Vice President of Sales, WooCommerce

WooCommerce is an open-source commerce platform built on top of WordPress. We believe in democratizing commerce, and making it available to as many people, in as many ways as possible. WooCommerce enables anyone to set up a physical or digital store, to sell products or subscriptions, to sell their time, or just about anything else, pretty much anywhere on earth. As an open platform, we empower an entire ecosystem of developers and builders to provide custom solutions for things we can’t even dream of. Today, over 3 million sites use WooCommerce globally.

Our legacy as an all-remote company endures, growing from three founders in Norway, the United Kingdom, and South Africa to more than 200 team members in 32 countries.


The Cole Group has been retained by WooCommerce to fill this key leadership role. WooCommerce is looking for a world-class Vice President of Sales who will own sales globally reporting into CEO, Paul Maiorana. Location is open.

Successful Outcomes 

  • Team: Build direct sales team from near-scratch.
  • Sales: Drive material contribution of WooCommerce Payments, WooCommerce Shipping, and other solutions to overall revenue of WooCommerce.
  • GTM: Establish motion to segment and engage with WooCommerce customers to close gap between install base and paid subscribers.
  • Metrics: Implement rigorous metrics, systems and processes in order to scale.

Cultural Characteristics

  • Collaborative, kind, low ego team player.
  • Roll up your sleeves / nothing is beneath you mentality.
  • Data-driven and operationally excellent.


  • Success driving revenue at a high growth, modern SaaS business in a dynamic scale phase.
  • Experience with a high velocity, low touch sales motion.
  • Success hiring and leading a high performing sales team (second line management experience).


We are the people behind, WooCommerce, Jetpack, Tumblr, Simplenote, Longreads, and more. We believe in making the web a better place.

We’re a distributed company with more than 1200 Automatticians in 75+ countries speaking 90+ different languages. Our common goal is to democratize publishing so that anyone with a story can tell it, regardless of income, gender, politics, language, or where they live in the world.

We believe in Open Source and the vast majority of our work is available under the GPL.


We’re improving diversity in the tech industry. At Automattic, we want people to love their work and show respect and empathy to all. We welcome differences and strive to increase participation from traditionally underrepresented groups. Our DEI committee involves Automatticians across the company and drives grassroots change. For example, this group has helped facilitate private online spaces for affiliated Automatticians to gather and helps run a monthly DEI People Lab series for further learning. DEI is a priority at Automattic, though our dedication influences far more than just Automatticians: We make our products freely available and translate our products into and offer customer support in numerous languages. We require unconscious bias training for our hiring teams and ensure our products are accessible across different bandwidths and devices. Learn more about our dedication to diversity, equity, and inclusion and our Employee Resource Groups.


To apply, please get in touch with Gillian Morgan Flum ( with The Cole Group and include “Automattic” in your subject line.

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← Work With Us

All Jobs Require

  • Great communication skills. We’re a distributed team, so frequent and clear written communication is a must.
  • Self-driven work ethic. You need to be a self-starter who loves taking initiative and seeing things through to completion.
  • Curiosity and the desire to learn. Our business is changing and growing fast, who knows what will be the skills of tomorrow? Flexibility is key.
  • Ability to Travel. We value those rare occasions when we meet our colleagues in person. Normally, we require 2–3 non-consecutive weeks of travel per year, usually by plane. Currently, company travel is suspended to keep everyone safe during the COVID-19 crisis, and we’re exploring new, remote ways to stay connected.