The AI Files

For less than 30 minutes a week, stay on top of all relevant AI news, launches, perspectives and actions about AI in corporates and enterprises. Hosts Jaime Basilico and Shadab Hussain are both Director of Data and AI at Microsoft and brings their over 55 years of combined experience together to share their insights, analysis and predictions.

Episodes

Jun 13, 2026

15 min

In this episode, Shadab discusses Claude Fable 5 and Mythos 5, AI fluency for graduates, human creativity in the AI era, job-market uncertainty, Google’s $50M skilled-trades push, OpenDoor’s India exit by replacing with AI native team closer to customers, & more

Jun 13, 2026

15 min

Jun 5, 2026

32 min

In this episode, Jaime & Shadab discuss Bernie Sanders’ proposed AI wealth tax, Microsoft and NVIDIA’s full-stack agentic AI push, Trump’s narrower AI oversight order, data center scrutiny, Anthropic’s IPO ambitions, ChatGPT’s new memory system, bot traffic overtaking human web traffic, Microsoft Scout, Microsoft IQ, new MAI models, Majorana 2, Microsoft Discovery, Frontier Tuning, Project Solara, GitHub Copilot’s standalone app & more

Jun 5, 2026

32 min

May 29, 2026

24 min

In this episode, Shadab discusses Pope Leo's call to disarm AI, Anthropic’s Opus 4.8 and dynamic workflows, Microsoft’s redesigned Microsoft 365 Copilot, Amazon’s AI push in Hollywood and creator backlash, the political fight over AI regulation, YouTube’s automatic AI labels, enterprise AI agents and productivity gains, multimodal advances for documents and diagrams, AI safety audits, and the future of creative production with generative AI & more

May 29, 2026

24 min

May 22, 2026

36 min

In this episode, Jaime & Shadab discuss AI in Commencement Speeches being booed, Google I/O’s agentic AI push, Gemini and Search upgrades, ChatGPT for personal finance, Karpathy joining Anthropic, Anthropic eyeing Microsoft Maia chips, Musk losing his OpenAI lawsuit, Trump pulling back an AI safety order, Spotify’s new AI podcast and audiobook tools, Workshop Buddy’s multi-agent workflow & more

May 22, 2026

36 min

May 16, 2026

29 min

In this episode, Jaime & Shadab discuss Jensen Huang’s call to run toward AI, Grok’s declining traction, the first AI-assisted zero-day exploit, Microsoft’s MDASH security breakthrough, the fight over pausing AI data centers, Codex on ChatGPT mobile, Perplexity’s Snowflake analytics push, and how you build website using Codex etc

May 16, 2026

29 min

May 8, 2026

29 min

In this episode, Jaime & Shadab discuss Microsoft’s 2026 Work Trend Index and the rise of “human agency,” OpenAI and Anthropic’s push to acquire AI services firms, Anthropic’s finance agent templates for modeling/KYC/valuation and month-end close, OpenAI’s new real-time translation and streaming transcription models, GPT-realtime-2 with 128K context and voice reasoning, GPT-chat-latest rolling into Microsoft Foundry, SpaceX’s Colossus GPU deal boosting Anthropic limits, and Amazon AgentCore payments with Coinbase and Stripe & more

May 8, 2026

29 min

Apr 28, 2026

40 min

In this interview with Anurag Karuparti, he shares his journey to the intersection of cloud architecture, AI, and modern engineering. He unpacks why many enterprises get AI agents wrong, and what it really takes to automate software engineering. Anurag explains context engineering, build-time vs run-time agents, security, observability, evals and red teaming—and his advice for learning fast and future-proofing your career.

Apr 28, 2026

40 min

Apr 24, 2026

35 min

In this episode, Jaime & Shadab discuss CS enrollment shifts, Google’s agentic enterprise push, Gemini Enterprise Agent Platform, 8th‑gen TPUs, agentic Workspace upgrades, AI security with Wiz, the White House memo on AI distillation theft, SpaceX’s $60B Cursor deal, DeepSeek V4 preview, and OpenAI’s GPT‑Image‑2 + GPT‑5.5 launches & more

Apr 24, 2026

35 min

Apr 18, 2026

28 min

In this episode, Shadab discuss the tokenmaxxing debate, Uber blowing its AI budget, GPU scarcity and rising NVIDIA prices, Microsoft’s MAI-Image-2-Efficient launch, OpenAI’s GPT-5.4-Cyber vs Anthropic’s security approach, Claude Opus 4.7 and Claude Design, always-on AI coding workflows, data center regulatory backlash, and key takeaways from the Stanford AI Index on adoption, productivity, and trust gaps & more

Apr 18, 2026

28 min

Apr 11, 2026

29 min

In this episode, Jaime & Shadab discuss Anthropic’s Project Glasswing and Mythos’ vulnerability-finding surge; Goldman Sachs data on AI job substitution vs augmentation; MIT’s “rising tides” view of automation; bold tax proposals from Vinod Khosla and OpenAI and a national wealth fund; OpenAI’s new $100/month ChatGPT Pro for Codex power users; Microsoft’s new in-house MAI models for transcription, voice, and images; Meta’s Muse Spark and multi-agent “Thinking” mode; and Perplexity’s Plaid-powered personal CFO features; MemPalace architecture by Milla Jovovich & more

Apr 11, 2026

29 min

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