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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.

Software Defined Talk @softwaredefinedtalk.com · 8d

This week, @brandonwhichard.com and @cote.io dig into the latest DORA report and OpenAI’s big product updates. Plus, some hot takes on airline status and the Eurostar.

https://www.softwaredefinedtalk.com/540

How to build a factory

AI & Cloud Trends for September 2025

Software Defined Talk @softwaredefinedtalk.com · 10d

@brandonwhichard.com joins @bgracely.bsky.social on @cloudcastpod.bsky.social to break down the biggest Cloud and AI stories from September. Give it a listen!

https://www.thecloudcast.net/2025/10/ai-cloud-trends-for-september-2025.html

This week, we cover Oracle’s OpenAI deal, the RubyGems drama, and Atlassian buying DX. Plus, does anyone still use widgets?

Software Defined Talk @softwaredefinedtalk.com · 15d

This week, @brandonwhichard.com, @cote.io and @mattray.dev cover Oracle’s OpenAI deal, the RubyGems drama, and Atlassian buying DX. Plus, does anyone still use widgets?

https://www.softwaredefinedtalk.com/539

The Final Demand

Michael Irwin on Docker, Developers, and AI

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Software Defined Talk @softwaredefinedtalk.com · 22d

@brandonwhichard.com 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.

https://www.softwaredefinedtalk.com/538

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 science.

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.

Software Defined Talk @softwaredefinedtalk.com · 29d

This week, @brandonwhichard.com, @cote.io and @mattray.dev 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.

https://www.softwaredefinedtalk.com/537

YOLO acquisitions

My search engine couldn’t help me

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Software Defined Talk @softwaredefinedtalk.com · Sep 5

This week, @brandonwhichard.com, @cote.io and @mattray.dev discuss the effectiveness of reorgs, Meta’s new AI team, and the Google antitrust ruling. Plus, some strong thoughts on cold brew and bathtubs.

https://www.softwaredefinedtalk.com/536

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.

AI & Cloud Trends for August 2025

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Software Defined Talk @softwaredefinedtalk.com · Sep 4

@brandonwhichard.com joins @bgracely.bsky.social and Aaron on @cloudcastpod.bsky.social to discuss the biggest Cloud and AI stories from August 2025.

https://www.thecloudcast.net/2025/09/ai-cloud-trends-for-august-2025.html

Don’t put randomness in your workflow

Software Defined Talk @softwaredefinedtalk.com · Aug 29

This week, @brandonwhichard.com and @mattray.dev discuss AI disillusionment, the good and bad of AI use cases, and VMware news. Plus, we compare tech mergers to Taylor Swift’s engagement.

https://www.softwaredefinedtalk.com/535

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.

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.

Software Defined Talk @softwaredefinedtalk.com · Aug 22

This week, @brandonwhichard.com, @cote.io and @mattray.dev 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.

https://www.softwaredefinedtalk.com/534

Capitalism is working

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.

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Software Defined Talk @softwaredefinedtalk.com · Aug 15

This week, @brandonwhichard.com, @cote.io and @mattray.dev 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.

www.softwaredefinedtalk.com/533

It’s a Type 2 Kolache

Less Goofy. More Enterprise.

Software Defined Talk @softwaredefinedtalk.com · Aug 8

This week, @brandonwhichard.com and @cote.io 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.

https://www.softwaredefinedtalk.com/532

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.

AI & Cloud Trends for July 2025

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Software Defined Talk @softwaredefinedtalk.com · Aug 6

@brandonwhichard.com joins Aaron and @bgracely.bsky.social on @cloudcastpod.bsky.social to discuss the latest AI and cloud news from July — plus a quick chat about donuts!

https://www.thecloudcast.net/2025/08/ai-cloud-trends-for-july-2025.html

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.

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Software Defined Talk @softwaredefinedtalk.com · Aug 1

This week, @brandonwhichard.com and @mattray.dev discuss the AI hype cycle, Astronomer’s viral moment, and yet another YAML flavor — KYAML. Plus, private equity is coming for your donuts.

https://www.softwaredefinedtalk.com/531

YAYAML

His proper name is Sasquatch

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Software Defined Talk @softwaredefinedtalk.com · Jul 25

This week, @brandonwhichard.com and @mattray.dev cover AI going rogue, Cloudflare declaring independence, and the secure container craze. Plus, Matt bravely judges 9 new emoji.

https://www.softwaredefinedtalk.com/530

This week, we cover AI going rogue, Cloudflare declaring independence, and the secure container craze. Plus, Matt bravely judges 9 new emoji.

Windsurf, AI Agents, and Kiro

Software Defined Talk @softwaredefinedtalk.com · Jul 18

This week, @brandonwhichard.com and @mattray.dev 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.

https://www.softwaredefinedtalk.com/529

This 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.

Is Cursor having their Docker moment?

Software Defined Talk @softwaredefinedtalk.com · Jul 16

@brandonwhichard.com joins @bgracely.bsky.social on @cloudcastpod.bsky.social to unpack the drama behind the failed Windsurf acquisition and the tricky spot Cursor finds itself in. Give it a listen:

https://www.thecloudcast.net/2025/07/is-cursor-having-their-docker-moment.html

You can’t spell Clippy without CLI

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Software Defined Talk @softwaredefinedtalk.com · Jul 11

This week, @brandonwhichard.com, @cote.io and @mattray.dev 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."

https://www.softwaredefinedtalk.com/528

This 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."

Victor Adossi on WebAssembly

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Software Defined Talk @softwaredefinedtalk.com · Jul 4

@brandonwhichard.com interviews Victor Adossi, an engineer at @cosmonic.com. 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.

https://www.softwaredefinedtalk.com/527

Brandon 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.

AI & Cloud Trends for June 2025

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Software Defined Talk @softwaredefinedtalk.com · Jul 2

@brandonwhichard.com catches up with @bgracely.bsky.social on @cloudcastpod.bsky.social to break down the biggest Cloud and AI stories from June 2025.

www.thecloudcast.net/2025/07/ai-c...

The Optimist, the Origin, and the Deck

Software Defined Talk @softwaredefinedtalk.com · Jun 27

This week, @brandonwhichard.com and @cote.io 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.

https://www.softwaredefinedtalk.com/526

This 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.

This 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.

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Software Defined Talk @softwaredefinedtalk.com · Jun 25

This week, @brandonwhichard.com and @cote.io 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.

https://www.softwaredefinedtalk.com/525

AI Native vs. AI Add-on

This 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.

Software Defined Talk @softwaredefinedtalk.com · Jun 20

This week, @brandonwhichard.com, @cote.io and @mattray.dev 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.

https://www.softwaredefinedtalk.com/524

It’s a Box in a Box

Sterling Chin on APIs, AI, and Building MCP Servers

Software Defined Talk @softwaredefinedtalk.com · Jun 13

@brandonwhichard.com talks with @sterlingchin.bsky.social, 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.

https://www.softwaredefinedtalk.com/523

Brandon 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.

This 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.

Software Defined Talk @softwaredefinedtalk.com · Jun 6

This week, @brandonwhichard.com and @mattray.dev 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.

https://www.softwaredefinedtalk.com/522

A 5-star cannot stand