Matt Ray

Episode 543: Arts and Crafts

October 24th, 2025  |  1 hr 6 mins

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.

Episode 542: Yuriy Shyyan on owning your own Cloud.

October 17th, 2025  |  1 hr 2 mins

interview

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 business on OpenStack, and recognizing that cloud credits are an invitation to purchase a timeshare.

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 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 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 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 524: It’s a Box in a Box

June 20th, 2025  |  1 hr 3 mins

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.

Episode 522: A 5-star cannot stand

June 6th, 2025  |  1 hr 20 secs

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.

Episode 521: The MacGuffin

May 30th, 2025  |  1 hr 4 mins

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.