Get ready for a weekly dose of all things Enterprise Software and Cloud Computing! Join us as we dive into topics including Kubernetes, DevOps, Serverless, Security and Coding. Plus, we’ll keep you entertained with plenty of off-topic banter and nonsense. Don’t worry if you miss the latest industry conference - we’ve got you covered with recaps of all the latest news from AWS, Microsoft Azure, Google Cloud Platform (GCP) and the Cloud Native Computing Foundation (CNCF).
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This week, we discuss Apps in ChatGPT, OpenAI’s Agent SDK and Codex. Plus, Matt has a possum problem down under. Watch the YouTube Live Recording of Episode 541 Runner-up Titles Living in the dark ages of Sequoia He’s the racoon remover of the neighborhood Don’t say we don’t cover everything They’re hoping someone’s going to unlock a lot of value h…
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Episode 540: How to build a factory
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1:09:19This week, we dig into the latest DORA report and OpenAI’s big product updates. Plus, some hot takes on airline status and the Eurostar. Watch the YouTube Live Recording of Episode 540 Runner-up Titles Just plug in an iPhone Be helpful, not helpless Rundown Announcing the 2025 DORA Report | Google Cloud Blog OpenAI Agentic Commerce The New Sora App…
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This week, we cover Oracle’s OpenAI deal, the RubyGems drama, and Atlassian buying DX. Plus, does anyone still use widgets? Watch the YouTube Live Recording of Episode 539 Runner-up Titles It’s a two knob problem The healthy jaundice of success My homework is to go home Are you enjoying the widgets? I get you on the Ponzi Scheme Hanlon’s Razor stri…
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Episode 538: Michael Irwin on Docker, Developers, and AI
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48:57Brandon interviews Michael Irwin, Principal Engineer at Docker. They cover Docker’s evolution, why hardened images matter, and how AI fits in. Plus, Michael shares stories from teaching computer science. Watch the YouTube Live Recording of Episode 538 Show Links Docker Docker Hub Contact Michael LinkedIn: mikesir87 Github: mikesir87 Twitter: mikesi…
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Episode 537: YOLO acquisitions
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1:06:18This week, we dig into Atlassian buying The Browser Company, whether Pay Per Crawl makes sense, and Oracle’s cloud jackpot. Plus, a quick lesson in Aussie slang. Watch the YouTube Live Recording of Episode 537 Runner-up Titles "I have a plan to make things slightly better.” Matt Ray comes off the top rope We are in that demographic Flip-flops, thon…
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Episode 536: My search engine couldn’t help me
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1:00:40This week, we discuss the effectiveness of reorgs, Meta’s new AI team, and the Google antitrust ruling. Plus, some strong thoughts on cold brew and bathtubs. Watch the YouTube Live Recording of Episode 536 Runner-up Titles Buy once, cry once Annual Recurring Regrets The Bathtub Problem Bathtime is My Time Your Daily Stoic No one cares about open so…
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Episode 535: Don’t put randomness in your workflow
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51:24This week, we discuss AI disillusionment, the good and bad of AI use cases, and VMware news. Plus, we compare tech mergers to Taylor Swift’s engagement. Watch the YouTube Live Recording of Episode 534 Runner-up Titles I’m going to turn off the Roomba Spider Patrol My old office had a door The dog was up all night Exiting our bubble The child’s name…
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Episode 534: Capitalism is working
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1:22:22This week, we discuss the US backing Intel, SaaS staying power, and AI’s impact on deep work. Plus, Matt Ray’s moving tips and more kolache talk in the after show. Watch the YouTube Live Recording of Episode 534 Runner-up Titles It’s all in your head Little brother podcasting Chaos Monkey Inspections “Let’s face it, everything runs on computers now…
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Episode 533: It’s a Type 2 Kolache
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1:06:52This week, we discuss GPT 5.0, the emerging AI ecosystem, and why TAM is basically a bedtime story for investors. Plus, Coté serves up a masterclass on kolaches. Watch the YouTube Live Recording of Episode 533 Runner-up Titles Yeehaw Buns Bush Turkey Pigs in Blanket The Czech Stop "The Central Texas Kolache Corridor" “I’m over here in Gemini-land.”…
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Episode 532: Less Goofy. More Enterprise.
