This week, we discuss why Sun really failed, the New Kingmakers becoming agents, and AI doom brackets. Plus, the NC State fumble and tech's biggest own goals.

This week, we discuss AI doom odds, WordPress's boardroom coup, and Meta's Muse assistant. Plus, a robot vacuum fire scare.

This week, we discuss the VS Code documentary, Ed Zitron's rise to fame, and a 10% AI extinction forecast. Plus, the NFL's Australia travel gamble

<p>Brian, Brandon, and Aaron discuss enterprise AI adoption using the sales analogy of whether AI is a “vitamin” or a “painkiller,” arguing that successful transformation still requires a burning-plat

This week, we discuss rogue AI agent civilizations, why AI can't fix your tax forms, and Chainguard vs. IBM's Lightwell. Plus, refrigerator magnet marketing.

<p>Aaron, Brian, and Brandon cover major stories including NVIDIA’s record quarter and continued growth forecasts, alongside concerns about declining free cash flow and customer financing. They discus

<p>SUMMARY: Brandon speaks with Rich Ziade, co-founder and CEO of Aboard, about why enterprise AI projects fail without real discovery, why "agents" have been oversold as a headcount play, and why org

This week, we discuss Stripe's singularity letter, its $8B Open Router buy, and AI job anxiety. Plus, Matt plays “Bot or Not” on another podcast.

<p>SUMMARY: Brandon speaks with Rich Ziade, co-founder and CEO of Aboard, about why enterprise AI projects fail without real discovery, why "agents" have been oversold as a headcount play, and why org

<p>SUMMARY: Brian, Brandon, and Aaron discuss news about Nvidia’s reported $105B backing of OpenAI’s Ohio data center and what it implies for GPUs as an “asset class” and enterprise AI. Brian argues J

This week, we discuss the unsung genius of Apple Pay, AI watermarking, and why digital transformation fails without a crisis. Plus, D&D Beyond's secret character API.

<p>SUMMARY: Brandon and Aaron discuss the pros and cons of owning or renting your model weights. What does that mean for the Enterprise, and what should you be considering?</p><p>SHOW: 1055</p><p>SHOW

<p>SUMMARY: In this episode, Aaron and Brandon explore the potential decline of open-source models in AI, discussing market trends, financial challenges, and the future of OSS in the AI landscape.</p>

This week, we discuss Zuckerberg's open source AI manifesto, GPUs as securitizable assets, and who actually gets AI ROI. Plus, Buc-ee's goes to war over beavers.

<p>SUMMARY: In this episode, Aaron and Brandon explore the potential decline of open-source models in AI, discussing market trends, financial challenges, and the future of OSS in the AI landscape.</p>

<p>SUMMARY: In this episode, Aaron and Brendan tackle the provocative critiques of AI by Ed Zitron, a vocal opponent in the tech industry. They delve into the bear case against AI, exploring both the

This week, we discuss the Situational Awareness meltdown, Airtable getting sold, and review the Java documentary. Plus, what you should actually buy at IKEA.

<p>SUMMARY:  Brian Gracely (@bgracely), Aaron Delp (@aarondelp) and Brandon Whichard (@bwhicard) discuss the biggest AI news stories from the month of July 2026. </p><p>SHOW: 1050</p><p>SHOW TRANSCRIP

This week, we discuss how normal people use AI, Alphabet's Anthropic-fueled earnings, and skills vs. agents. Plus, catching AI-cheating students with a hidden prompt.

This week, we discuss Bun's move to Rust, OpenAI hunting for revenue, and Stripe's bid for PayPal. Plus, Coté's Dad wisdom.

Brandon interviews Arjun Iyer, CEO & Co-founder of Signadot. They discuss how Ephemeral Environments eliminate developer toil by shifting validation earlier in the dev cycle, how Signadot's MCP server lets AI coding agents run end-to-end tests autonomously, and real-world results including Brex saving $2M in cloud spend. Plus, how Cisco bought AppDynamics for ~$4 billion the day before their IPO.

Every project has environment variables. Almost nobody manages them well. This week Brandon talks with Phil Miller and Theo Ephraim, who built varlock to fix that — bringing structure and security to the humble .env file.

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.

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."

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.

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.

This week, we discuss NVIDIA going consumer, Microsoft Build, and the Anthropic/OpenAI IPO race. Plus, does credit card insurance work?

This week, we discuss the Cloudflare CEO's op-ed, upcoming tech IPOs and GitHub getting breached. Plus, ranking our favorite manifestos.

SUMMARY: Brian Gracely (@bgracely) and Brandon Whichard (@bwhichard, Software Defined Talk and Failover Media) discuss the biggest AI news stories from the month of May, 2026. SHOW: 1031SHOW TRANSCRIP

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.

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.

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.

<p>SUMMARY:  Brian Gracely (@bgracely) and Brandon Whichard (@bwhichard, Software Defined Talk and Failover Media) discuss the biggest AI news stories from the month of April, 2026. </p><p>SHOW: 1025<

<p>SUMMARY: Draft guru Brandon Whichard (Software Defined Talk) joins us for the inaugural AI Draft, where we predict the next year of AI winners, losers, trends, and headlines. </p><p>GUEST: Brandon

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.

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.

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.

<p>SUMMARY: Have we reached a point where coding is a solved problem? And if so, what are the downstream effects on companies that need software to differentiate their business?</p><p>GUEST: <a href='

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, the unique challenges it presents, and where AI fits in. Plus, Alberto shares tips on kitesurfing and why you should visit Barcelo

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 of 20+ years.

<p>SUMMARY:  Brian (@bgracely) and Brandon Whichard (@bwhichard, Software Defined Talk and Failover Media) discuss the biggest AI news stories from the month of March, 2026. </p><p>SHOW: 1014</p><p>SH

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?

<p>SUMMARY: With @bwhichard, we dig into how daily work-life changes when you make @AnthropicAI @claudeai the center of all workflow activities. </p><p>SHOW: 1013</p><p>SHOW TRANSCRIPT: <a href='https

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.

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.

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.

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?

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.

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?