In this episode of The Bridgecast, host Scott Kinka sits down with Denis O'Shea  Founder and CEO of Mobile Mentor, Microsoft Global Partner of the Year, for a wide-ranging conversation on endpoint management, identity security, Zero Trust architecture, and what it really takes to build a workforce that is secure, productive, and ready for the AI era.

Denis's journey is anything but linear. Born in Ireland, he built cellular networks for Nokia in Finland and New Zealand before a fateful dressing-down from a European telco CEO: "Why are your customers only making calls and sending texts?" sent him on a two-decade mission to close the gap between technology investment and human adoption. From deploying Microsoft Intune when it was, in Denis's own words, 'a dog,' to now managing the world's largest Intune tenant and sitting on Microsoft's engineering advisory board, Denis has earned the right to tell IT leaders exactly what to do next.

What you will learn:

• Why 97% of cyber breaches start with compromised credentials and what to do about it today
• The "allergic reaction" test for hiring elite technical engineers
• How to use "security by stealth" to drive adoption without user pushback
• Why organizations only use 44% of their software licenses and how to consolidate
• The hidden security risks of executive MacBooks and unmanaged home devices
• A structured approach to AI implementation that avoids the "52-tool" trap
  
  

Denis O'Shea is the Founder and CEO of Mobile Mentor, a global technology company recognized as Microsoft's Global Partner of the Year. Over two decades, Mobile Mentor has helped more than one million people across the US, Australia, and New Zealand become more secure, more productive, and better equipped for hybrid work. Denis began his career with Nokia, helping set up some of the world's earliest cellular networks, and has spent the 20 years since proving that the biggest barrier to technology transformation is never the technology; it's the human experience. He lives in Nashville, Tennessee, and has not typed a password in three and a half years.

Episode Highlights:

• [03:33] Go Passwordless Now: 97% of Breaches Start with Compromised Credentials
  
  

Denis O'Shea makes a compelling case that passwords are obsolete technology invented in 1961, yet organizations continue forcing employees to take massive security risks every time they type one. Since 97% of cyber breaches originate from compromised credentials, moving to passwordless authentication should be your security North Star. The good news is it's not as difficult as you think—you've already solved this on smartphones, and the same biometric and hardware-based authentication methods work on Windows and Mac devices. Start by mandating TPM 2.0 on all new hardware, adding infrared cameras for facial recognition, rolling out phish-resistant MFA, and tying everything together with conditional access policies. O'Shea personally hasn't typed a password in three and a half years, making him nearly phish-proof as a human since he literally doesn't know his own password. For IT leaders, this shift eliminates your largest attack surface while improving user experience—a rare win-win that justifies the investment immediately.

• [11:04] Set a North Star and Align Your Organization Around It
  
  

Denis O'Shea's career demonstrates the power of a clear, inspiring vision: when Microsoft asked him to help launch the immature Intune product in 2015, all his engineers said no—but he committed to becoming "the best in the world at deploying Microsoft Intune," knowing the product would mature and market dynamics would favor consolidation. That single North Star aligned the entire organization, attracted the right talent, and ultimately led to Microsoft Global Partner of the Year, advisory board seats, and managing the world's largest Microsoft tenant. A North Star works because it gives teams something bigger than themselves to pursue, makes resource allocation decisions obvious, and attracts people who share that vision. When you're hiring, designing strategies, or deciding where to invest, a clear North Star prevents drift and keeps teams focused on what actually matters. For IT leaders building modern security and workplace strategies, this means defining your endpoint management, security, and digital workplace vision—then measuring every decision, hire, and tool against that vision. O'Shea's experience shows that commitment to a single direction, combined with the right people, consistently outperforms scattered efforts across too many competing priorities.

• [20:34] Security by Stealth: The Vanderbilt Playbook

Your organization is likely paying for technology it doesn't use; across hundreds of assessments, Denis O'Shea found enterprises only utilize 44% of their Microsoft licenses while simultaneously maintaining overlapping security and productivity tools from multiple vendors. This fragmentation creates a compounding problem: poor integration, manual workarounds, limited automation, and zero ability for AI to reason across siloed data sources. Instead of spreading resources thin across 52 overlapping security tools (the industry average), consolidate around one or two strategic platforms to maximize integration, automation, and data accessibility. A practical first step is auditing your current stack and identifying which tools duplicate functionality, then mapping a consolidation roadmap that prioritizes depth over breadth. O'Shea's clients who moved from "best of breed" to "best of platform" strategies reported significantly improved security posture, faster incident response, and measurable cost savings from license optimization. For procurement officers and CTOs, this consolidation strategy directly addresses budget constraints by extracting maximum value from existing investments.

Episode Resources:

• Denis O'Shea on LinkedIn
• Scott Kinka on LinkedIn
• The Bridgecast on Apple Podcasts
• The Bridgecast on Spotify
• The Bridgecast on YouTube

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