• Ep 769: Musk vs. OpenAI trial heats up, Pentagon makes big AI deal, OpenAI shifts its strategy and more
    May 4 2026

    The Elon Musk vs. OpenAI trial is underway, and it's already getting spicy. 🌶️

    The Pentagon quietly makes a massive deal with AI companies. 🤝

    OpenAI has shifted its AI strategy both with its products and partnerships. 🧑‍💼


    And that's just the beginning. Don't waste hours a day trying to keep up with AI, that's what we do when we bring you our Monday 'AI News That Matters' segment.

    Musk vs. OpenAI trial heats up, Pentagon makes big AI deal, OpenAI shifts its strategy and more AI News That Matters -- An Everyday AI Chat with Jordan Wilson



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    Website: YourEverydayAI.com
    Email The Show: info@youreverydayai.com
    Connect with Jordan on LinkedIn

    Topics Covered in This Episode:

    1. Elon Musk vs OpenAI Trial Updates
    2. OpenAI Legal Battle Impact on AI Industry
    3. Pentagon AI Deals with Tech Giants
    4. Anthropic vs Pentagon Legal Dispute
    5. Big Tech AI Earnings Boost Market
    6. Microsoft Agent 365 Platform Launch
    7. OpenAI and Microsoft Partnership Changes
    8. OpenAI and Amazon AWS $38B Partnership
    9. OpenAI Codex Super App Strategic Shift
    10. OpenAI Codex Desktop App Feature Upgrades
    11. Anthropic Claude vs OpenAI Codex Comparison
    12. Latest AI Model Releases and Benchmarks
    13. Spotify Verified AI Artist Badges
    14. Google Gemini Downloadable Chat Files
    15. Apple Siri Integrates Gemini & Claude
    16. HubSpot Unveils AI Agent Pricing Model


    Timestamps:

    00:00 Elon Musk sues OpenAI

    05:48 Pentagon's new AI partnerships

    07:42 Pentagon's AI vendor strategy

    14:03 Microsoft launches Agent 365 platform

    16:46 Revised OpenAI and Microsoft partnership

    20:28 OpenAI's codex update for non-tech users

    22:05 Positioning Codecs as a Super App

    25:43 OpenAI partnership with AWS

    28:59 AI updates and new software releases

    34:47 Busy week in AI news

    35:34 Joining our weekly AI news show



    Send Everyday AI and Jordan a text message. (We can't reply back unless you leave contact info)

    Start Here ▶️

    Not sure where to start when it comes to AI? Start with our Start Here Series. You can listen to the first drop -- Episode 691 -- or get free access to our Inner Cricle community and all episodes: StartHereSeries.com

    Also, here's a link to the entire series on a Spotify playlist.

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    38 mins
  • Ep 768: Microsoft Outlook Goes Agentic, Gemini Gets File Creation, Manus brings Cloud computer and More. 7 New Practical AI Upgrades
    May 1 2026

    "Not a creative"? 🧑‍🎨

    That's no longer an excuse.

    OpenAI and Anthropic were kinda silent this week. 🤫

    Google and Microsoft made up for it.

    In case you missed it, this week we said a bevy of new AI features roll out to millions, even though the AI startups were a lil silent in terms of big releases.

    What's new?

    Agentic inboxes, chat interfaces that can finally create files, a new vibe slide deck platform, an OpenClaw competitor from a big name and a whole lot more.

    Miss it? Just tune in to our new segment, Friday Features, to get caught up on the latest AI you can use today.

    Microsoft Outlook Goes Agentic, Gemini Gets File Creation, Manus brings Cloud computer and More. 7 New Practical AI Upgrades -- An Everyday AI Chat with Jordan Wilson


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    Today's Episode on LinkedIn: Thoughts on this? Join the convo on LinkedIn and connect with other AI leaders.

    Upcoming Episodes: Check out the upcoming Everyday AI Livestream lineup
    Website: YourEverydayAI.com
    Email The Show: info@youreverydayai.com
    Connect with Jordan on LinkedIn

    Topics Covered in This Episode:

    1. Gemini Adds Direct File Creation Feature
    2. Microsoft Outlook Copilot Agentic Mode Launch
    3. Amazon Quick Desktop App for AI Integration
    4. Replit Slides: AI-Powered Presentation Tool
    5. DeepSeek v4 Pro & Flash Open Source Release
    6. Manus Cloud Computer Persistent Virtual Machine
    7. Microsoft Copilot Studio Real-Time Voice Agents


    Timestamps:

