Your AI Keeps Forgetting Everything: Here's How to Fix It (w/ Rob Webster)

Claude Code vs Cowork: What Non-Technical Founders Need to Know (w/ Sean Bhardwaj)

You're using Cowork. It's working. And yet every conversation you have with someone even slightly more technical ends the same way: just use Claude Code. So you've asked around, maybe even asked Claude itself, and the answer you keep getting is some version of maybe, depends, it's more complicated than that. In this week's episode, Jess is away so Kyle is joined by friend of the pod Sean Bhardwaj, Managing Partner at Breakthrough Growth Partners, to spend this episode digging into the differences between Claude Co-Work and Claude Code. Is switching actually worth it for a "nerd adjacent" non-technical individual, or whether people default to Code because it's what they already know. How to find Sean: * https://breakthroughgrow.com/ [https://breakthroughgrow.com/] * https://www.linkedin.com/in/seanbhardwaj/ [https://www.linkedin.com/in/seanbhardwaj/]  What You'll Learn: * Why Cowork and Claude Code are not the same environment and why that distinction matters * What Cowork's sandbox actually protects you from (and why it's intentional) * What you gain in Claude Code that you can't get in Cowork * The framework for choosing between the two depending on what you're building * The one setup rule that removes most of the risk in Claude Code * What staging and production actually mean * Why VS Code makes Claude Code feel far less intimidating * How vibe coding works on an existing codebase, not just when starting from scratch Timestamps: 00:00 Introduction 01:41 Reintroducing Sean Bhardwaj 04:26 Sean's journey as a non-technical vibe coder 07:04 How far vibe coding can actually take you 09:57 Why Cowork beats basic chat for knowledge work 12:04 Folder structure and context 14:20 What Claude Code gives you that Cowork doesn't 17:04 Where Cowork's limits are 19:50 Deciding Between Co-Work and Code 25:13 When to use Cowork vs. Claude Code 28:42 How much coding do you need to know? 30:09 How to set up Claude Code safely 33:25 The Importance of Setup: Staging vs. production 35:50 Navigating Existing Code Bases vs. Starting Fresh 38:07 The Role of Agents in Coding and Co-Work Get in Touch hello@earlyadoptr.ai [hello@earlyadoptr.ai] TikTok: @early_adoptr Instagram: @early_adoptr YouTube: @early_adoptr LinkedIn: https://www.linkedin.com/company/early-adoptr/ [https://www.linkedin.com/company/early-adoptr/] Get in touch with Early Adoptr: hello@earlyadoptr.ai [hello@earlyadoptr.ai] Follow Us on Socials & Resources: IG: https://instagram.com/early_adoptr [https://instagram.com/early_adoptr] TikTok: https://tiktok.com/@early_adoptr [https://tiktok.com/@early_adoptr] YouTube: https://www.youtube.com/@early_adoptr [https://www.youtube.com/@early_adoptr] Substack: https://substack.com/@earlyadoptrpod [https://substack.com/@earlyadoptrpod] ---------------------------------------- Hosted on Acast. See acast.com/privacy [https://acast.com/privacy] for more information.

