CHERYL HAGGERTY - Shalion's CCO on how a nontraditional leader builds trust, purpose, and AI readiness

from New School IT · host System of Discplined Adaptability Inc.

Send us Fan MailWith Cheryl Haggerty, Chief Client Officer at Shalion, we explore nontraditional careers, values-driven leadership, and how AI reshapes teamwork and trust. From progress over perfection to building cross-team flow, Cheryl shares honest stories and practical tools:• nonlinear career path and authenticity• values as a compass for purpose• progress over perfection as a team norm• cross-team communication and effectiveness• trust beyond titles and honest leadership• AI for productivity with human empathy• designing customer success from first principles• practical ways to learn AI together• advice at 15, 30, and last yearFollow the show, share it with some of those building teams, and keep an ear out for Cheryl's return after she finishes her London School of Economics degree, which she started just this year.

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This episode is 23 minutes long.

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This episode was published on October 31, 2025.

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