Brett Keirstead

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An accomplished B2B SaaS sales leader, Brett expertly leads client retention, engagement, and growth initiatives, and works with C-level executives to scope and secure complex, profitable projects. With a proven track record of building and scaling professional go-to-market revenue growth functions in growth-oriented companies, he helps private equity and venture capital investors build out go-to-market strategies for their portfolio companies. A trained sales technician with a detailed understanding of sales compensation and operations, he brings a passion for mentoring and developing new sales leaders and promoting Women in Sales Excellence.
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Recent Posts

Growth Without Guesswork: The Questions Great Vistage Chairs Ask

Growth Without Guesswork: The Questions Great Vistage Chairs Ask

Fri, May 15, 2026 | Posted by Karen Hayward

Executive Takeaways

  • Most CEOs are managing growth on assumptions that no longer reflect how buyers actually buy.
  • The best Chair question isn't "how is sales going?" It's "where are the growth leaks?"
  • AI search is already a revenue issue, not a future one.
  • Insight without commitment is just a good conversation.

After leading more than 150 Vistage workshops, working with hundreds of CEOs navigating growth challenges, and spending more than 10 years as a Vistage member myself, I’ve noticed a consistent pattern in conversations with business leaders. No matter the industry, the symptoms sound familiar.

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