How I AI

• “Cursor is a much better product manager than I ever was”: How this PM uses AI for PRDs, Jira tickets, and replying to coworkers | Dennis Yang (Chime)

  Dennis Yang is the Principal Product Manager for Generative AI at Chime, where he’s pioneered AI workflows that meaningfully increase productivity. While most people use Cursor as a coding tool, Dennis has turned it into a comprehensive product-management system that automates PRD creation, documentation management, ticket creation, status reporting, and even comment responses—without writing code. In this episode, he shares his end-to-end workflow and how non-technical professionals can leverage AI-powered IDEs.What you’ll learn:Why Cursor is the perfect hub for product management (even if you don’t code)How to use MCPs (Model Context Protocols) to push content between Cursor, Confluence, and NotionThe workflow for creating PRDs in Cursor and automatically responding to commentsHow to automate Jira ticket creation directly from your PRDsA system for generating comprehensive status reports without manual workHow to prototype AI products in minutes using Cursor as a “super MVP” environmentWhy source-controlled markdown files might replace traditional SaaS tools—Brought to you by:Zapier—The most connected AI orchestration platformBrex—The intelligent finance platform built for founders—Where to find Dennis Yang:Twitter/X: https://twitter.com/sinnedLinkedIn: https://www.linkedin.com/in/dennisyang/Chime: https://www.chime.com/—Where to find Claire Vo:ChatPRD: https://www.chatprd.ai/Website: https://clairevo.com/LinkedIn: https://www.linkedin.com/in/clairevo/X: https://x.com/clairevo—In this episode, we cover:(00:00) Introduction to Dennis Yang(03:00) Why Cursor is ideal for product management workflows(04:53) Setting up Cursor for non-coding use cases with markdown preview(09:35) Creating PRDs in Cursor and using source control for documentation(10:33) Using MCPs to publish content to Confluence and Notion(11:38) Bridging the gap between engineering and product(17:00) Reading and responding to document comments with AI assistance(21:37) Creating comprehensive Jira tickets directly from PRDs(25:51) Generating automated status reports from Jira data(30:23) Building a morning briefing system with ChatGPT(35:03) Generating personal morning briefings using ChatGPT(40:04) The “super MVP” approach to AI product development(46:37) Lightning round and final thoughts—Tools referenced:• Cursor: https://cursor.com/• Confluence: https://www.atlassian.com/software/confluence• Notion: https://www.notion.so/• Jira: https://www.atlassian.com/software/jira• ChatGPT: https://chat.openai.com/• Claude: https://claude.ai/• Git: https://git-scm.com/—Other references:• News API: https://newsapi.org/• Semrush: https://www.semrush.com/—Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email [email protected].

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• Claude Skills explained: How to create reusable AI workflows

  Today I dive into Anthropic’s latest feature that lets anyone create reusable workflows for Claude—no coding required. I break down exactly what Claude Skills are, how to build them from scratch, and how to use them inside Claude Code and Cursor to automate recurring AI tasks like generating PRDs, writing changelog summaries, and turning demo notes into follow-up emails.What you’ll learn:What Claude Skills are and how they differ from Claude Projects and custom GPTsHow to structure a Skill (metadata, instructions, and linked files)Why defining workflows in natural language beats rigid automation toolsHow to create Claude Skills using Claude Code and CursorHow to validate your skills with Python scripts and folder referencesHow to upload and use Claude Skills inside Claude’s web or desktop appPractical examples: turning changelogs into newsletters, demo notes into emails, and more—Brought to you by:ChatPRD—An AI copilot for PMs and their teams—Where to find Claire Vo:ChatPRD: https://www.chatprd.ai/Website: https://clairevo.com/LinkedIn: https://www.linkedin.com/in/clairevo/X: https://x.com/clairevo—In this episode, we cover:(00:00) Introduction(01:39) What are Claude Skills and how do they work?(08:30) The structure of Claude Skills files(11:00) Demo: Creating Skills using Claude’s built-in skill creator(16:08) A more efficient workflow: Creating Skills with Cursor(17:42) Using Python validation scripts(18:37) Testing Skills with Claude Code(20:52) Creating a changelog-to-newsletter Skill(22:16) Creating a demo-to-follow-up-email Skill(23:45) Uploading Skills to the Claude web interface(26:04) Conclusion and summary—Tools referenced:• Claude: https://claude.ai/• Claude Code: https://claude.ai/code• Cursor: https://cursor.sh/—Other references:• Equipping agents for the real world with Agent Skills: https://www.anthropic.com/engineering/equipping-agents-for-the-real-world-with-agent-skills• Anthropic Skills Documentation: https://docs.claude.com/en/docs/claude-code/skills?utm_source=chatgpt.com• Claude Projects:https://claude.ai/projects—Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email [email protected].

