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Why Big Digital Overhauls Often Fail with Scott Wintheiser

In this episode of DesignWave, we sit down with Scott Wintheiser, a digital veteran with nearly three decades of experience helping businesses grow through changing technology landscapes from the early web and ecommerce boom to today’s AI era.

Scott shares why so many companies waste time chasing trends, how “big-bang” digital transformations often fail, and why practical, right-sized strategy usually wins over flashy innovation. We also explore why Fortune 500 playbooks don’t always work for mid-sized companies, how leaders can cut through the noise, and what actually moves the needle when…

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