Your AI Keeps Forgetting Everything: Here's How to Fix It (w/ Rob Webster)

Your AI has a PhD in everything and the memory of a goldfish. It can help you write a pitch deck, analyse a contract, and draft a client proposal in the same afternoon, but open a new chat and you are back to square one, re-explaining yourself for what feels like the hundredth time, and it still never quite sounds like you. Rob Webster, founder of TAU Marketing Solutions, returns to Early Adoptr to explain exactly what is going wrong and how a simple file and folder structure fixes it. AI tools have a memory problem: they are smart but they forget everything between conversations, or drift off course when a chat runs too long. Rob, Jess, and Kyle dig into how to create files and build a folder structure that gives your AI permanent, reliable context about who you are and what you do, so you stop explaining yourself from scratch every session. What You'll Learn * Why AI behaves like a goldfish with a PhD * The difference between always-on context (the things permanently true about you, your role, and your business) and situational context you load in only for specific tasks or clients * How to build a simple folder structure , what files to put in it, and how tools like Claude read that context automatically so you don't have to paste it in every time * How to decide what information should live permanently in your files versus what's transitory context that should be removed once a project or idea is done * What "context drift" is and why long conversations degrade even when you've done the setup correctly — and how to catch it early * How this same folder structure becomes the foundation for more advanced AI work, including Claude Cowork and building your own AI agents Rob Webster - https://www.linkedin.com/in/digitalstrategyleader/ [https://www.linkedin.com/in/digitalstrategyleader/] TAU Marketing Solutions - https://taums.ai/ [https://taums.ai/] TIMESTAMPS: 00:00 Introduction 03:47 Vibe Coding Insights with Rob Webster 03:48 The Case for Getting Boring About AI 08:23 Two Kinds of Context: Always On vs Load When You Need It 10:50 Reintroducing Rob Webster 12:57 The Goldfish with a PhD: Why AI Forgets Everything 16:43 What You're Losing Every Time You Open Claude Without Context 22:37 Context Drift: Why AI Outputs Get Worse the More You Use It 25:52 How to Start Giving Your AI Context About Who You Are 32:01 Making It Stick: Naming Chats, Pinning Projects, Starting Your Folders 35:28 What a Working Folder Structure Actually Looks Like 37:04 Where Your Files Should Live  46:40 Global vs Project-Specific: The About Me Folder and Beyond 53:47 How AI Reads Context 56:12 How This Scales Into Agents, Claude Code, and Vibe Coding GET IN TOUCH hello@earlyadoptr.ai [hello@earlyadoptr.ai] TikTok: @early_adoptr Instagram: @early_adoptr YouTube: @early_adoptr Get in touch with Early Adoptr: hello@earlyadoptr.ai [hello@earlyadoptr.ai] Follow Us on Socials & Resources: IG: https://instagram.com/early_adoptr [https://instagram.com/early_adoptr] TikTok: https://tiktok.com/@early_adoptr [https://tiktok.com/@early_adoptr] YouTube: https://www.youtube.com/@early_adoptr [https://www.youtube.com/@early_adoptr] Substack: https://substack.com/@earlyadoptrpod [https://substack.com/@earlyadoptrpod] ---------------------------------------- Hosted on Acast. See acast.com/privacy [https://acast.com/privacy] for more information.

Vibe Coding for Non-Technical Founders: Where Things Actually Stand in mid-2026

Most non-technical business owners and founders assume that building software still requires a developer. You might use AI to sketch something out, but at some point you hand it to someone who actually knows what they're doing. For a lot of use cases in 2026, that assumption is out of date. Vibe coding was Collins Dictionary's Word of the Year for 2025, and it has moved well beyond the developer community. Founders, operators, and small business owners are using these tools to build working internal tools, automations, and web apps for themselves. The tools have matured to the point where knowing what to build and being able to describe it matters far more than knowing how to write the code. This episode is the