Meet Jaime Diglio
Jaime Diglio is the Founder and CEO of The WIN Room™, a practice-based performance system that helps leaders and teams move from self-doubt to consistent results. She is the author of Moneyball Leadership, a TEDx speaker, and a Harvard Business School sales coach.
Before founding The WIN Room™, Jaime spent 15+ years as a top 1% performer at Gartner and Microsoft. A stress response that landed her in the ER became her wake-up call: she walked out of the WAR Room and built the WIN Room instead.
Today, Jaime works with leaders and teams across more than 300 organizations in a variety of industries, helping them strengthen executive presence, define their winning formula, and make money in every conversation. Her method is grounded in neuroscience and sports psychology, with 98.4% of professionals who work with her hitting their goals.
Certifications& Affiliations
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JAIME BY THE NUMBERS
10+
$40M
300+
$500M
10K
Years Back to Back Top Achiever
Size of Business Built from 2 clients to 200
Number of CXO Leaders Advised
Revenue Stream Grown and Managed
Number of hours spent driving her kids to sports practices
Change Your Room. Change Your Life.
Jaime breaks down the WIN Room on the TEDx stage
TRUSTED BY LEADERS AT
