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Digital transformation isn't just an upgrade—it's a full-scale business shift requiring trust, discipline, and cultural alignment across departments. We break down why software development is so challenging and what makes the difference between forgettable tools and those that become indispensable.
In this revealing episode of New School IT Digital, hosts Roland, John, Nasheed, and Ryan tackle the uncomfortable truth about why digital transformation is so difficult. Through candid stories and real-world examples, they uncover how even the most well-intentioned software projects can fail when developers lose sight of the actual humans who will use their tools.
The conversation moves beyond technical challenges to expose the cultural and organizational barriers that derail transformation efforts. We learn how departmental silos create language barriers, turning what should be simple collaboration into a game of corporate telephone. The hosts contrast "old school" IT mindsets focused on project completion with "new school" approaches that embrace continuous evolution—revealing why companies stuck in delivery-mode thinking struggle to create software people actually want to use.
What makes the difference between software that gathers digital dust and tools that transform how work gets done? The answer lies in trust, discipline, and a willingness to connect deeply with users' needs. Through examples of software that gets it right (and some that miss the mark), the hosts provide a framework for evaluating your own company's digital efforts.
Whether you're a business leader frustrated by failed IT initiatives, a technical professional trying to bridge the gap with business teams, or someone caught in the middle of a transformation gone sideways, this episode offers both validation and practical guidance. Join us on this journey to reimagine how your organization approaches software development and digital change.
Share the knowledge, share the Podcast!
We give these examples of software that gets it right:
ZoomInfo (https://www.zoominfo.com)
Perplexity (https://www.perplexity.ai)
Miro (https://miro.com)
Tableau (https://www.tableau.com)
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By System of Discplined Agility Inc.Send us a text
Digital transformation isn't just an upgrade—it's a full-scale business shift requiring trust, discipline, and cultural alignment across departments. We break down why software development is so challenging and what makes the difference between forgettable tools and those that become indispensable.
In this revealing episode of New School IT Digital, hosts Roland, John, Nasheed, and Ryan tackle the uncomfortable truth about why digital transformation is so difficult. Through candid stories and real-world examples, they uncover how even the most well-intentioned software projects can fail when developers lose sight of the actual humans who will use their tools.
The conversation moves beyond technical challenges to expose the cultural and organizational barriers that derail transformation efforts. We learn how departmental silos create language barriers, turning what should be simple collaboration into a game of corporate telephone. The hosts contrast "old school" IT mindsets focused on project completion with "new school" approaches that embrace continuous evolution—revealing why companies stuck in delivery-mode thinking struggle to create software people actually want to use.
What makes the difference between software that gathers digital dust and tools that transform how work gets done? The answer lies in trust, discipline, and a willingness to connect deeply with users' needs. Through examples of software that gets it right (and some that miss the mark), the hosts provide a framework for evaluating your own company's digital efforts.
Whether you're a business leader frustrated by failed IT initiatives, a technical professional trying to bridge the gap with business teams, or someone caught in the middle of a transformation gone sideways, this episode offers both validation and practical guidance. Join us on this journey to reimagine how your organization approaches software development and digital change.
Share the knowledge, share the Podcast!
We give these examples of software that gets it right:
ZoomInfo (https://www.zoominfo.com)
Perplexity (https://www.perplexity.ai)
Miro (https://miro.com)
Tableau (https://www.tableau.com)