first in a new series on vibe coding. Jess and Kyle cover what the tool landscape looks like today, which starting point fits your situation, how much the agent now does versus how much you need to manage, and what Anthropic's Claude Fable 5 means for where all of this is heading. If you've been curious about whether these tools are actually ready for someone without a technical background, this episode is the place to start. What You'll Learn * Why vibe coding has become genuinely usable for non-technical founders  * What the difference is between the tool you work in and the model underneath it * What the tool landscape looks like now * The difference between the harness and the model * Why the brief matters more now than ever * What Claude Fable 5 is built for, and what the US government directive that suspended public access on 13 June 2026 means for you right now * Why the skills that matter most for building with AI in 2026 are the same ones you use when you brief a designer or hand a project to a team member Use these links for a discount on the tools we recommend (and it supports the pod!) * Wispr Flow - AI-powered voice dictation that works across every app on your desktop - https://ref.wisprflow.ai/early-adoptr [https://ref.wisprflow.ai/early-adoptr] * Granola - The best AI meeting notes! New users get 100% off for their first month - https://www.granola.ai?via=early-adoptr [https://www.granola.ai/?via=early-adoptr] Resources : * Claude Code: https://claude.ai/code [https://claude.ai/code] * Cursor: https://cursor.com [https://cursor.com/] * Lovable: https://lovable.dev [https://lovable.dev/] * Bolt: https://bolt.new [https://bolt.new/] * Replit: https://replit.com [https://replit.com/] * Base44: https://base44.com [https://base44.com/] * GitHub Copilot: https://github.com/features/copilot [https://github.com/features/copilot] * Vellum: https://www.vellum.ai [https://www.vellum.ai/] * How to make vibe coding sustainable inside the enterprise: https://martech.org/how-to-make-vibe-coding-sustainable-inside-the-enterprise/ [https://martech.org/how-to-make-vibe-coding-sustainable-inside-the-enterprise/] * AI vibe coding boosts output but strains oversight: https://itbrief.co.uk/story/ai-vibe-coding-boosts-output-but-strains-oversight [https://itbrief.co.uk/story/ai-vibe-coding-boosts-output-but-strains-oversight] * MCP, vibe coding and harness engineering: https://www.infoq.com/podcasts/mcp-vibe-coding-harness-engineering/ [https://www.infoq.com/podcasts/mcp-vibe-coding-harness-engineering/] * Amazon AI coding outage review: https://www.fintechweekly.com/news/amazon-ai-coding-outage-review [https://www.fintechweekly.com/news/amazon-ai-coding-outage-review] * Stack Overflow Developer Survey 2025: https://shiftmag.dev/stack-overflow-survey-2025-ai-5653/ [https://shiftmag.dev/stack-overflow-survey-2025-ai-5653/] * A quarter of startups in YC's current cohort have codebases almost entirely AI-generated: https://techcrunch.com/2025/03/06/a-quarter-of-startups-in-ycs-current-cohort-have-codebases-that-are-almost-entirely-ai-generated/ [https://techcrunch.com/2025/03/06/a-quarter-of-startups-in-ycs-current-cohort-have-codebases-that-are-almost-entirely-ai-generated/] * Google: 75% of code is now AI-generated: https://www.businessinsider.com/google-ai-generated-code-75-gemini-agents-software-2026-4 [https://www.businessinsider.com/google-ai-generated-code-75-gemini-agents-software-2026-4] Get in Touch hello@earlyadoptr.ai [hello@earlyadoptr.ai] TikTok: @early_adoptr Instagram: @early_adoptr YouTube: @early_adoptr LinkedIn: https://www.linkedin.com/company/early-adoptr/ [https://www.linkedin.com/company/early-adoptr/] Get in touch with Early Adoptr: hello@earlyadoptr.ai [hello@earlyadoptr.ai] Follow Us on Socials & Resources: IG: https://instagram.com/early_adoptr [https://instagram.com/early_adoptr] TikTok: https://tiktok.com/@early_adoptr [https://tiktok.com/@early_adoptr] YouTube: https://www.youtube.com/@early_adoptr [https://www.youtube.com/@early_adoptr] Substack: https://substack.com/@earlyadoptrpod [https://substack.com/@earlyadoptrpod] ---------------------------------------- Hosted on Acast. See acast.com/privacy [https://acast.com/privacy] for more information.

