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DevOps dropped on the masses in 2008, but where is it today? In this episode, we dive deep into the evolution of DevOps with Matty Stratton, Solutions Architect at Turbot and Co-Host of the Arrested DevOps Podcast. Matty shares his journey from traditional IT operations to becoming a prominent voice in the DevOps community. We explore how DevOps principles have evolved over the past decade, the challenges of implementing cultural change in organizations, and the rise of platform engineering as a discipline. Matty offers valuable insights on team dynamics, organizational structure, and the importance of understanding incentives when driving technological transformation. Whether you're a seasoned DevOps practitioner or just beginning to explore this space, this conversation provides thought-provoking perspectives on the past, present, and future of how we build and operate technology.

Where to Find Matty Stratton

• LinkedIn: https://www.linkedin.com/in/mattstratton/
• Public Bio: https://speaking.mattstratton.com/bio
• Company: https://turbot.com/
• Arrested DevOps Podcast: https://www.arresteddevops.com/

Show Links

• DevOpsDays Chicago: https://devopsdays.org/events/2025-chicago/welcome/
• Five Love Languages of DevOps: https://speaking.mattstratton.com/A5u6CE/slides
• The Westrum Model: https://itrevolution.com/articles/westrums-organizational-model-in-tech-orgs/
• CALMS Framework: https://www.atlassian.com/devops/frameworks/calms-framework

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• Podcast: https://www.thecloudgambit.com/
• YouTube: https://www.youtube.com/@TheCloudGambit
• LinkedIn: https://www.linkedin.com/company/thecloudgambit
• Twitter: https://twitter.com/TheCloudGambit
• TikTok: https://www.tiktok.com/@thecloudgambit

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In this engaging episode, we dive into Dewan Ahmed's fascinating journey from electrical engineering to becoming a Principal Developer Advocate at Harness. Dewan shares how necessity drove his career transitions - first from renewable energy engineering to software development at IBM, and later to DevOps and Kubernetes. We explore the importance of content creation for career growth, how Toastmasters helped build his public speaking skills, and why job titles truly matter. Dewan also discusses his philosophy on resume reviews, having helped over 1,200 professionals pro bono, and shares insights on the delicate balance developer advocates must maintain between authenticity and company representation. Finally, we learn about his role organizing DevOps Days Halifax and his efforts to build the tech community in Atlantic Canada.

Where to Find Dewan

• LinkedIn: https://www.linkedin.com/in/diahmed/
• Twitter: https://x.com/dewanahmed
• Blog: https://www.dewanahmed.com/
• Company: https://www.harness.io/

Show Links

• Toastmasters: https://www.toastmasters.org/
• DevOps Days Halifax: https://devopsdays.org/events/2024-halifax/welcome/
• Harness CI/CD: https://www.harness.io/products/continuous-integration
• KubeCon: https://events.linuxfoundation.org/kubecon-cloudnativecon/
• OpenShift: https://www.redhat.com/en/technologies/cloud-computing/openshift

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• Podcast: https://www.thecloudgambit.com/
• YouTube: https://www.youtube.com/@TheCloudGambit
• LinkedIn: https://www.linkedin.com/company/thecloudgambit
• Twitter: https://twitter.com/TheCloudGambit
• TikTok: https://www.tiktok.com/@thecloudgambit

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In this episode, we dive into the evolving world of network automation with Dan Cruz, Enterprise Architect at Koch Industries. Dan shares his journey from military IT training to enterprise architecture, offering valuable perspectives on transforming network automation from individual scripting to an enterprise-wide strategy. We explore the challenges of justifying automation investments to leadership, the importance of focusing on business outcomes rather than technical solutions, and the delicate balance between building in-house solutions versus purchasing off-the-shelf tools. Dan also provides practical advice on starting small with automation initiatives, avoiding analysis paralysis with data management, and creating cross-functional teams that combine network expertise with development skills to drive successful automation efforts.

Where to Find Dan Cruz

• LinkedIn: https://www.linkedin.com/in/daniel-cruz-a1427249/
• AWS re:Invent: https://www.youtube.com/watch?v=7rSuagETP4I

Show Links

• Koch Industries: https://www.kochindustries.com/
• Open Telemetry: https://opentelemetry.io/
• Netbox (Network Source of Truth): https://netbox.dev/
• InfraHub by OpsMill: https://www.opsmill.com/products/infrahub
• Network to Code (Nautobot): https://networktocode.com/nautobot/

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• Podcast: https://www.thecloudgambit.com/
• YouTube: https://www.youtube.com/@TheCloudGambit
• LinkedIn: https://www.linkedin.com/company/thecloudgambit
• Twitter: https://twitter.com/TheCloudGambit
• TikTok: https://www.tiktok.com/@thecloudgambit

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What happens when you get Eyvonne, William, and our special guest Nick Eberts in the same conversation? You get a GKE party! In this episode, we dive deep into the world of multi-cluster Kubernetes management with Nick Eberts, Product Manager for GKE Fleets & Teams at Google. Nick shares his expertise on platform engineering, the evolution from traditional infrastructure to cloud-native platforms, and the challenges of managing multiple Kubernetes clusters at scale. We explore the parallels between enterprise architecture and modern platform teams, discuss the future of multi-cluster orchestration, and unpack Google's innovative work with Spanner database integration for GKE. Nick also shares his passion for contributing to open source through SIG Multi-Cluster and provides valuable guidance for those interested in getting involved with the Kubernetes community.

