AI and the Data Swamp In Your Backyard with Ben Wilcox

47:33 S2E25

In this episode of "How Many CTOs Does It Take?" podcast, hosts Scott Porad and Brad Hefta-Gaub interview guest Ben Wilcox, CTO and CISO of ProArch, a Microsoft-focused data and AI system integrator. Wilcox describes his path into system integration, from cloud transformation and building managed security services, and now focused on helping customers adopt AI securely. The discussion centers on enterprise "data swamps," where unstructured, stale, and sensitive data create inaccurate AI outputs, and the new security risks as connectors make information easier to access. Wilcox argues organizations need stronger data governance, classification/labeling, segmentation, and purging, and should start with narrow, high-value AI use cases supported by cleaner data pipelines to improve accuracy and drive stakeholder buy-in. The hosts debate whether AI truly hallucinates or if faulty answers come from poor data, and whether the need for guardrails is anything new. Wilcox ends the episode reminding listeners that they are not alone in managing complex data.

00:00 Cold Open
00:22 Meet the Guest
03:00 What System Integrators Do
06:44 Modern SI for AI
09:39 Enterprise Data Swamp
15:08 Governance and Classification
17:41 Getting Budget Buy In
21:21 Bad Data vs Hallucinations
23:23 Bad Data Slows Everyone
24:43 Bronze Silver Gold Layers
26:53 Selling Data Debt Fixes
28:30 Scoped Copilot Show And Tell
31:04 AI Exposes Old Data Issues
33:11 Fusion Teams And Guardrails
37:00 Agents Need Real Controls
43:24 Defaults YOLO And Reviews
46:18 Wrap Up And Credits

Resources:

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Guest

Ben Wilcox CTO and CISO, ProArch

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