    00:00 AI updates and new features

    05:05 Saving files to Google Drive

    09:16 Desktop agents and enterprise use

    12:58 Amazon's desktop productivity tool

    16:41 Replit AI for non-coders

    17:36 AI tools for design optimization

    23:11 Manus cloud computer launch

    25:17 Cloud-based persistent computing

    29:05 Improving AI chat bot integration

    31:00 Upcoming AI Features Discussion



    Keywords:

    Microsoft Outlook agentic, agent mode Outlook, Microsoft Copilot, Copilot agent mode, always on AI agent, Copilot in Outlook, inbox automation, Copilot workflow, email triage, calendar automation, email prioritization, AI email drafting, Copilot early access, Microsoft 365 Copilot, Frontier program, enterprise AI features, Gemini file creatio

    Send Everyday AI and Jordan a text message. (We can't reply back unless you leave contact info)

    Start Here ▶️

    Not sure where to start when it comes to AI? Start with our Start Here Series. You can listen to the first drop -- Episode 691 -- or get free access to our Inner Cricle community and all episodes: StartHereSeries.com

    Also, here's a link to the entire series on a Spotify playlist.

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    33 mins
  • Ep 767: Agent Risk, Security, and AI Sprawl in 2026: Why AI That Acts Changes Everything – An Everyday AI Chat with Jordan Wilson (Replay of Start Here Series 9)
    Apr 30 2026

    The downside of powerful, autonomous models that can think and act? 😬

    Powerful, autonomous models that can think and act. And what makes it worse?

    When your team is using AI agents without you even knowing about it.


    Agent Risk, Security, and AI Sprawl in 2026: Why AI That Acts Changes Everything – An Everyday AI Chat with Jordan Wilson (Replay of Start Here Series 9, one of our most popular shows of 2026)


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    Join the discussion on LinkedIn: Thoughts on this? Join the convo on LinkedIn and connect with other AI leaders.

    Upcoming Episodes: Check out the upcoming Everyday AI Livestream lineup
    Website: YourEverydayAI.com
    Email The Show: info@youreverydayai.com
    Connect with Jordan on LinkedIn

    Topics Covered in This Episode:

    1. Evolution of AI Agent Risk (2022-2026)
    2. Agentic AI Security Threats Explained
    3. Types of Agent Sprawl & Dark AI
    4. Key Differences: Chatbot vs Agent Risk
    5. Major AI Labs' Risk Response Strategies
    6. Agent Actions, Outputs, and Enterprise Risk
    7. Monday Morning Playbook for AI Security
    8. Agent Skill Marketplace & Supply Chain Risk


    Timestamps:

    00:00 AI Risks: A Rapid Evolution

    06:22 "Applying Buzzwords to Practice"

    07:31 AI Evolution: Dumb to Proactive

    13:23 "Expanding Blast Radius with Tools"

    14:04 "AI Actions: Enterprise Nightmare"

    17:16 "Start Here: AI Basics"

    22:50 "Agentic Web and Business Value"

    24:09 "Advances Driving AI Agent Efficiency"

    27:30 AI Labs: Balancing Risk and Research

    32:04 "Autonomous AI Model Concerns"

    33:43 "Managing Autonomous Agent Risks"

    37:08 "Foundations First for Future Success"

    41:00 "Understanding Risks and Opportunities"


    Keywords:

    AI risk, agent risk, security risk, AI sprawl, AI agents, agentic AI, AI model actions, business AI risk, corporate AI security, agent risk mental model, OpenAI, Google, Anthropic, Microsoft, governance, audit logs, isolation protocols, agentic capabilities, smart AI models, proactive AI, autonomous agents, agent hallucination, rogue AI agents, prompt injection, malware agents, spyware agents, ransomware agents, agent input risk, tools risk, output


    Send Everyday AI and Jordan a text message. (We can't reply back unless you leave contact info)

    Start Here ▶️

    Not sure where to start when it comes to AI? Start with our Start Here Series. You can listen to the first drop -- Episode 691 -- or get free access to our Inner Cricle community and all episodes: StartHereSeries.com

    Also, here's a link to the entire series on a Spotify playlist.

    Show More Show Less
    43 mins
  • Ep 766: ChatGPT Images 2: How Even Non-Creatives Can Unlock Growth With Images 2
    Apr 29 2026

    "Not a creative"? 🧑‍🎨

    That's no longer an excuse.

    With ChatGPT's new Images 2 model, the gap between those that creatively can and those that can't has shrunk to basically nothing.

    From creating striking editorial images without a camera or subject, to consultant-worthy slide decks and designer-inspired infographics, you all of a sudden have a creative superpower at your side in Images 2.

    But how do you use it? And what are the tips to unlock its capabilities?

    We'll go hands on and tell you all about it.


