Karen Hayward

Picture of Karen Hayward
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

From Loyalty Programs to Leadership: What 20 Years in CRM Taught Me About Organizational Growth

From Loyalty Programs to Leadership: What 20 Years in CRM Taught Me About Organizational Growth

Mon, May 11, 2026 | Posted by Anka Twum-Baah

 

Executive Takeaways

  • The principles that build customer loyalty work just as well on your best employees and partners.
  • Salary and bonus are table stakes. What keeps top performers are the moments that make them feel like insiders.
  • Internal friction is as damaging as friction in a customer journey — and just as fixable.
  • Generic recognition retains no one. Tailored moves do.

Loyalty programs taught many of us how to turn casual buyers into raving fans. My 20 years in CRM and loyalty for brands like Marriott, Amazon, and American Express—and leading a $3B customer platform—taught me something bigger: The same system that keeps customers coming back also keeps your best people from leaving.​​ When growth stalls, most CEOs reach for the usual levers: more demand gen, more recruiting, more channels.

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