Brandon Whichard

Episode 541: Why not do everything

October 10th, 2025  |  54 mins 23 secs

This week, we discuss Apps in ChatGPT, OpenAI’s Agent SDK and Codex. Plus, Matt has a possum problem down under.

Episode 540: How to build a factory

October 3rd, 2025  |  1 hr 9 mins

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.

Episode 539: The Final Demand

September 26th, 2025  |  56 mins 3 secs

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

Episode 538: Michael Irwin on Docker, Developers, and AI

September 19th, 2025  |  48 mins 57 secs

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.

Episode 537: YOLO acquisitions

September 12th, 2025  |  1 hr 6 mins

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.

Episode 536: My search engine couldn’t help me

September 5th, 2025  |  1 hr 40 secs

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.

Episode 535: Don’t put randomness in your workflow

August 29th, 2025  |  51 mins 24 secs

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.

Episode 534: Capitalism is working

August 22nd, 2025  |  1 hr 22 mins

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.

Episode 533: It’s a Type 2 Kolache

August 15th, 2025  |  1 hr 6 mins

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.

Episode 532: Less Goofy. More Enterprise.

August 8th, 2025  |  1 hr 6 mins

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.

Episode 531: YAYAML

August 1st, 2025  |  59 mins 5 secs

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.

Episode 530: His proper name is Sasquatch

July 25th, 2025  |  47 mins 37 secs

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

Episode 529: Windsurf, AI Agents, and Kiro

July 18th, 2025  |  47 mins 3 secs

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.

Episode 528: You can’t spell Clippy without CLI

July 11th, 2025  |  1 hr 9 mins

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."

Episode 527: Victor Adossi on WebAssembly

July 4th, 2025  |  1 hr 6 mins

interview

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.

Episode 526: The Optimist, the Origin, and the Deck

June 27th, 2025  |  1 hr 12 mins

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.