Chief Business Officer Catherine Stewart of Automattic ( on Strategic Negotiation and How 800+ Distributed Automatticians Thrive

by Rebecca Luo

Ep. 20 of our interview series featuring women in sales

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Catherine Stewart is the Chief Business Officer at Automattic, the company behind, where she manages M&A, business development, business operations, and strategic projects to grow the company’s revenue. She was previously at Facebook, where she helped launch the Ad Tech business unit and led the long-range planning process. At Random House, Catherine helped the company transition from selling physical books to digital books. At McKinsey, Catherine was a strategy consultant in New York City. She received a Master of Philosophy from the University of Cambridge and a BA from Yale University, where she graduated summa cum laude and was the recipient of the Hilgendorf Fellowship. She currently lives in San Francisco, California, and serves as an advisor to several start-ups in the technology and media sectors.

Episode Highlights

  • Catherine's full circle journey from traditional publishing at Random House, to digital publishing at Facebook, to democratizing web publishing at Automattic.
  • Catherine's experiences in strategy consulting at McKinsey 
  • Catherine explains how she will complete a thorough business analysis before entering into any negotiation for an M&A or business development deal
  • How Automattic ensures cohesion and closeness across different countries, products, and departments