Women and AI: What's Really Behind the Adoption Gap (w/ Nadia Koski and Stefanie Beach)

We've all seen the stats. Women are adopting AI tools at a 25% lower rate than men. 33% of men use AI daily at work versus 27% of women. Men are 23% more likely to be encouraged by their managers to try it, and 27% more likely to be praised when they do. Most of the conversation about women's lower AI adoption rates focuses on what women need to do differently. Instead, we're looking at the conditions that produced the gap in the first place, and why closing it matters far more than just productivity. This week on Early Adoptr, Kyle is away so Jess is joined by Nadia Koski, digital growth expert at The Marketeer Group, and Stefanie Beach, founder and CEO of The Marketeer Group, to get into what's actually driving the adoption gap and what women founders and small business owners can do about it. Because when women use AI tools less, that eventually shapes what the tools look like. It costs the economy. And it grows over time. We'll work through the stats, the barriers, and the guilt that comes with using AI at work. We also get into how to start without the overwhelm, the mental load, and why the caution women tend to bring to AI turns out to be an asset. If you're going to Cannes, make sure to check out the sessions that Nadia and Stefanie are running: Cannesversations Series - LIVE FROM CANNES * YouTube Channel [https://www.youtube.com/] or LinkedIn [https://www.linkedin.com/showcase/the-digital-marketeer-podcast] for context * For Cannes 2026 -  Cannesversations Interest Form [https://www.google.com/search?q=https://forms.unpluggedcollective.com/cannesversations-2026-signup]  The Digital Marketeer podcast: [https://open.spotify.com/show/2ciqhrDOYoow1OIKswNVXk?si=qF7hD8WeQg6I2fjplSL32A] Follow Nadia: * Nadia Koski on LinkedIn: https://www.linkedin.com/in/nadiakoski [https://www.linkedin.com/in/nadiakoski?utm_source=share&utm_campaign=share_via&utm_content=profile&utm_medium=ios_app] * Still Human: Real Talk in the Age of AI Podcast: https://open.spotify.com/show/6xCZdhBOerROCuLatJoNay?si=FeYj2JidTtiA9xsREd9Ftg [https://open.spotify.com/show/6xCZdhBOerROCuLatJoNay?si=FeYj2JidTtiA9xsREd9Ftg] Follow Stefanie: * Stefanie Beach on LinkedIn: https://www.linkedin.com/in/stefanieg/ [https://www.linkedin.com/in/stefanieg/] * Stefanie@TheMarketeerGroup.com [Stefanie@TheMarketeerGroup.com] * www.themarketeergroup.com [http://www.themarketeergroup.com/]  Use these links for a discount on the tools we recommend (and it supports the pod!) Wispr Flow - AI-powered voice dictation that works across every app on your desktop - https://ref.wisprflow.ai/early-adoptr [https://ref.wisprflow.ai/early-adoptr] Granola - The best AI meeting notes! New users get 100% off for their first month - https://www.granola.ai?via=early-adoptr [https://www.granola.ai/?via=early-adoptr] What You'll Learn: * Why corporate AI challenges often exclude women without meaning to * Why finishing a project faster with AI does not mean charging less for it, and why women are more likely to think it does * What a team leader needs to have in place before running internal AI training, and why protected experimentation time matters * Why more women in their 40s are leaving corporate life for entrepreneurship, and what the AI revolution has to do with it Timestamps: 00:00 Where's Kyle + Women & AI  03:23 Introductions: Nadia & Stefanie 08:19 The Data on Women and AI Adoption 10:55 How Women in Tech Engage with AI Differently 12:02 The Perfectionism Problem 15:36 How to Give Your Team a Safe Space to Try AI 19:00 How to Actually Educate Yourself on AI 21:13 Who Really Has Time to Learn AI 24:31 Why the Founders Furthest Ahead on AI Have a Support Network at Home 25:53 Why the AI Revolution Is Pushing More Women Into Entrepreneurship 28:23 The Unpaid Work Research That Explains the Women's AI Adoption Gap 29:46 Why Using AI to Brainstorm and Polish Your Work Is Not a Shortcut 31:27 Fighting the Guilt and Redistributing the Mental Load as a Female Founder 33:23 The Glass Cliff: Why Women Face Higher Stakes When AI Goes Wrong 36:22 Why Doing Work Faster with AI Doesn't Mean You Should Charge Less 38:20 What Workplaces Can Do to Give Women Equal Access to AI Learning 42:45 Is Being Cautious About AI Actually a Business Advantage? 