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1:06:44This week, we discuss cloud earnings, what’s driving valuations, and why AWS says it’s still early innings for cloud. Plus, Coté does a deep dive on Shipley Donuts. Watch the YouTube Live Recording of Episode 532 Runner-up Titles Dangerous to do things in bed Free Donut Holes Dark Fiber BET A man can not believe anything that devalues their index f…
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This week, we discuss the AI hype cycle, Astronomer’s viral moment, and yet another YAML flavor — KYAML. Plus, private equity is coming for your donuts. Watch the YouTube Live Recording of Episode 531 Runner-up Titles Sometimes it’s hard to make money I’ve given into Big Donut Maybe you can fake your way through life At some point you have to have …
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Episode 530: His proper name is Sasquatch
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47:37This week, we cover AI going rogue, Cloudflare declaring independence, and the secure container craze. Plus, Matt bravely judges 9 new emoji. Watch the YouTube Live Recording of Episode 530 Runner-up Titles VP of getting it on Neutral trombone Good Margin Independent from what? The New Benevolence I have plenty of cynicism for other things Rundown …
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Episode 529: Windsurf, AI Agents, and Kiro
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47:03This week, we discuss Windsurf being acquired (again), how much AI agents really help with coding, and AWS launching Kiro. Plus, Matt attempts to design a new closet. Watch the YouTube Live Recording of Episode 529 Runner-up Titles "The backlog will always be with you." The things I dream about… Closet debt It’s about the money They call it busines…
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Episode 528: You can’t spell Clippy without CLI
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1:09:37This week, we discuss the return of command line tools, Kubernetes embracing VMs, and the steady march of Windows. Plus, thoughts on TSA, boots, and the “old country." Watch the YouTube Live Recording of Episode 528 Runner-up Titles Pool Problems Stockholm Pool Syndrome The Old Country VMs aren’t going anywhere Vaya con Dios This is why we have mil…
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Episode 527: Victor Adossi on WebAssembly
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1:06:49Brandon interviews Victor Adossi, an engineer at Cosmonic. They discuss the state of WebAssembly, wasmCloud, and why Wasm is poised for growth. Plus, Victor shares what it’s like to live as an expat in Japan. Watch the YouTube Live Recording of Episode 526 Show Links Cosmonic Bytecode Alliance WebAssembly Specifications The WebAssembly Component Mo…
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Episode 526: The Optimist, the Origin, and the Deck
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1:12:34This week, we unpack The Optimist, the new Sam Altman biography; revisit OpenAI’s early days; and break down Coatue’s AI strategy deck. Plus, tips for squeezing in side projects between thought leadership presentations. Watch the YouTube Live Recording of Episode 526 Runner-up Titles Flow State Altman and AI Day 2 Thinking Growth Mindset Less of yo…
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Episode 525: AI Native vs. AI Add-on
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15:49This week, we try a shorter format inspired by the Dithering podcast. The conversation digs into the difference between apps built with AI from the ground up and those with AI bolted on after the fact. Watch the YouTube Live Recording of Episode 525 Rundown Format inspired by Dithering An Interview with Cursor Co-Founder and CEO Michael Truell SDT …
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Episode 524: It’s a Box in a Box
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1:03:53This week, we cover Apple’s WWDC updates—from containerization to Foundation Models—and the Linux Foundation’s new FAIR Package Manager. Plus, we crown the best SDT Uber rider. Watch the YouTube Live Recording of Episode 524 Runner-up Titles Infinite Workday. No more Eudora Revealed productivity. I threw up a tarp over my desk. We agreed to not tal…
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Episode 523: Sterling Chin on APIs, AI, and Building MCP Servers
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1:09:43Brandon talks with Sterling Chin, Senior Developer Advocate at Postman, about building great APIs, why AI needs APIs, and what’s new at Postman. Plus, hear how he made the leap from 3rd-grade teacher to dev advocate. Watch the YouTube Live Recording of Episode 523 Episode Links Postman POST/CON Keynote Recap Postman Agent Mode Postman API Network P…
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Episode 522: A 5-star cannot stand
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1:00:20This week, we discuss Apple reversioning macOS, the steady state of private cloud, and Snowflake’s acquisition of CrunchyData. Plus, the eternal quest for a 5-star Uber rating. Watch the YouTube Live Recording of Episode 522 Runner-up Titles Saudi crypto money You know what humans like? Buses I think we need 10 stars Snow lion Maslow’s hierarchy of…
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This week, we discuss OpenAI acquiring io, Salesforce buying Informatica, and the future of AI agents. Plus, Coté shares details about a sensitive procedure and ceiling puzzles. Watch the YouTube Live Recording of Episode 521 Runner-up Titles Don’t ride a bike for a week You’ve got to focus on the important things What’s your NPS score? It all come…
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Episode 520: Excited is overused
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1:03:37Excited is overused This week, we recap Microsoft Build, Google I/O, and Java turning 30. Plus, more Vegemite talk and a discussion on whether tech presenters really need to tell us they’re “excited.” Watch the YouTube Live Recording of Episode 520 Runner-up Titles We all need choices Vegans are against everything The problem is you shouldn’t be wa…
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Episode 519: This is a “hit by pitch”
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57:59This week, we discuss Zenoss finally getting acquired, Databricks buying Neon, and the debut of WizOS. Plus, updates on OpenAI, Google, Apple—and hot takes on Marmite, Vegemite, and Emacs. Watch the YouTube Live Recording of Episode 519 Runner-up Titles Vegemite is still bad You’re probably eating it It’s a bold statement This episode’s all about u…
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This week, we unpack what Uber’s CEO said, why the CNCF exists, and how companies chase the money. Plus, Coté stands alone in his love for rice cakes. Watch the YouTube Live Recording of Episode 518 Runner-up Titles Go feral You’ve ruined eating for me Cultural tombstone The next step is “I told you so” Culture is what happens when you’re not talki…
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Episode 517: Trademark’s in the Mail
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1:03:56This week, we discuss the new Slate Pickup, Synadia’s attempt to reclaim NATS from the CNCF, and the latest DORA AI report. Plus, Google leaves old Nest thermostats out in the cold. Watch the YouTube Live Recording of Episode 517 Runner-up Titles We have a dumb house Ultimately I blame myself You can educate people, but they’re not going to listen …
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