Director of Strategy and Corporate Development

Automattic, the company behind, Jetpack, and WooCommerce, is looking for an exceptional candidate to lead Strategy and Corporate Development.

As a Director of Strategy and Corporate Development, you will play a wide-ranging role helping build Automattic and, including:

  • Conduct market research to identify, assess, and prioritize new business opportunities
  • Make buy/build/partner decisions, and evaluate potential acquisition targets
  • Negotiate terms, execute deals, integrate acquisitions, and oversee their long-term success
  • Partner with internal teams to grow the revenue of our various business units
  • Help optimize pricing, bundles, and purchase flows for paid products
  • Work directly with key leaders across our company to help drive high-quality business and financial decisions.

The ideal candidate:

  • Has 10+ years of experience with a strong foundation developed in investment banking, consulting, or a similar analytical environment.
  • Has strong analytical skills and the ability to model business opportunities and assess trade-offs.
  • Is detail-oriented and meticulous, and able to build on that foundation to provide high-level insights and strategic advice.
  • Has experience doing market and competitive research, leading M&A transactions,  and working cross-functionally with Legal, Engineering, Marketing, and Finance teams.
  • Is excited about working directly with large datasets (SQL optional) and is proficient in data visualisation and in communicating quantitative insights.
  • Is highly self-­motivated, able to work with significant autonomy
  • Has experience building and scaling a team.

A passion for open source technology and an understanding of CMS, SaaS, and hosting environments is preferred. If you have experience with WordPress, software development, coding, open source, or other relevant areas, don’t forget to mention it. Like all positions at Automattic, you’ll work remotely, and can be based wherever you live. We’re a distributed team, so good communication skills is a must.

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, socioeconomic background, cultural background, geographic location, 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. Read more about our dedication to diversity and inclusion.


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

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Want to increase your chances of standing out? If so, please include answers to each of the following questions in your email application:

  • Tell us about a time you made a decision regarding whether or not to pursue a business opportunity, such as an acquisition, partnership, expansion into a new market, or new product launch. What decision did you make and how did you make it?
  • When setting prices for consumer-facing products, how would you set up a test to assess the optimal price?
  • In one sentence, how would you describe Automattic’s business model to someone who isn’t familiar with the company?
  • What is your favorite SaaS metric for a business similar to