The CIO Project
Join veteran IT strategist Howie L Lyke and Boston Red Sox CIO Brian Shield for unfiltered conversations with global technology leaders. Get the real insights, personal confessions, and hard-won wisdom that drive today's digital transformation.
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Watch Our Show Trailer
Get a taste of the authentic conversations and real insights that make The CIO Project the essential podcast for technology leaders.
Why The CIO Project Matters
In a world of sanitized corporate content, we deliver the real conversations, personal confessions, and unfiltered insights that drive technology leadership forward.
Episodes
Dive into authentic conversations that reveal the human side of technology leadership. Real insights from real leaders who aren't afraid to share their confessions.
Current Episode
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
Episode 3: Rob Stricklen, CEO and Founder of Move 37 Ventures LLC
C-level executive for over 30 years in the high-tech arena, including: Apple & Honeywell; The Cable TV Industry, including: Continental Cablevision & The Weather Channel; Satellite TV & Delivery, including: Dish Network & Kymet; and Wireless Carriers, including: T-mobile, Leap Wireless/Cricket, Truconnect, Cape, Pronto and Karrier-One.
Releasing June 11-15th
Meet Your Hosts
Learn from two industry veterans who bring decades of real-world experience and hard-won wisdom to every conversation. No corporate speak, just authentic insights.

Howie L Lyke
CEO & Veteran IT Strategist
Sherpa Techs LLC
With nearly four decades of IT leadership strategy experience, Howie brings unparalleled insights into technology transformation and executive leadership. His deep expertise spans enterprise architecture, strategic planning, and organizational change management.
Key Achievements
- CEO of Sherpa Techs LLC
- Led digital transformations for Fortune 500 companies
- Pioneered innovative IT governance frameworks
- Mentored dozens of emerging CIO leaders
- Expert in enterprise architecture and strategic planning

Brian Shield
SVP, CTO & CIO
Boston Red Sox
Brian serves as the SVP, CTO & CIO of the Boston Red Sox and National Chair of InspireCIO, bringing cutting-edge technology leadership to both sports entertainment and the broader IT community. His expertise spans fan experience technology, operational excellence, and diversity initiatives in tech.
Key Achievements
- SVP, CTO & CIO at Boston Red Sox
- National Chair of InspireCIO organization
- Leading digital innovation for major sports franchise
- Champion of diversity and inclusion in technology
- Expert in fan experience and sports technology
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