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• How this Yelp AI PM works backward from “golden conversations” to create high-quality prototypes using Claude Artifacts and Magic Patterns | Priya Badger

  Priya Badger, a product manager at Yelp, shares her innovative approach to designing AI-powered products by starting with example conversations rather than traditional wireframes or PRDs. In this episode, she demonstrates how she uses Claude and Magic Patterns to prototype Yelp’s AI assistant features—from exploring conversation flows to designing user interfaces. What you’ll learn:1. How to use example conversations as your first “wireframe” when designing conversational AI products2. A step-by-step workflow for using Claude to generate and refine sample conversations that guide your AI product development3. Techniques for creating interactive prototypes with Claude Artifacts that use real LLM responses without complex API integrations4. How to use Magic Patterns’ Inspiration mode to rapidly explore multiple UI variations for your AI features5. Why starting with conversations and working backward to system prompts creates more natural AI interactions6. How to apply these AI prototyping techniques to personal projects to build your AI product management skills—Brought to you by:GoFundMe Giving Funds—One account. Zero hassle.Persona—Trusted identity verification for any use case—Where to find Priya Badger:LinkedIn: https://www.linkedin.com/in/priyamathewprofile/Substack: https://almostmagic.substack.com/—Where to find Claire Vo:ChatPRD: https://www.chatprd.ai/Website: https://clairevo.com/LinkedIn: https://www.linkedin.com/in/clairevo/X: https://x.com/clairevo—In this episode, we cover:(00:00) Introduction to Priya(02:54) The unique challenges of managing AI-powered products(04:33) Using example conversations as a starting point for design(05:53) Demo: Prompting Claude to generate sample conversations(09:10) Prototyping advice(09:53) Testing with multiple example images and scenarios(15:03) Refining conversations based on qualitative assessment(15:59) Demo: Creating interactive prototypes with Claude Artifacts(21:22) Using Magic Patterns to design the user interface(25:30) Exploring multiple design variations with Inspiration mode(31:02) Quick summary(33:35) How to apply these AI prototyping techniques to personal projects(38:57) Final thoughts—Tools referenced:• Claude: https://claude.ai/• Magic Patterns: https://magicpatterns.com/• Lovable: https://lovable.ai/• Figma: https://www.figma.com/• ChatGPT: https://chat.openai.com/—Other references:• How to build prototypes that actually look like your product | Colin Matthews (product leader, AI prototyping instructor at Maven): https://www.lennysnewsletter.com/p/how-to-build-prototypes-that-actually—Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email [email protected].

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• Evals, error analysis, and better prompts: A systematic approach to improving your AI products | Hamel Husain (ML engineer)

  Hamel Husain, an AI consultant and educator, shares his systematic approach to improving AI product quality through error analysis, evaluation frameworks, and prompt engineering. In this episode, he demonstrates how product teams can move beyond “vibe checking” their AI systems to implement data-driven quality improvement processes that identify and fix the most common errors. Using real examples from client work with Nurture Boss (an AI assistant for property managers), Hamel walks through practical techniques that product managers can implement immediately to dramatically improve their AI products.What you’ll learn:1. A step-by-step error analysis framework that helps identify and categorize the most common AI failures in your product2. How to create custom annotation systems that make reviewing AI conversations faster and more insightful3. Why binary evaluations (pass/fail) are more useful than arbitrary quality scores for measuring AI performance4. Techniques for validating your LLM judges to ensure they align with human quality expectations5. A practical approach to prioritizing fixes based on frequency counting rather than intuition6. Why looking at real user conversations (not just ideal test cases) is critical for understanding AI product failures7. How to build a comprehensive quality system that spans from manual review to automated evaluation—Brought to you by:GoFundMe Giving Funds—One account. Zero hassle: https://gofundme.com/howiaiPersona—Trusted identity verification for any use case: https://withpersona.com/lp/howiai—Where to find Hamel Husain:Website: https://hamel.dev/Twitter: https://twitter.com/HamelHusainCourse: https://maven.com/parlance-labs/evalsGitHub: https://github.com/hamelsmu—Where to find Claire Vo:ChatPRD: https://www.chatprd.ai/Website: https://clairevo.com/LinkedIn: https://www.linkedin.com/in/clairevo/X: https://x.com/clairevo—In this episode, we cover:(00:00) Introduction to Hamel Husain(03:05) The fundamentals: why data analysis is critical for AI products(06:58) Understanding traces and examining real user interactions(13:35) Error analysis: a systematic approach to finding AI failures(17:40) Creating custom annotation systems for faster review(22:23) The impact of this process(25:15) Different types of evaluations(29:30) LLM-as-a-Judge(33:58) Improving prompts and system instructions(38:15) Analyzing agent workflows(40:38) Hamel’s personal AI tools and workflows(48:02) Lighting round and final thoughts—Tools referenced:• Claude: https://claude.ai/• Braintrust: https://www.braintrust.dev/docs/start• Phoenix: https://phoenix.arize.com/• AI Studio: https://aistudio.google.com/• ChatGPT: https://chat.openai.com/• Gemini: https://gemini.google.com/—Other references:• Who Validates the Validators? Aligning LLM-Assisted Evaluation of LLM Outputs with Human Preferences: https://dl.acm.org/doi/10.1145/3654777.3676450• Nurture Boss: https://nurtureboss.io• Rechat: https://rechat.com/• Your AI Product Needs Evals: https://hamel.dev/blog/posts/evals/• A Field Guide to Rapidly Improving AI Products: https://hamel.dev/blog/posts/field-guide/• Creating a LLM-as-a-Judge That Drives Business Results: https://hamel.dev/blog/posts/llm-judge/• Lenny’s List on Maven: https://maven.com/lenny—Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email [email protected].

