Greg Leonardo is a Principal Cloud Architect, Certified Azure Solution Architect Expert, and Microsoft Azure MVP with over two decades of experience driving high-impact cloud transformations for global enterprises. Greg's work sits at the crossroads of architecture, innovation, and mentorship, where he crafts scalable, cost-efficient, and future-ready solutions that align technology with business strategy. He's a recognized authority in Azure-native architecture, FinOps optimization, and AI integration, known for delivering measurable results—from reducing cloud spend to accelerating DevOps agility through Terraform and infrastructure as code. His leadership extends beyond technical execution, as he actively cultivates cloud talent and fosters a culture of continuous improvement. A former Gulf War veteran, Greg brings discipline, resilience, and strategic foresight to every initiative — whether building global cloud ecosystems or leading high-performance engineering teams. He's also a passionate advocate for the cloud community, sharing insights daily through technical writing and open mentorship.
Topics of Discussion:
[5:46] Greg discusses his approach to AI, emphasizing responsible AI and the importance of understanding its limitations.
[8:12] AI's journey through the Hype Cycle.
[11:09] Greg introduces the concept of AI as "virtual employees."
[16:44] Greg talks about how he uses both Microsoft 365 Copilot and ChatGPT Enterprise to compare their capabilities.
[18:36] How Greg tests and compares AI tools.
[20:21] Comparing AI to previous search and research methods.
[23:31] Improving AI results through better prompts.
[26:17] The agent framework, sharing, and limitations of AI agents.
[36:47] AI's ability to generate architectural diagrams.
[41:49] Exploring autonomous coding agents.
[41:45] Why we aren't quite ready for the "fire and forget" side.
[43:08] Struggling with the memory behind chat.
[44:02] Closing thoughts — what can we expect in the future, and what are more practical applications of AI?
Mentioned in this Episode:
Ep 326 with Greg Leonardo: The Latest in Azure
Ep 282 with Greg Leonardo: Optimizing Cloud Budgets
Want to Learn More?
Visit AzureDevOps.Show for show notes and additional episodes.
Stuff You Should Know
If you've ever wanted to know about champagne, satanism, the Stonewall Uprising, chaos theory, LSD, El Nino, true crime and Rosa Parks, then look no further. Josh and Chuck have you covered.
Las Culturistas with Matt Rogers and Bowen Yang
Ding dong! Join your culture consultants, Matt Rogers and Bowen Yang, on an unforgettable journey into the beating heart of CULTURE. Alongside sizzling special guests, they GET INTO the hottest pop-culture moments of the day and the formative cultural experiences that turned them into Culturistas. Produced by the Big Money Players Network and iHeartRadio.
Dateline NBC
Current and classic episodes, featuring compelling true-crime mysteries, powerful documentaries and in-depth investigations. Follow now to get the latest episodes of Dateline NBC completely free, or subscribe to Dateline Premium for ad-free listening and exclusive bonus content: DatelinePremium.com