Episodes
Explore our collection of unfiltered conversations with global technology leaders. Each episode delivers real insights, personal stories, and actionable wisdom.
Available Now
Season 2 Episode 6: The Sprint - What to look for in strategic partners, vendors & consultants
Join us as Howie shares his 40-ish years of experience in the consulting world as a strategic partner to Technology leaders like you. And we do a dive into Ford Motor company's recall of "Gray Beards" following AI disappointments.
Show Notes
Join us as Howie shares his 40-ish years of experience in the consulting world as a strategic partner to Technology leaders like you. And we do a dive into Ford Motor company's recall of "Gray Beards" following AI disappointments.
Season 2 Episode 5: Maxing out with Keith Fulton
The author of Maxing Out: How to get the most out of yourself and your team, Keith takes us on his journey from Cobol programmer to the CIO & CTO of brand name 1,000 + staffed IT organizations. Join as we talk about leadership in today's IT environment and Keith's formula for ultimate optimization.
Show Notes
The author of Maxing Out: How to get the most out of yourself and your team, Keith takes us on his journey from Cobol programmer to the CIO & CTO of brand name 1,000 + staffed IT organizations. Join as we talk about leadership in today's IT environment and Keith's formula for ultimate optimization.
Season 2 Episode 4: In the age of AI w/ Jim Chilton
Join Brian & Howie as they visit with Jim Chilton, Author of Enterprise Coherence: In the Age of AI. CIO, CTO, Business & Tech Advisor, and Board member.. Brian and Howie dive deep into the 5 pillars of Jim's book, and how tech leaders are using it in today's AI world.
Show Notes
Join Brian & Howie as they visit with Jim Chilton, Author of Enterprise Coherence: In the Age of AI. CIO, CTO, Business & Tech Advisor, and Board member.. Brian and Howie dive deep into the 5 pillars of Jim's book, and how tech leaders are using it in today's AI world.
Season 2 Episode 3: The Sprint - AI... What Else!?
Join Brian and Howie today as they dive into Mythos, Board Pressure for ROI, Iran's impact on Cyber insurance, Decision making by consensus & Digital dexterity.
Show Notes
Join Brian and Howie today as they dive into Mythos, Board Pressure for ROI, Iran's impact on Cyber insurance, Decision making by consensus & Digital dexterity.
Season 2 Episode 2: The Sprint - AI & the CIO
Join Brian and Howie today as they dive into AI in the world of the CIO today, including Citizen Developers, Pride, Rules of Engagement, Guardrails, Quelling anxiety, and the Top Down-Bottom up approach.
Show Notes
Join Brian and Howie today as they dive into AI in the world of the CIO today, including Citizen Developers, Pride, Rules of Engagement, Guardrails, Quelling anxiety, and the Top Down-Bottom up approach.
Season 2 Episode 1: 5 Key Hot Spots for CIOs in 2026
Happy New Year's everyone! And welcome to Season 2: EP 1 of the CIO Project. We have our best show yet. Join Brian and Howie as they count down the 5 Key Hot Spots that all CIO should make certain they focus on as we scream into the new year 2026!
Show Notes
Happy New Year's everyone! And welcome to Season 2: EP 1 of the CIO Project. We have our best show yet. Join Brian and Howie as they count down the 5 Key Hot Spots that all CIO should make certain they focus on as we scream into the new year 2026!
Episode 7: Rob Strickland - Risk Mitigation & AI Evolution
Join Brian Shield and myself as we visit with Rob Strickland, 45 year plus CIO veteran. Time with Rob is always a lot of fun and today's visit themed itself as the episode of "Risk Mitigation".
Show Notes
Listen in as we discuss: the origins of the IT moniker, the evolution of CISO role, The rising costs of today's computing dynamics, and 3 Things that are Similar & Different from today's AI rush and the Web.Com days of the late 90's.
Episode 6: Bill VanCuren - The Art of IT Leadership
Today we sit down with Bill VanCuren, retired NCR Corp. EVP & CIO, and InspireCIO ORBIE Award winner, and LIFETIME ACHIEVEMENT Award winner at both InspireCIO and HMG group, and former Techbridge philanthropy CIO of the year winner.
Show Notes
Probably the most comprehensive show we have done on IT Leadership to date with Bill VanCuren, this episode covers: Passing pressures down to subordinates; What it takes to lead tech-leaders; How we're teaching the new generations of leaders; The Reverse-skill set of Tech Leaders; How to find a mentor; Executive readiness program from InspireCIO; and My favorite: the definition of "Malicious Obedience". All this and we still had time to address: why you don't want anything to do with ERP implementations, dealing with new tech (AI) failures, knowing when to be early adopters or fast-followers, and understanding the Why - vs - the What & the How & Go Faster.
Episode 1: The CIO Journey - Leadership Lessons from the Trenches
Join our inaugural episode as we dive deep into what it really means to be a Chief Information Officer in today's rapidly evolving tech landscape. Our hosts share their personal journeys, biggest challenges, and the unfiltered truths about leading technology organizations.
Show Notes
In this inaugural episode, we explore the evolving role of the CIO, discuss key leadership strategies, and share personal confessions about the challenges of driving digital transformation in large organizations. Topics covered include: building effective IT teams, managing stakeholder expectations, navigating budget constraints, and the importance of aligning technology strategy with business objectives.
Episode 2: Vala Ashfar, Chief Evangelist Office, Salesforce
Chief Digital Evangelist, Salesforce.com. Renowned Speaker, and Author of BOUNDLESS and his New BOOK publishing this October 2025, ZDNET Columnist, and weekly Podcast: DisrupTV, VALA AFSHAR, joins us today.
Show Notes
Join us for an exciting conversation with Vala Ashfar, Chief Evangelist Office at Salesforce. We'll explore the current state of the CIO marketplace and dive deep into real AI discussions that matter to technology leaders.
Coming Soon
Join us next episode as we revisit the lost art of technical project management in today's world
Stay tuned for our next episode where we dive deep into the challenges and opportunities of technical project management in the modern era.
Coming Soon