    Newsletter: Sign up for our free daily newsletter
    More on this Episode: Episode Page
    Today's Episode on LinkedIn: Thoughts on this? Join the convo on LinkedIn and connect with other AI leaders.

    Upcoming Episodes: Check out the upcoming Everyday AI Livestream lineup
    Website: YourEverydayAI.com
    Email The Show: info@youreverydayai.com
    Connect with Jordan on LinkedIn

    Topics Covered in This Episode:

    1. ChatGPT Images 2: New Thinking Mode
    2. Real-World Grounded AI Image Generation
    3. Cohesive Multi-Image Creation from Prompts
    4. Near-Perfect Text Rendering in Images 2
    5. AI-Generated Functional QR and Barcodes
    6. Business Use Cases for ChatGPT Images 2
    7. Slide Deck and UI/UX Mockup Generation
    8. Multilingual and Localization Image Outputs
    9. Comparing ChatGPT Images 2 vs. Competitors
    10. AI-Driven Creative Workflow for Non-Creatives


    Timestamps:

    00:00 Explaining the thinking mode feature

    05:17 Advancements in AI image realism

    07:54 Explaining visual thought process

    13:01 Discussing AI limitations in design

    15:37 Creating UI specs without designers

    17:18 Practical business enhancement strategies

    21:47 Creating slide decks efficiently

    26:32 Creating UI mockups for presentations

    27:16 Creating a polished UI mockup

    30:33 Discussing creative presentation tools

    35:33 Democratizing creativity for non-creatives

    37:29 Wrapping up and subscribing




    Keywords:

    ChatGPT Images 2, OpenAI, AI image generation, visual thinking, design bottleneck, legible text on images, UI mockups, character consistency, multilingual outputs, visual creativity, thinking mode, live web search, current data, generative AI, creative briefs, Midjourney, Nano Banana, DALL-E, Google, LM Arena, blind tests, ELO score, UI/UX specs, coding agents, produc

    Send Everyday AI and Jordan a text message. (We can't reply back unless you leave contact info)

    Start Here ▶️

    Not sure where to start when it comes to AI? Start with our Start Here Series. You can listen to the first drop -- Episode 691 -- or get free access to our Inner Cricle community and all episodes: StartHereSeries.com

    Also, here's a link to the entire series on a Spotify playlist.

    Show More Show Less
    39 mins
  • Ep 765: Headless Software: Why Companies Are Building Software for AI Agents, Not Humans and what it means (Start Here Series Vol 23)
    Apr 28 2026

    Salesforce's cofounder essential questioned: why should you login to Salesforce anymore? 🤔

    He wasn't signaling the AI-driven SaaSpocalypse was picking up steam.

    Instead: he's talking about going headless.

    What's that? It's a future where Salesforce -- any potentially many other household software giants -- stop making software interfaces for humans and start designing for AI agents instead.

    So will this be a short-lived trend? Or, will the future of work not really involve a ton of humans clicking around?

    Join us as we dissect the latest.


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    More on this Episode: Episode Page
    Today's Episode on LinkedIn: Thoughts on this? Join the convo on LinkedIn and connect with other AI leaders.

    Upcoming Episodes: Check out the upcoming Everyday AI Livestream lineup
    Website: YourEverydayAI.com
    Email The Show: info@youreverydayai.com
    Connect with Jordan on LinkedIn

    Topics Covered in This Episode:

    1. Headless Software Definition and Evolution
    2. AI Agents Versus Traditional Software Interfaces
    3. Salesforce Headless 360 and MCP Protocols
    4. OpenAI Workspace Agents Features and Impact
    5. Google Vertex AI Rebranding to Gemini Agents
    6. Model Context Protocol (MCP) and A2A Integration
    7. Per Seat Software Pricing Disruption
    8. Enterprise Procurement for Agent-Ready Software
    9. Agentic Commerce and Automated Bot Traffic Trends
    10. Strategies for Auditing and Migrating Vendors


    Timestamps:

    00:00 Shift to AI-first software development

    05:39 Benefits of headless software

    07:29 Headless software development insights

    11:28 Salesforce launches headless 360 platform

    14:15 The rise of headless software

    19:10 AI model connectivity in 2026

    23:24 AI's impact on software pricing

    26:22 Discussing token maxing in business

    28:25 AI agents impacting human commerce

    32:16 Evaluating software and vendor choices

    35:46 Competitive advantage in software pricing




    Keywords:

    headless software, interface-less software, headless software trend, software for AI agents, agent-first platforms,

    Send Everyday AI and Jordan a text message. (We can't reply back unless you leave contact info)

    Start Here ▶️

    Not sure where to start when it comes to AI? Start with our Start Here Series. You can listen to the first drop -- Episode 691 -- or get free access to our Inner Cricle community and all episodes: StartHereSeries.com

    Also, here's a link to the entire series on a Spotify playlist.