Where to Find Nick Eberts

• LinkedIn: https://www.linkedin.com/in/nicholaseberts
• Twitter: https://twitter.com/nicholaseberts
• Bluesky: @nickeberts.dev

Show Links

• SIG Multi-Cluster: https://github.com/kubernetes/community/tree/master/sig-multicluster
• Google Kubernetes Engine (GKE): https://cloud.google.com/kubernetes-engine
• Spanner Database: https://cloud.google.com/spanner
• Kubernetes: https://kubernetes.io/
• KubeCon: https://events.linuxfoundation.org/kubecon-cloudnativecon-north-america/
• Argo CD: https://argoproj.github.io/cd
• Flux: https://fluxcd.io/
• CNCF: https://www.cncf.io/

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• Podcast: https://www.thecloudgambit.com/
• YouTube: https://www.youtube.com/@TheCloudGambit
• LinkedIn: https://www.linkedin.com/company/thecloudgambit
• Twitter: https://twitter.com/TheCloudGambit
• TikTok: https://www.tiktok.com/@thecloudgambit

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Technology is evolving at a rapid pace along with the tools, methods, and education practices. Today, Derek Morgan joins the show to discuss the intersection of automation, DevOps, and Infrastructure-as-Code. Derek is the Founder of More Than Certified, an e-learning platform hosting courses on DevOps, Terraform, Docker, and more. We discuss the importance of foundational knowledge in modern tech, the role of tools like Terraform in enterprise environments, and the future of DevOps education. Derek also provides valuable insights into content creation and the philosophy behind effective technical teaching methodologies.

Where to Find Derek

• LinkedIn: https://linkedin.com/in/derekm1215
• Twitter: https://x.com/mtcderek
• Company: https://morethancertified.com

Show Links

• Linux Academy (Now part of Pluralsight): https://www.pluralsight.com/
• Terraform: https://www.terraform.io/
• OpenTOFU: https://opentofu.org/
• Jenkins: https://www.jenkins.io/
• GitHub Actions: https://github.com/features/actions
• Ansible: https://www.ansible.com/

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• Podcast: https://www.thecloudgambit.com/
• YouTube: https://www.youtube.com/@TheCloudGambit
• LinkedIn: https://www.linkedin.com/company/thecloudgambit
• Twitter: https://twitter.com/TheCloudGambit
• TikTok: https://www.tiktok.com/@thecloudgambit

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From managing servers in his closet to leading the AWS Well-Architected Framework performance pillar, Ryan Comingdeer's cloud journey mirrors the evolution of cloud governance itself. Now, as Co-Founder & CEO of Platformr, he's tackling one of cloud computing's biggest challenges: how to scale governance from individual workloads to entire organizations. Join us for a conversation that spans personal experiences, technical insights, and a vision for the future of cloud management that goes beyond traditional frameworks.

Where to Find Ryan

• LinkedIn: https://www.linkedin.com/in/comingdeer/
• Company: https://platformr.cloud/

Show Links

• AWS Well-Architected Framework: https://aws.amazon.com/architecture/well-architected/
• Cloud Center of Excellence (CCoE): https://aws.amazon.com/blogs/enterprise-strategy/what-is-a-cloud-center-of-excellence-and-why-do-you-need-one/
• AWS Trusted Advisor: https://aws.amazon.com/premiumsupport/technology/trusted-advisor/
• Platform Engineering: https://platformengineering.org/
• Re:Invent: https://reinvent.awsevents.com/

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• Podcast: https://www.thecloudgambit.com/
• YouTube: https://www.youtube.com/@TheCloudGambit
• LinkedIn: https://www.linkedin.com/company/thecloudgambit
• Twitter: https://twitter.com/TheCloudGambit
• TikTok: https://www.tiktok.com/@thecloudgambit

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Finding product-market fit is a psychological puzzle, especially for first-time founders launching during a pandemic. Meet JJ Tang, Co-Founder and CEO of Rootly. In this episode, JJ shares his journey—from growing up in China to attending university in Canada and founding a successful incident management platform used by giants like Cisco, NVIDIA, Canva, LinkedIn, and more. We explore valuable lessons from Y Combinator’s S21 batch, the role of messaging in achieving product-market fit, and JJ’s fresh insights on building trust, understanding customer needs, and why incident management is as much about people as it is about technology.