47:24 Why Women Questioning AI Accuracy Is Good for Business 47:39 Don't Be Afraid to Start: Final Advice for Women Using AI Resources: * Harvard Business School [https://www.library.hbs.edu/working-knowledge/women-are-avoiding-using-artificial-intelligence-can-that-hurt-their-careers] study * Lean In [ https://leanin.org/research/ai-women-gender-gap-data ] study * Why women aren't ‘missing’ the AI train [Why women aren't ‘missing’ the AI train] * Malin Frithiofsson [https://www.linkedin.com/in/malin-frithiofsson/] (Daya Ventures) * Maya Betron [https://www.instagram.com/powherdata/] (PowHer Data) * Sinead Bovell [https://www.linkedin.com/in/sinead-bovell-89072a34/] Get in Touch: Email: hello@earlyadoptr.ai [hello@earlyadoptr.ai] TikTok / Instagram / YouTube: @early_adoptr LinkedIn [https://www.linkedin.com/company/early-adoptr/ ] Get in touch with Early Adoptr: hello@earlyadoptr.ai [hello@earlyadoptr.ai] Follow Us on Socials & Resources: IG: https://instagram.com/early_adoptr [https://instagram.com/early_adoptr] TikTok: https://tiktok.com/@early_adoptr [https://tiktok.com/@early_adoptr] YouTube: https://www.youtube.com/@early_adoptr [https://www.youtube.com/@early_adoptr] Substack: https://substack.com/@earlyadoptrpod [https://substack.com/@earlyadoptrpod] ---------------------------------------- Hosted on Acast. See acast.com/privacy [https://acast.com/privacy] for more information.

Claude for Small Business: What Is It and Is It Worth It?

Running a smaller business or start up means you're also doing payroll. And chasing invoices. And trying to figure out if last month closed in the black, while also building a proposal that's due tomorrow and following up with the three leads who went quiet last week. Not to mention marketing! The admin never stops, and you're always the one doing everything. Anthropic's new Claude for Small Business package doesn't fix that, but it does something almost more useful. It runs your most time-consuming jobs directlly in the tools you're already paying for like, QuickBooks, HubSpot, PayPal, Canva, and more. In this episode, Jess and Kyle get into what Claude for Small Business actually includes, how the workflows and skills fit together, what it looks like in practice, and what you need to know before you connect anything. If you've listened to our Cowork, Skills and MCP episodes, this is where those pieces click into place. They also give an update on last week's jobs episode, which already has multiple updates in the week since it was published. Full list of workflows & skills: https://claude.com/plugins/small-business [https://claude.com/plugins/small-business ] The setup command: /smb-onboard  Tools we use: Wispr Flow - AI-powered voice dictation that works across every app on your desktop - https://ref.wisprflow.ai/early-adoptr [https://ref.wisprflow.ai/early-adoptr] Granola - The best AI meeting notes! New users get 100% off for their first month - https://www.granola.ai?via=early-adoptr [https://www.granola.ai/?via=early-adoptr] WHAT YOU'LL LEARN * Why Claude for Small Business isn't just another AI chatbot layer * What the 15 pre-built workflows are and what they actually do * The difference between a workflow (the full job you trigger) and a skill (the reusable technique running underneath it) * How the approval model works * The permissions issue to be aware of * How to work out whether this is the right tool for you right now Related Episodes: * Claude Skills: https://www.earlyadoptr.ai/episodes/claude-skills-explained-how-to-stop-repeating-yourself-in-every-session [https://www.earlyadoptr.ai/episodes/claude-skills-explained-how-to-stop-repeating-yourself-in-every-session] * Model Context Protocol (MCP): https://www.earlyadoptr.ai/episodes/stop-switching-tabs-how-to-connect-your-ai-to-your-business-tools-safely-using-model-context-protocol-mcp [https://www.earlyadoptr.ai/episodes/stop-switching-tabs-how-to-connect-your-ai-to-your-business-tools-safely-using-model-context-protocol-mcp] * Claude Co-Work: https://www.earlyadoptr.ai/episodes/claude-cowork-explained-can-ai-really-organize-your-files-and-data [https://www.earlyadoptr.ai/episodes/claude-cowork-explained-can-ai-really-organize-your-files-and-data] Reference material: * https://www.anthropic.com/news/claude-for-small-business [https://www.anthropic.com/news/claude-for-small-business]  * https://www.forbes.com/sites/jodiecook/2026/05/24/run-your-whole-business-from-one-tab-with-claudes-new-update/ [https://www.forbes.com/sites/jodiecook/2026/05/24/run-your-whole-business-from-one-tab-with-claudes-new-update/]  * https://medium.com/@sebuzdugan/how-to-use-claude-to-automate-your-small-business-in-a-weekend-15c749aac5e0 [https://medium.com/@sebuzdugan/how-to-use-claude-to-automate-your-small-business-in-a-weekend-15c749aac5e0]  * https://www.technologyreview.com/2026/05/26/1137855/a-reality-check-on-the-ai-jobs-hysteria/ [https://www.technologyreview.com/2026/05/26/1137855/a-reality-check-on-the-ai-jobs-hysteria/] * https://fortune.com/2026/05/26/sam-altman-dario-amodei-walking-back-ai-jobs-apocalypse-prophecies-ipo/ [https://fortune.com/2026/05/26/sam-altman-dario-amodei-walking-back-ai-jobs-apocalypse-prophecies-ipo/] * https://www.gov.ca.gov/2026/05/21/governor-newsom-signs-first-of-its-kind-executive-order-to-prepare-workers-and-businesses-for-potential-ai-disruption/ [https://www.gov.ca.gov/2026/05/21/governor-newsom-signs-first-of-its-kind-executive-order-to-prepare-workers-and-businesses-for-potential-ai-disruption/] * https://fortune.com/2026/05/03/chinese-court-layoffs-workers-ai-replacement-labor-market/ [https://fortune.com/2026/05/03/chinese-court-layoffs-workers-ai-replacement-labor-market/] Get in Touch: Email: hello@earlyadoptr.ai [hello@earlyadoptr.ai] TikTok: @early_adoptr Instagram: @early_adoptr YouTube: @early_adoptr LinkedIn: Timestamps: 00:00 What We've been Up To 05:22 What Is Claude for Small Business? 07:11 Understanding Connectors and Workflows 09:33 Claude's Pre-Built Workflows and Skills: What's Included 15:35 Why the Approval Step Is So Important 17:52 Data Security: What Claude Can and Cannot See 19:43 Understanding Permissions and Access Levels 21:50 Row-Level Access and How Permissions Actually Work 23:23 Garbage In, Garbage Out: Why Data Quality Matters 25:19 How to Set Up Claude for Small Business (Step by Step) 31:02 Pros and Cons of Claude for Small Business 33:20 Cost Considerations for Small Businesses 35:35 The Approval Mechanic: Smart Product Design or Speed Bump? 36:31 How This Differs from ChatGPT and Microsoft Copilot 37:25 Data Retention and Privacy: What You Need to Know 43:33 Key Takeaways and How to Get Started with Claude for Small Business 46:15 AI News: More Jobs News from Last Week 56:25 Fifteen Street Get in touch with Early Adoptr: hello@earlyadoptr.ai [hello@earlyadoptr.ai] Follow Us on Socials & Resources: IG: https://instagram.com/early_adoptr [https://instagram.com/early_adoptr] TikTok: https://tiktok.com/@early_adoptr [https://tiktok.com/@early_adoptr] YouTube: https://www.youtube.com/@early_adoptr [https://www.youtube.com/@early_adoptr] Substack: https://substack.com/@earlyadoptrpod [https://substack.com/@earlyadoptrpod] ---------------------------------------- Hosted on Acast. See acast.com/privacy [https://acast.com/privacy] for more information.