Sales Development Representative

The Sales Development Representative (SDR) role is responsible for building a funnel of qualified enterprise customer leads for their assigned Enterprise Sales Executive(s), and scheduling calls and / or demos with them.

Your style is to work in sprints, doing deep outbound prospect work on a daily basis. You learn quickly who the ideal enterprise customer is for VIP, and you use email, phone, and LinkedIn to find and target these publishers. You know how to identify decision makers and do what you can to make contact with them in a fashion that’s targeted yet unobtrusive. Your goal is to contact, listen, learn, and get them interested in VIP as a potential platform partner for their Content Management (CMS) and Digital Experience Platform (DXP) initiatives. You ultimately want to grow into a Sales Executive and view the SDR role as the best possible way to create value, learn, and grow.

You view enterprise customers and their content as important parts of the web, and you view VIP and WordPress as the best partner to come alongside those content efforts. You pride yourself in establishing long-term relationships and doing what’s best for the customer. You enjoy having structured daily tasks, and setting a goal and achieving it. You appreciate both the art and science of selling and understand that your role requires both.

In addition, you are:

  • Coachable, thus hungry for feedback and able to turn that feedback into improved processes and pitches.
  • An amazing communicator. You should be great at holding people’s attention whether via email, presenting, chatting on the phone, or meeting in person.
  • Someone with a growth mindset, recognizing the opportunity to learn and improve in every situation.
  • Comfortable working with executive-level prospects.
  • Able to listen to the needs of publishers and use that information to inform our product roadmap.
  • Driven to achieve growth targets, both as an individual and company.

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

We’re serious about growing diversity in the tech industry. We want to build Automattic as an environment where people love their work and show respect and empathy to those with whom we interact. Diversity typically includes, but is not limited to, differences in race, gender, sexual orientation, gender identity or expression, political and religious affiliation, socio-economic background, cultural background, geographic location, physical disabilities and abilities, relationship status, veteran status, and age. To work on diversity means that we welcome these differences, and strive to increase the visibility of traditionally underrepresented groups.

How to apply:

Does this sound interesting? If yes, please send a short email to jobs @ telling us about yourself and attach a résumé (PDF format only).

Let us know what you can contribute to the team. Include the title of the position you’re applying for and your name in the subject. Proofread! Make sure you spell and capitalize WordPress and Automattic correctly. We are lucky to receive hundreds of applications for every position, so try to make your application stand out. If you apply for multiple positions or send multiple emails there will be one reply.

Please answer the following questions in your cover letter. Applications without these questions answered will not be considered:

  1. Tell us about a numbers-driven role that you’ve had previously.
  2. What draws you to the Enterprise SDR role? And what are your top 2 or 3 qualities that will lead you to success in the role?
  3. What questions do you have for us?

Ready to get started?

Drop us a note.

No matter where you are in the planning process, we’re happy to help, and we’re actual humans here on the other side of the form. 👋 We’re here to discuss your challenges and plans, evaluate your existing resources or a potential partner, or even make some initial recommendations. And, of course, we’re here to help any time you’re in the market for some robust WordPress awesomeness.