Software Defined Talk
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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).
Episode 579: The Headless Lifestyle
3 Jul 2026
This week, we discuss Anthropic's 18-day Fable timeout, whether AI is actually killing jobs, and OpenAI's trillion-dollar IPO problem. Plus, SoftBank's golden goose slides. Watch the YouTube Live
Episode 578: War for Talent
26 Jun 2026
This week, we discuss Fable follow-up, Gartner's AI Governance MQ, and the war for AI talent. Plus, Matt and Brandon review Disclosure Day. Watch the YouTube Live Recording of Episode
Episode 577: Let’s go to Buc-ee’s
19 Jun 2026
This week, we discuss the Fable ban, SpaceX's $60B Cursor buy, and why Lovable wins when AI picks your stack. Plus, Europeans are at the World Cup and already drank Boston dry. Watch the YouTube
Episode 576: Observability's Next Phase
12 Jun 2026
Brandon talks with OpenObserve's Prabhat Sharma and Shani Shoham: why observability is still broken, how they fixed it, and where AI takes it next. Watch the YouTube Live Recording of Episode 576
Episode 575: UI blizzard
5 Jun 2026
This week, we discuss NVIDIA going consumer, Microsoft Build, and the Anthropic/OpenAI IPO race. Plus, does credit card insurance work? Watch the YouTube Live Recording of Episode 575
Episode 574: Nobody Wants to Be a Measurer
29 May 2026
This week, we discuss the Cloudflare CEO's op-ed, upcoming tech IPOs and GitHub getting breached. Plus, ranking our favorite manifestos. Watch the YouTube Live Recording of Episode 574
Episode 573: How many quadrillions in a Googol?
22 May 2026
This week, we discuss Google I/O, the OpenAI soap opera, and ChatGPT going full financial advisor. Plus, thoughts on improving the conference hallway track. Watch the YouTube Live Recording of
Episode 572: The world isn’t curl
15 May 2026
This week, we discuss how security gets sold to execs, where agentic coding and security collide, and Cloudflare vs. Datadog's diverging paths. Plus, Coté weighs in on sugar cookies. Watch the
Episode 571: The Enterprise Dunbar number
8 May 2026
This week, we discuss AI labs driving cloud revenue, hyperscalers laying off instead of building, and kids defeating age verification. Plus, Brandon has too many thoughts on Workday. Watch the
Episode 570: The Enterprisification of Agents
1 May 2026
This week, we discuss Google's enterprise agent stack, what makes an agent an agent, and AI's biggest critic. Plus, Coté wants better vision. Watch the YouTube Live Recording of Episode
Episode 569: Agent Assimilation
24 Apr 2026
This week, we discuss agents taking over at Google Cloud Next, Apple's new CEO, and Cursor getting acquired (sort of). Plus, Coté's e-waste has no exit strategy. Watch the YouTube Live Recording of
Episode 568: Claude Code, OpenAI Drama, and Is Anyone Still Using Backstage?
17 Apr 2026
This week, we discuss Claude's harness, OpenAI's ongoing drama, and whether Backstage is still a thing. Plus, Coté gives up on the green screen. Watch the YouTube Live Recording of Episode
Episode 567: Building Voice and Streaming Apps for the Enterprise with Alberto
10 Apr 2026
Brandon interviews Alberto González, CTO of WebRTC.ventures, about building voice and streaming applications for the enterprise. They dig into how developers can integrate WebRTC into their apps,
Episode 566: The code is actually kinda useless
3 Apr 2026
The code is actually kinda useless This week, we discuss the Claude Code leak, locking down coding agents, and the Axios supply chain attack. Plus, Coté considers breaking up with his Gmail address
Episode 565: Field Engineering is the YOLO team
27 Mar 2026
This week, we discuss big bets gone wrong, OpenAI buying the Python toolchain, and Claude's favorite tools. Plus, how fast should AI agents ship bug fixes? Watch the YouTube Live Recording of
Episode 564: New Token Machines
20 Mar 2026
This week, we discuss NVIDIA GTC, token machines, token budgets, and an AWS outage that may or may not involve AI. Plus, Matt reviews The Wizard of Oz at The Sphere. Watch the YouTube Live Recording
Episode 563: Claude Camp
13 Mar 2026
This week, we discuss Claude Code for non-coders, automating newsletters and status reports, and AI tax prep. Plus, Coté finds unexpected joy in a coding assistant. Watch the YouTube Live Recording
Episode 562: Bureaucracy: Still Unsolved
6 Mar 2026
This week. we discuss Claude Code's momentum, Cursor's identity crisis, and the SDLC's uncertain future. Plus, Coté finally explains how Markdown is destroying the economy. Watch the YouTube Live
Episode 561: Two Guys and Their Tokens
27 Feb 2026
This week, we discuss AI-assisted COBOL migrations, the OpenClaw Foundation, and AI killing Office. Plus, is TSA PreCheck Touchless the peak of airport efficiency? Watch the YouTube Live Recording
Episode 560: You Can Feel It Coming
20 Feb 2026
This week, we discuss personal AI hype cycles, bottoms-up adoption, and "The Modern Stack" simplifying cloud. Plus, thoughts on new cars and the dogs that ride in them. Watch the YouTube Live
Episode 559: A series of OODA loops
13 Feb 2026
This week, we discuss the future of SaaS, OpenAI vs. Anthropic strategies, and cloud capex. Plus, when will you let an AI book your flights? Watch the YouTube Live Recording of Episode
Episode 558: Tara Raj on Amazon Nova Act