    Show More Show Less
    37 mins
  • Ep 764: ChatGPT’s new Agents and GPT-5.5, Google unveils new agents, Mythos leaks on Discord and more AI news that matters
    Apr 27 2026

    OpenAI really releasemaxxed this past week. 🎁

    From robust drag-and-drop agents for teams in ChatGPT to Images 2 to GPT-5.5, they set the AI release bar HIGHER than any company has in a long time.

    In between those chart-topping drops, Google held their big Cloud Next conference and the White House accused China of industrial scale AI theft.

    Yet, the biggest AI news story this week mighta been how Anthropic let the 'scary' powerful Mythos slip between the cracks as it leaked on Discord.

    Yikes.

    You prolly missed a little bit in AI this week. We'll get you caught up.

    ChatGPT’s new Agents and GPT-5.5, Google unveils new agents, Mythos leaks on Discord and more AI news that matters -- An Everyday AI Chat with Jordan Wilson


    Newsletter: Sign up for our free daily newsletter
    More on this Episode: Episode Page
    Today's Episode on LinkedIn: Thoughts on this? Join the convo on LinkedIn and connect with other AI leaders.

    Upcoming Episodes: Check out the upcoming Everyday AI Livestream lineup
    Website: YourEverydayAI.com
    Email The Show: info@youreverydayai.com
    Connect with Jordan on LinkedIn

    Topics Covered in This Episode:

    1. OpenAI GPT-5.5 Model Launch Recap
    2. Images 2: OpenAI’s Flagship Image Model
    3. ChatGPT Workspace Agents for Teams
    4. Codex Major Feature Upgrades Overview
    5. White House Accuses China of AI Model Theft
    6. Google Gemini Workspace Intelligence Release
    7. Google’s Gemini Enterprise Agent Platform Update
    8. Anthropic’s $40B Google and Amazon Funding
    9. Meta Layoffs Over AI Investment Surge
    10. Anthropic Mythos Model Leak on Discord
    11. Microsoft Copilot Agent Mode in Office Apps
    12. SpaceX AI Startup Acquisitions and Rumors
    13. Adobe Unveils AI Agents for Business
    14. DeepSeek V4 Open Source Model Release
    15. Cohere and Aleph Alpha $20B Merger News
    16. OpenAI and Microsoft AI Cybersecurity Partnership
    17. Meta Multi-Year AWS Graviton AI Deal


    Timestamps:

    00:00 Biggest AI news this week

    04:50 OpenAI images two launch highlights

    10:20 US claims China's AI model theft

    11:37 Concerns about AI model security

    14:41 Google's workspace intelligence rollout

    18:33 Google's investment in Anthropic

    22:02 Google Cloud Next highlights

    25:49 Discussing Mythos access investigation

    28:57 Discussing AI

    Send Everyday AI and Jordan a text message. (We can't reply back unless you leave contact info)

    Start Here ▶️

    Not sure where to start when it comes to AI? Start with our Start Here Series. You can listen to the first drop -- Episode 691 -- or get free access to our Inner Cricle community and all episodes: StartHereSeries.com

    Also, here's a link to the entire series on a Spotify playlist.

    Show More Show Less
    36 mins
  • Ep 763: OpenAI’s Biggest Week, Google gemini changes Work, Claude Design and more. 7 Fresh AI Updates You can use Today
    Apr 24 2026

    OpenAI woke up this week and chose violence. 👊

    ✅ Drag and drop agents in ChatGPT that work around the clock with your data
    ✅ The world's most powerful image model in Images 2
    ✅ The world's most powerful AI model in GPT-5.5

    Sheeesh.

    But while those things were happening in the headlines, there were some pretty big AI updates you can use today that will save you time and improve your outputs.

    Don't miss these 7 Fresh AI Updates You can use Today.


    Newsletter: Sign up for our free daily newsletter
    More on this Episode: Episode Page
    Today's Episode on LinkedIn: Thoughts on this? Join the convo on LinkedIn and connect with other AI leaders.