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• “I’m incapable of doing my job without AI”: How this top PM uses Claude + ChatGPT as his second brain

  Amir Klein is a product manager at Monday.com, leading their AI agents initiative. Despite taking two months of paternity leave, he ranked #4 out of 90 PMs in AI tool usage at his company. In this episode, Amir reveals how he’s become “highly dependent and maybe incapable” of doing his job without AI, showing his custom GPT workflows that help him manage context switching, analyze customer feedback, improve his writing, and prepare for product interviews.What you’ll learn:How to create project-specific “second brains” in Claude and ChatGPT that hold context for you across multiple workstreamsA step-by-step process for using Claude to build a Reddit scraper that gathers thousands of customer conversations, without coding expertiseHow to analyze large datasets of customer feedback using AI to identify patterns, priorities, and key discussion pointsA workflow for creating custom GPTs that help you improve specific skills based on manager feedbackTechniques for using GPT voice mode to conduct realistic mock interviews that provide candid feedback on your responsesWhy “everything is text” should be your mindset when feeding information into AI tools, from PDFs to slide decksHow to use AI to respond quickly to stakeholder requests even when you’re context switching between multiple projects—Brought to you by:GoFundMe Giving Funds—One account. Zero hassle.Miro—A collaborative visual platform where your best work comes to life—Where to find Amir Klein:LinkedIn: https://www.linkedin.com/in/amir-klein-9b8444189/—Where to find Claire Vo:ChatPRD: https://www.chatprd.ai/Website: https://clairevo.com/LinkedIn: https://www.linkedin.com/in/clairevo/X: https://x.com/clairevo—In this episode, we cover:(00:00) Introduction to Amir(03:11) Using custom GPT project folders as “second brains”(06:24) Building a Reddit scraper with Claude’s help(11:02) Analyzing 34,000 rows of Reddit conversations(14:06) How to build effective custom GPT knowledge bases(18:04) Creating a custom writing coach from Lenny’s Newsletter(21:53) Using AI for professional development and feedback(24:08) Preparing for product interviews with GPT voice mode(31:49) Additional use cases for voice mode(33:04) Recap of Amir’s AI workflows(35:43) Lightning round and final thoughts—Tools referenced:• Claude: https://claude.ai/• ChatGPT: https://chat.openai.com/• Reddit API: https://www.reddit.com/dev/api/• Python: https://www.python.org/• Slack: https://slack.com/—Other references:• Wes Kao: https://weskao.com/• Become a better communicator: Specific frameworks to improve your clarity, influence, and impact | Wes Kao (coach, entrepreneur, advisor): https://www.lennysnewsletter.com/p/become-a-better-communicator-specific• On Writing Well by William Zinsser: https://www.amazon.com/Writing-Well-Classic-Guide-Nonfiction/dp/0060891548• The Elements of Style by Strunk and White: https://www.amazon.com/Elements-Style-Fourth-William-Strunk/dp/020530902X• Exponent YouTube channel: https://www.youtube.com/c/ExponentTV• monday.com: https://monday.com/—Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email [email protected].

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