6 Feb 2026
Brandon interviews Tara Raj, Senior Engineering Manager at the Amazon AGI Lab. They dive into her journey into the world of AGI, how Nova Act is streamlining complex workflows, and the steps to
Episode 557: Moltbot Maximists
30 Jan 2026
This week, we discuss Moltbot (née Clawdbot) taking over, Apple’s new AirTags, and finding Enterprise AI ROI. Plus, the tragic demise of the TV dinner. Watch the YouTube Live Recording of Episode
Episode 556: This Conversation is Hardened
23 Jan 2026
This week, we discuss the end of Cloud 1.0, AI agents fixing old apps, and Chainguard vs. Docker images. Plus, the mystery of Dutch broth is finally solved. Watch the YouTube Live Recording of
Episode 555: After the Dream
16 Jan 2026
This week, we discuss Gemini powering Siri, AWS’s biggest competitor, and AWS strategy choices. Plus, when should your next meeting actually start? Watch the YouTube Live Recording of Episode
Episode 554: The Alpha and The Omega
9 Jan 2026
This week, we discuss AI’s impact on Stack Overflow, Docker’s Hardened Images, and Nvidia buying Groq. Plus, thoughts on playing your own game and having fun. Watch the YouTube Live Recording of
Episode 553: 2025 Year in Review
2 Jan 2026
This week, we review our 2025 predictions, discuss the big stories, and speculate on 2026. Plus, Coté dives deep into the EU broth market. Watch the YouTube Live Recording of Episode
Episode 552: Tech Strategy: Past, Present, Future
26 Dec 2025
This week, Brian Gracely joins to dissect strategic choices made by Broadcom, Docker, Netflix and Intel. Plus: The AI Bifurcation—are models commodities or product pillars? Rundown • Licensing
Episode 551: An Australian Documentary
19 Dec 2025
This week, we discuss Oracle’s AI vibes, Chainguard’s EmeritOSS, and GitHub’s pricing U-turn. Plus, a robust robot vacuum debate. Watch the YouTube Live Recording of Episode 551
Episode 550: Typeface Philosophy
12 Dec 2025
This week, we discuss how Netflix is disrupting media, IBM’s Confluent acquisition, and Anthropic buying Bun. Plus, an important discussion on fonts and typography. Watch the YouTube Live
Episode 549: The Fermi Paradox of Agentic Development
5 Dec 2025
This week, we discuss AWS re:Invent announcements, Agentic Development, and OpenAI's Code Red. Plus, a Digital ID field test and more on silverware sorting. Watch the YouTube Live Recording of
Episode 548: Household CMDB
28 Nov 2025
This week, we discuss the Cloudflare outage, their current business strategy, and paying OSS maintainers. Plus, thoughts on loading the dishwasher and managing your home. Watch the YouTube Live
Episode 547: Whitney goes to KubeCon
21 Nov 2025
This week, Whitney Lee joins us to discuss KubeCon news, Coding Assistants, and conference tips. Plus, vegan food and note-taking recommendations. Watch the YouTube Live Recording of Episode 54
Episode 546: The cURLing Test
14 Nov 2025
This week, we discuss Facebook scams, engineering management trends, and the past and present of curl. Plus, when’s the right time to put up the Christmas tree? Watch the YouTube Live Recording of
Episode 545: No one cares about Chickens
7 Nov 2025
This week, we discuss cloud earnings, Siri teaming up with Gemini, and AI bottlenecks. Plus, is cloning your dog weird? Watch the YouTube Live Recording of Episode
Episode 544: The Enterprise Turing Test
31 Oct 2025
This week, we discuss Claude’s new Excel skills, whether AI is augmenting or automating humans, and the latest developer surveys. Plus, AI making the command line cool again! Watch the YouTube
Episode 543: Arts and Crafts
24 Oct 2025
This week, we discuss OpenAI’s new browser, AI trying to build spreadsheets, and when to use Claude skills. Plus, Coté explores the art of the perfect staycation. Watch the YouTube Live Recording
Episode 542: Yuriy Shyyan on owning your own Cloud.
17 Oct 2025
Matt Ray talks to Yuriy Shyyan, the Director of Cloud Systems Architecture for OpenMetal. They discuss the cost of running your enterprise in the public cloud, high school hacking, building a
Episode 541: Why not do everything
10 Oct 2025
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
Episode 540: How to build a factory
3 Oct 2025
This 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
Episode 539: The Final Demand
26 Sep 2025
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
Episode 538: Michael Irwin on Docker, Developers, and AI
19 Sep 2025
Brandon 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
Episode 537: YOLO acquisitions
12 Sep 2025
This 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
Episode 536: My search engine couldn’t help me
5 Sep 2025
This 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 535: Don’t put randomness in your workflow
29 Aug 2025
This 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
Episode 534: Capitalism is working
22 Aug 2025
This 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
Episode 533: It’s a Type 2 Kolache
15 Aug 2025
This 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 532: Less Goofy. More Enterprise.
8 Aug 2025
This 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
Episode 531: YAYAML
1 Aug 2025
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 530: His proper name is Sasquatch
25 Jul 2025
This 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
