What happens when you try to monitor something fundamentally unpredictable? In this featured guest episode, Wayne Segar from Dynatrace joins Corey Quinn to tackle the messy reality of observing AI workloads in enterprise environments. They explore why traditional monitoring breaks down with non-deterministic AI systems, how AI Centers of Excellence are helping overcome compliance roadblocks, and why “human in the loop” beats full automation in most real-world scenarios.

From Cursor’s AI-driven customer service fail to why enterprises are consolidating from 15+ observability vendors, this conversation dives into the gap between AI hype and operational reality, and why the companies not shouting the loudest about AI might be the ones actually using it best.

Show Highlights

(00:00) - Cold Open
(00:48) – Introductions and what Dynatrace actually does

(03:28) – Who Dynatrace serves

(04:55) – Why AI isn't prominently featured on Dynatrace's homepage

(05:41) – How Dynatrace built AI into its platform 10 years ago

(07:32) – Observability for GenAI workloads and their complexity

(08:00) – Why AI workloads are "non-deterministic" and what that means for monitoring

(12:00) – When AI goes wrong

(13:35) – “Human in the loop”: Why the smartest companies keep people in control

(16:00) – How AI Centers of Excellence are solving the compliance bottleneck

(18:00) – Are enterprises too paranoid about their data?

(21:00) – Why startups can innovate faster than enterprises

(26:00) – The "multi-function printer problem" plaguing observability platforms

(29:00) – Why you rarely hear customers complain about Dynatrace

(31:28) – Free trials and playground environments

About Wayne Segar

Wayne Segar is Director of Global Field CTOs at Dynatrace and part of the Global Center of Excellence where he focuses on cutting-edge cloud technologies and enabling the adoption of Dynatrace at large enterprise customers. Prior to joining Dynatrace, Wayne was a Dynatrace customer where he was responsible for performance and customer experience at a large financial institution.

Links

Dynatrace website: https://dynatrace.com

Dynatrace free trial: https://dynatrace.com/trial

Dynatrace AI observability: https://dynatrace.com/platform/artificial-intelligence/

Wayne Segar on LinkedIn: https://www.linkedin.com/in/wayne-segar/

Sponsor

Dynatrace: http://www.dynatrace.com

How do you wrangle the chaos of AWS cost tools and live presentations? In this episode of Screaming in the Cloud, Corey Quinn is joined by AWS’s Bowen Wang and Matt Berk to break down their re:Invent talk and everything that almost went off the rails. From surprise tsunami alerts to last-minute feature changes, they explore the anxiety and art behind presenting at scale. They also look at how power user feedback shapes tools like the AWS Pricing Calculator, why storytelling matters more than specs, and what it’s like co-presenting with notes that say “make the rabbit joke.” They also discuss AWS’s internal planning process, how customers can get involved in talks, and where to catch them next.

Show Highlights

(0:00) Intro

(1:38) The Duckbill Group sponsor read

(2:35) The importance of collecting feedback before launching a product

(4:52) The difference between the intended use of a product and how it’s actually used

(8:52) How Bowen and Matt were able to be so prepared for their presentation

(13:01) What many people don’t realize goes into practicing for a presentation

(17:14) How having a storyline helped Bowen and Matt facilitate better breakout sessions

(18:26) The Duckbill Group sponsor read

(21:02) The importance of being able to go with the flow during presentations

(22:42) Why knowing your audience is essential for having a good presentation

(24:32) Choosing between breadth and depth when giving presentations

(25:05) Bowen and Matt’s advice for people who want to have their opportunity to give a talk with an AWS service team

(34:22) How to keep up with Matt and Bowen

About Matt Berk

Matt Berk is an AWS Principal Technical Account Manager at based in Brooklyn who's passionate about storytelling, cloud technologies, and FinOps. When he's not solving customer issues, Matt can be either be found in nature with his dog Ollie, at popular NYC restaurants, or at home planning his next trip to a theme park.

About Bowen Wang

Bowen Wang is a Principal Product Marketing Manager for AWS Billing and Cost Management Services, where she focuses on enabling finance and business leaders to better understand the value of the cloud and ways to optimize their cloud financial management. In her previous career, she helped a tech start-up enter the Chinese market. When she's not helping customers optimize their cloud costs, you can find her cheering for F1 races with her husband or juggling life as a mom to an energetic toddler and a playful poodle.

Links

• AWS Cloud Financial Management Blog Channel: https://aws.amazon.com/blogs/aws-cloud-financial-management/
• AWS Twitch Channel: https://www.twitch.tv/aws
• AWS Tech Tales: https://community.aws/livestreams/aws-tech-tales
• The authenticated AWS Pricing Calculator is now generally available: https://aws.amazon.com/blogs/aws-cloud-financial-management/the-authenticated-aws-pricing-calculator-is-now-generally-available/

What’s going on with Infrastructure as Code? On this episode, Corey is joined by Firefly CEO and Co-Founder Ido Neeman to discuss the findings of the State of IaC 2025 report. Throughout their chat, Corey and Ido discuss the evolution of IaC adoption in enterprises, the challenges of managing multi-cloud and multi-IaC environments, and the importance of disaster recovery as code. The conversation also touches on the rise of open-source projects like Open Tofu and the significant role of automation in cloud cost optimization. This episode not only reflects on recent trends, but highlights the importance of robust cloud governance and the continuous need for innovation amidst increasing cloud complexity.

Show Highlights

(0:00) Intro

(0:59) Firefly sponsor read

(1:29) Firefly's semi-pivot to AI

(2:54) The findings of the State of IaC 2025 survey

(5:40) How are people working in multi-cloud environments

(8:14) Is there a responsible way to use Helm charts?

(11:21) The currrent state of Pulumi

(12:46) Problems that can be encountered with large enterprises

(18:07) The continuum between innovation and optimization

(21:51) Firefly sponsor read

(22:31) Are companies actually adopting infrastructure as code?

(28:49) The most interesting ways that Ido has seen enterprises use IaC in production

(33:40) What's stopping companies from fully leveraging IaC?

(41:06) Where you can find more from Ido and Firefly

About Ido Neeman

Ido Neeman is CEO and co-founder of Firefly, and the former CEO and co-founder of Nuweba, the fast and secure serverless platform. To the diversity of roles he has held, he brings more than a decade's experience in the elite Israeli intelligence corps, and later led the technology portfolio at a hedge fund. Today, he is focusing on helping organizations tackle cloud chaos through Infrastructure as Code.

Links

• Firefly’s website: https://www.firefly.ai/
• The State of IaC 2025: https://www.firefly.ai/state-of-iac-2025
• Ido on Twitter: https://x.com/idoneeman?lang=en
• Ido on LinkedIn: https://www.linkedin.com/in/ido-neeman/?originalSubdomain=il

Sponsor

Firefly: https://www.firefly.ai/