies with 750+ experts across major US offices, recognized for growth and workplace culture excellence.

Leading cryptocurrency exchange and financial infrastructure platform — the easiest way to buy, sell, transfer, and store crypto for retail, institutions, and developers.

AI assistant automating customer conversations for housing and healthcare

Frontend cloud platform and creators of Next.js, enabling developers to build, preview, and deploy high-performance web applications.

Cloud cost optimisation, expertise, and AWS/GCP/Azure reseller

HR, payroll, and benefits platform designed to make running a small business easier, serving over 300,000 businesses across America.

Largest prediction market platform — bet on real-world events

The all-in-one recruiting platform — async-first, remote across 9+ countries, with "Unlimited PTO with four weeks recommended per year" in nearly every JD.

Vendor-agnostic data engine for IT and Security, enabling enterprises to collect, process, route, and analyze observability data from any source to any destination.

Remote-first IT infrastructure and cybersecurity consultancy — designing, deploying and managing enterprise technology worldwide.

Online business banking for startups, small businesses, and scaling companies — combining familiar banking tools with software built for modern operators.

Digital mental-healthcare platform serving 20M+ covered lives across 200+ countries with precision-matched therapy, coaching, and EAP services.

Restaurant direct-online-ordering and marketing SaaS offering Unlimited PTO globally.

Digital identity verification and credentialing network

Rent payment app letting renters pay throughout the month on flexible schedules

Montreal-based travel app that predicts flight and hotel prices, and sells the fintech products — price freeze, cancel-for-any-reason — that let travellers de-risk a booking.

Crypto-native Visa card issuer for stablecoin spending

AI research company building video and world models — the Gen-series tools filmmakers, studios and advertisers use to generate and edit video with AI.

Technology-driven Medicare Advantage insurer using the Clover Assistant platform to support primary-care physicians treating seniors. Verifies "No Meeting Fridays" on its public careers page under Mental Well-Being.

Public digital-analytics SaaS (NASDAQ: AMPL). ~740 employees, SF-HQ, offices across US/Canada/Europe/Asia. Unlimited PTO for US salaried staff per Washington pay-transparency disclosures, plus 10-13 paid holidays.

Digital transformation consultancy partnering with global brands to build strategy, creative, technology, analytics, and customer-experience programmes end to end.

The fast-growing E&S insurtech is remote-first with flexible hours and an unlimited time-off policy.

Customer engagement platform helping product-led companies deliver personalized, data-driven communications across email, SMS, push, and in-app channels.