    Upcoming Episodes: Check out the upcoming Everyday AI Livestream lineup
    Website: YourEverydayAI.com
    Email The Show: info@youreverydayai.com
    Connect with Jordan on LinkedIn

    Topics Covered in This Episode:

    1. Anthropic Claude Design AI Tool Explained
    2. OpenAI ChatGPT Images 2.0 Release Details
    3. ChatGPT Images 2.0 vs. Claude Design Comparison
    4. OpenAI Codex Chronicle Screen Context Feature
    5. OpenAI Codex New Browser, Sheets, Slides Skills
    6. Google Gemini Workspace Intelligence Semantic Layer
    7. Gemini Workspace Real-Time Collaboration & Automation
    8. Claude Live Artifacts BI Dashboards Launch
    9. OpenAI ChatGPT Workspace Agents Announcement & Pricing
    10. GPTs Future Uncertainty with Workspace Agents
    11. OpenAI GPT-5.5 Model Performance Benchmarks
    12. GPT-5.5 Model Coding and Knowledge Work
    13. OpenAI Tops AI Model Intelligence Rankings


    Timestamps:

    00:00 This week's top AI updates

    05:36 Managing brand assets efficiently

    09:59 AI text rendering improvements

    11:50 OpenAI's blog post visualization

    14:53 Using ChatGPT for image ideas

    17:26 Chronicle versus Codex in debugging

    22:19 Google integration and functionality

    23:56 Who benefits from Google Workspace

    26:22 Creating custom BI tools

    31:23 Discussing the future of GPTs

    33:55 Chat GPT workspace benefits

    39:20 Introducing GPT 5.5 features

    43:04 OpenAI's recent advancements

    43:37 OpenAI's major updates week




    Keywords:

    OpenAI, ChatGPT, GPT-5.5, Sora, Canvas projects

    Send Everyday AI and Jordan a text message. (We can't reply back unless you leave contact info)

    Start Here ▶️

    Not sure where to start when it comes to AI? Start with our Start Here Series. You can listen to the first drop -- Episode 691 -- or get free access to our Inner Cricle community and all episodes: StartHereSeries.com

    Also, here's a link to the entire series on a Spotify playlist.

    Show More Show Less
    46 mins
  • Ep 762: Agentic Context Carry: 3 Steps to Improve Cowork and scheduled AI Workflows (Start Here Series Vol 22)
    Apr 23 2026

    Info hunting and juggling sound familiar?

    It’s the downfall of almost any business leader. Where is that email from Emily? Why can’t I find last quarter’s budget in Drive? Oh, and Keenen needs an answer back on that research project. Oh shoot, I swear Caleb confirmed the expenses in one of these Slack channels.

    You’re off an information rabbit hole and by the time you find that Slack message, you already forgot what Emily’s email said.

    Hit home? Well, as AI models expand to Coworking and Scheduled agents, we have a new best friend that doesn’t really have a name.

    (Until we randomly named it. Lolz)

    Scheduled Agentic Context Carry. You need to know what it is, why it’s important, and how to use it.

    We’ll dive in.


    Newsletter: Sign up for our free daily newsletter
    More on this Episode: Episode Page
    Today's Episode on LinkedIn: Thoughts on this? Join the convo on LinkedIn and connect with other AI leaders.

    Upcoming Episodes: Check out the upcoming Everyday AI Livestream lineup
    Website: YourEverydayAI.com
    Email The Show: info@youreverydayai.com
    Connect with Jordan on LinkedIn

    Topics Covered in This Episode:

    1. Scheduled Agentic Context Carry (SACC) Explained
    2. AI Agents: Features vs. Benefits Paradigm
    3. Co-Working and Scheduled AI Workflow Shift
    4. Persistent Context and Memory in AI Agents
    5. Large Language Models’ 1,000,000 Token Context Windows
    6. Workflow Automation: Eliminating Human-AI Duct Tape
    7. Multi-App Integration and Cross-Platform Context
    8. Three Steps to Deploy Scheduled Agentic Context Carry
    9. Chain of Thought Iteration with Scheduled Agents
    10. Autonomous Agent Limitations and Future Bridge


    Timestamps:

    00:00 Explaining SACC and AI benefits

    03:43 Introducing the Start Here series

    06:26 Rise of AI in enterprises

    11:55 AI agents learning industry trends

    15:08 Agent capabilities in AI systems

    16:47 Explaining complex trends simply

    20:13 Streamlining tasks with AI agents

    24:18 Understanding AI and context windows

    27:43 Understanding prompt engineering basics

    30:51 Debugging and reviewing schedules

    33:08 Building automated workflows this quarter

    Send Everyday AI and Jordan a text message. (We can't reply back unless you leave contact info)

    Start Here ▶️

    Not sure where to start when it comes to AI? Start with our Start Here Series. You can listen to the first drop -- Episode 691 -- or get free access to our Inner Cricle community and all episodes: StartHereSeries.com

    Also, here's a link to the entire series on a Spotify playlist.

    Show More Show Less
    35 mins