14 Remote Companies That Offer Sabbaticals

Customer.io is a marketing automation platform driven by real-time behavioral data, fully remote since 2012. After five years, employees take a month of paid sabbatical — on top of their regular time off.

Kit — formerly ConvertKit — is the email marketing platform built for creators who earn a living from their audience. After five years of service, every teammate takes a four-week paid sabbatical.

Close is a bootstrapped, profitable sales CRM built for startup and small-business sales teams. Every five years, team members take a paid four-week sabbatical that's fully disconnected — the time away is the point, not a perk on paper.

Circle is the branded community platform serving more than 10 million members across creator and institutional communities. Teammates who reach five years take a paid sabbatical to properly disconnect.

Buffer is the social media toolkit from a company that publishes its salaries, revenue, and remote playbook in the open. After every five years with the company, teammates earn a six-week paid sabbatical.

Mercury builds banking for startups — FDIC-insured accounts, corporate cards, treasury, and bill pay in one product. Reach the five-year mark and you take a paid six-week sabbatical.

Help Scout builds help desk software for small and mid-sized businesses and has been fully remote since 2011. Teammates earn a paid sabbatical after four years — a threshold the company still states on its current careers page.

Automattic — the fully distributed company behind WordPress.com and WooCommerce — runs the best-known sabbatical program in tech. Every five years, employees take a three-month sabbatical at full pay and benefits.

Webflow is the visual development platform that lets teams build production websites without writing code. Employees become eligible for a sabbatical after five years with the company.

Alpaca is the developer-first API platform powering stock, options, and crypto trading for hundreds of fintechs, with a team spread across 25+ countries. One honest caveat: its sabbatical is unpaid — up to three months of job-protected leave, without salary. Worth knowing before you weigh it against the paid programs on this list.

Instacart powers ecommerce and fulfillment for 2,200+ grocery retailers across North America. Its "Four Year Fill-Up" gives employees a four-week sabbatical at four years of service.

Acceleration Partners is a global partner marketing agency that has been fully remote since 2007. The company offers paid sabbatical leave to long-tenured employees.

Kong's cloud-native API platform helps companies run and secure APIs and microservices at scale. Every five years of continuous service earns a four-week paid sabbatical.

Linear is the product development system teams at OpenAI, Coinbase, and Ramp use to plan, track, and ship. After four years, employees receive a paid month off — and another every two years after that.