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

Uncertainty Is Real. Opportunity Is Too.

Uncertainty Is Real. Opportunity Is Too.

Mon, Jun 15, 2026 | Posted by Art Saxby

The headlines say one thing. The data says something more nuanced. Here's what mid-market CEOs should actually be paying attention to right now. This two-part series from Chief Outsiders Founder & CEO Art Saxby explores what the data actually shows about CEO confidence, why this moment is different from past disruptions, and where mid-market companies are finding real growth opportunities right now.

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