Karen Hayward

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Karen Hayward is a Managing Partner and CMO of Chief Outsiders. Karen is a results-oriented marketing, sales and operations executive with a proven track record for building and executing strategic programs that accelerate revenue. Karen’s industry marketing awards include a DemandGen Top 10 Award for "Using Sales and Marketing Automation to Fuel Corporate Growth" (2008 - CenterBeam) and a Stevie Finalist recognition for "Best Marketing Department" from the American Business Awards. In 2004, Karen was named a “Selling All-Star” by Selling (a monthly publication of Institutional Investor. She has also been a featured speaker at Interop 2007, On24 Webcast on Lead Farming, and a guest lecturer at USC East Bay. In 2010, Karen was recognized by CRN as one of the "Power 100: The Most Powerful Women of the Channel" for driving top-line revenue growth and revving up CenterBeam's social media program. Karen holds a Bachelor of Commerce degree from Concordia University in Montreal, Quebec, Canada.
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Recent Posts

Stop Hosting Alignment Meetings and Start Building a Unified GTM Operating Model

Stop Hosting Alignment Meetings and Start Building a Unified GTM Operating Model

Wed, May 6, 2026 | Posted by The Chief Outsider

Executive Takeaways

You can't meeting your way out of a system design problem.
Alignment meetings are reactive, CEO-dependent, and fix symptoms — not root causes.
A unified GTM Operating Model creates alignment by design, not by force.
When the system works, the CEO stops mediating and starts leading.

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