Account Executive, WordPress VIP

Automattic Careers automattic.com Open · verified Sep 20, 2026

Remote VIP Mid-level Account Executive

Mid-level Account Executive role at Automattic Careers. Remote · $95,000–$160,000 base.

SalaryStated by Automattic Careers

$95,000 – $160,000

Base salary for this role, in USD per year, as published in the posting.

Role brief

Growth Roles summary, based on the employer's posting.

What you'll do

You'll win enterprise customers and expand current accounts to drive strong revenue growth
You'll build C-level relationships that make VIP a strategic business partner
You'll manage deals from straightforward purchases through multimillion-dollar enterprise opportunities
You'll maintain reliable pipeline and forecast data while improving forecasting practices
You'll create vertical-specific sales plans, prospect outbound, and generate your own opportunities

What you bring

You bring at least seven years of enterprise software sales experience, preferably in SaaS or CMS technology
You have a record of meeting or exceeding quotas and closing solutions-based enterprise deals
You understand enterprise IT environments and content management systems
You can present, negotiate, review contracts, and communicate with executives, engineers, and content creators
You can grow named accounts and sustain long-term customer relationships

Who this fits

You’ll suit a self-directed enterprise seller who researches markets, creates outbound opportunities, and enjoys storytelling, demos, and executive pitches. The role is fully remote for someone based on the East Coast of the United States or Canada, with moderate travel required. You’ll work with SDRs and marketing while contributing to sales best practices and mentoring teammates.

From the employer

WordPress VIP is the world’s leading enterprise content management platform. We help the world’s largest companies (including Meta, Salesforce, and Disney) create innovative digital experiences with WordPress.

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.

This role requires you to have a deep understanding of the technology and platforms that we run, and be able to communicate effectively with different stakeholders such as engineers and content creators. Moderate travel is required as well.

Location: Remote (East Coast of United States/Canada)

Salary range: $95,000-$160,000 USD, plus variable compensation - Please note that salary ranges are global, regardless of location, and we pay in local currency.

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 for the right candidate.

This isn’t your typical work-from-home job—we are a fully-remote company with an open vacation policy. Read more about our compensation philosophy. To see a full list of benefits by country, consult our Benefits Page. And check out these links to learn more about How We Hire and What We Expect from Ourselves.

About Automattic

Now in our 20th year, we’re the people behind WordPress.com, WooCommerce, Beeper, Tumblr, Simplenote, Jetpack, Longreads, Day One, PocketCasts, and more. We believe in making the web a better place.

We’re a distributed company with more than 1500 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 with a product can sell it, 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, an Equal Opportunity employer, and Disability Confident Committed. (Here’s what that might mean for you.) If you need accommodations during the application or interview process, please fill out this form. We are committed to ensuring an accessible hiring process for all candidates. Learn more about our Employee Resource Groups.

You can track your application status and more at MyGreenhouse.

To learn about how we handle your data, please review our Job Applicant & Candidate Privacy Notice and our Privacy Policy.

All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or status as a protected veteran. View the “Know Your Rights: Workplace Discrimination is Illegal” poster here. Automattic participates in the E-Verify program in certain locations, as required by law.