Where to Find JJ Tang

• LinkedIn: https://www.linkedin.com/in/jjrichardtang/
• Twitter: https://twitter.com/jjrichardtang

Show Links

• Y Combinator: https://www.ycombinator.com/
• Forbes 30 Under 30: https://www.forbes.com/profile/jj-tang/
• Rootly: https://rootly.com/
• Instacart: https://www.instacart.com/

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• Podcast: https://www.thecloudgambit.com/
• YouTube: https://www.youtube.com/@TheCloudGambit
• LinkedIn: https://www.linkedin.com/company/thecloudgambit
• Twitter: https://twitter.com/TheCloudGambit
• TikTok: https://www.tiktok.com/@thecloudgambit

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Meet Nicholas Calcutti: Manager of IT Operations at US Assure and Adjunct Professor at Florida State College Jacksonville. Nick shares his fascinating journey from collecting garbage via horse and buggy on Mackinac Island to managing complex network and cloud infrastructures. We explore the challenges of transitioning from on-premises infrastructure to the public cloud, the importance of unlearning old habits, embracing new paradigms, and teaching the next generation of IT professionals.


Where to Find Nicholas

• LinkedIn: https://www.linkedin.com/in/nicholas-calcutti-0660aa94/
• Twitter: https://x.com/NicholasCalcut1
• Website: https://www.technicalcutti.tech/

Show Links

• US Assure: https://usassure.com/
• Azure Cloud: https://azure.microsoft.com/
• Mackinac Island: https://www.mackinacisland.org/
• KTech CONNECT: https://www.knoxtech.org/ktech-connect/
• Daniel Pelfrey: https://www.linkedin.com/in/danielpelfrey/
• Florida State College Jacksonville: https://www.fscj.edu/
• Oak Ridge National Laboratory: ​​https://www.ornl.gov/

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• Podcast: https://www.thecloudgambit.com/
• YouTube: https://www.youtube.com/@TheCloudGambit
• LinkedIn: https://www.linkedin.com/company/thecloudgambit
• Twitter: https://twitter.com/TheCloudGambit
• TikTok: https://www.tiktok.com/@thecloudgambit

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In this final episode of 2024, William and Eyvonne dive into a comprehensive year-end retrospective. What is happening on a personal level with The Cloud Gambit hosts? What were our favorite technical innovations? Could it be Google’s Willow quantum chip breakthrough? Or maybe, it’s Elon Musk’s “Colossal” data center build in Memphis. Join us for a fun conversation about the events of 2024, where Eyvonne defends her timing for putting up holiday decor and William attempts to explain quantum computing.

Show Links

• Google Willow: https://research.google/pubs/willow-quantum-computing/
• X/Tesla Dojo Supercomputer: https://www.tesla.com/AI
• NVIDIA AI Infrastructure: https://www.nvidia.com/en-us/data-center/
• Proxmox Virtual Environment: https://www.proxmox.com/
• Gallium Discovery / Montana: https://www.semiconductor-today.com/news_items/2024/mar/uscriticalmaterials-210324.shtml
• xAI Colossus: https://www.maginative.com/article/inside-elon-musks-colossus-xais-world-leading-ai-supercomputer/
• Tesla TTPoE: https://wcollins.io/posts/2024/tesla-adapts-ethernet-for-with-modified-transport-for-dojo/

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• Podcast: https://www.thecloudgambit.com/
• YouTube: https://www.youtube.com/@TheCloudGambit
• LinkedIn: https://www.linkedin.com/company/thecloudgambit
• Twitter: https://twitter.com/TheCloudGambit
• TikTok: https://www.tiktok.com/@thecloudgambit

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Andy Suderman, CTO at Fairwinds, CNCF Ambassador, and Kubernetes Policy Working Group Co-Chair, joins us to decode the complexities of Kubernetes adoption. From deployment challenges to policy management best practices, Andy shares real-world insights drawn from his experience helping organizations navigate container orchestration. We explore the nuanced differences between cloud providers' Kubernetes offerings, discuss the critical role of policy in securing and optimizing clusters, and get his perspective on where Kubernetes is headed in the coming years.

Where to Find Andy

• LinkedIn: https://www.linkedin.com/in/sudermanjr/
• BlueSky: https://bsky.app/profile/sudermanjr.bsky.social

Show Links

• CNCF: https://www.cncf.io/
• CNCF Slack: https://slack.cncf.io/
• Fairwinds: https://www.fairwinds.com/
• Fairwinds GitHub: https://github.com/FairwindsOps
• Fairwinds YouTube: https://www.youtube.com/@fairwinds1174
• Kubernetes Slack: https://kubernetes.slack.com/
• Policy Working Group: https://github.com/kubernetes/community/tree/master/wg-policy

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• Podcast: https://www.thecloudgambit.com/
• YouTube: https://www.youtube.com/@TheCloudGambit
• LinkedIn: https://www.linkedin.com/company/thecloudgambit
• Twitter: https://twitter.com/TheCloudGambit
• TikTok: https://www.tiktok.com/@thecloudgambit