Account Executive, WordPress VIP

Automattic Inc.

Full-Time   |   $95,000 - $160,000   |   Remote (East Coast of United States/Canada)

About the role: As one of the fastest growing areas of Automattic, VIP presents a unique opportunity for experienced Account Executives to help take us to the next level. We’re looking for AEs who are passionate about what WordPress can do for our existing customers. Your style is to listen and learn from prospects, positioning VIP as the best Content Management System for the Global 2000. You don’t sit and wait for leads to come to you. Instead, you research the market, identify opportunities within specific verticals, and design a sales strategy that is both high‑touch and creative, thereby helping to create the best possible positioning to develop new business for WordPress and VIP. You’ll be closely working with SDRs as well as have full leverage of our Marketing teams to create compelling outreach and content, but you’ll be generating your own leads alongside that. You view enterprise customers and their messages as important parts of the web, and you can see how WordPress VIP and Automattic can help them along their journeys. You pride yourself in establishing long‑term relationships and doing what’s best for the customer. You enjoy telling stories, doing demos, and giving “the pitch,” and are comfortable talking to CMO’s and CTO’s. Responsibilities:

  • Drive significant revenue growth by securing new enterprise clients and expanding existing accounts.
  • Establish and nurture strategic C‑level relationships that position VIP as a critical business partner.
  • Successfully manage both transactional deals and large multimillion‑dollar opportunities.
  • Maintain accurate sales forecasts and pipeline information, and drive strategic improvement of forecasting processes.
  • Develop and execute innovative, vertical‑specific sales strategies that accelerate market penetration.
  • Actively engage in pipeline generation activities, including regular outbound prospecting.
  • Enhance the product offering by providing valuable customer insights to inform the VIP roadmap.
  • Elevate WordPress VIP’s brand and reputation in the enterprise CMS space through high‑impact engagements.
  • Contribute to a high‑performing sales culture by sharing best practices and mentoring team members. Requirements:
  • 7+ years of enterprise software sales experience, preferably in SaaS or CMS‑related technologies.
  • Demonstrated ability to consistently meet or exceed sales quotas.
  • Strong understanding of enterprise software, IT landscapes, and content management systems.
  • Excellent communication, presentation, and negotiation skills.
  • Proven experience in solutions‑based selling and closing enterprise‑level deals.
  • Ability to establish and maintain long‑term customer relationships.
  • Experience in managing and growing business within named accounts and verticals.
  • Comfortable working with executive‑level prospects, negotiating terms, and reviewing contracts.
  • Self‑motivated with a drive to achieve revenue and growth targets, both individually and as part of the company. About Automattic Now in our 20th year, we’re the people behind WordPress.com, WooCommerce, Tumblr, Simplenote, Jetpack, Longreads, Day One, PocketCasts, Beeper, and more. We believe in making the web a better place. We’re a distributed company with more than 1400 Automatticians in nearly every corner of the globe, speaking over a hundred different languages. Enriched by this diversity, we’re united by a singular mission: to democratize publishing, commerce, and messaging so anyone with a story can tell it, anyone can sell a product, and everyone can manage their communications from a single source. In short, we help maintain a balance in society, creating and continually refining powerful tools people can use to compete fairly—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. Automattic is a Most Loved Company and Disability Confident Committed. (Here’s what that might mean for you.) Learn more about our dedication to diversity, equity, and inclusion and our Employee Resource Groups. If you need disability‑related accommodations during the application or interview process, please fill out this form. We are committed to ensuring an accessible hiring process for all candidates. You can track your application status and more at MyGreenhouse. All qualified applicants will receive consideration for employment without regard to race, color, religious, sex, sexual orientation, gender identity, national origin, disability, or status as a protected veteran. We are searching for high‑caliber candidates with the skills and qualities to have a net positive for Automattic. Pay will reflect the potential contribution and the impact you can bring, which may, in some cases, go beyond the range stated.

Company Details

Automattic Inc.

HQ: San Francisco, US

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# Work with us from wherever you like Explore the remote job opportunities at Automattic. Work from anywhere, and make the web a better place for everyone, everywhere. Check out today’s open jobs. ![](https://automattic.com/wp-content/uploads/2025/01/group-52.png?w=1024) We’re 1,463 Automatticians in 81 countries speaking 109 languages. We democratize publishing and commerce so anyone with a story can tell it, and anyone with a product can sell it, regardless of income, gender, politics, la ...
Post Date: November 21, 2025