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“I’m incapable of doing my job without AI”: How this 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:* 1. How to create project-specific “second brains” in Claude and ChatGPT that hold context for you across multiple workstreams 2. A step-by-step process for using Claude to build a Reddit scraper that gathers thousands of customer conversations, without coding expertise 3. How to analyze large datasets of customer feedback using AI to identify patterns, priorities, and key discussion points 4. A workflow for creating custom GPTs that help you improve specific skills based on manager feedback 5. Techniques for using GPT voice mode to conduct realistic mock interviews that provide candid feedback on your responses 6. Why “everything is text” should be your mindset when feeding information into AI tools, from PDFs to slide decks 7. How 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: https://www.gofundme.com/howiai Miro—A collaborative visual platform where your best work comes to life: http://miro.com/ *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 jordan@penname.co._

Claire VohostAmir Kleinguest
Oct 6, 202538mWatch on YouTube ↗

CHAPTERS

  1. Why this PM is “incapable” without AI: outsourcing context switching

    Claire and Amir set the premise: PM work is constant context switching across meetings, initiatives, and stakeholders. Amir explains how he offloads that cognitive burden into siloed AI “brains” in Claude and ChatGPT to keep momentum and decision quality high.

  2. Inside a GPT/Claude “project brain”: files, instructions, and persistent threads

    Amir demos what a typical project looks like: a growing set of uploaded files plus explicit instructions, alongside long-running conversation threads. The structure is designed to accumulate context over time rather than restarting from scratch.

  3. What to upload first: kickoffs, PRDs, and any “ping-pong” reference material

    Amir explains his starting kit for a PM knowledge base: anything that defines the situation and goals (kickoff decks, PRDs, docs). He calls the early phase “ping pong”—feeding references so the AI understands what success looks like and can collaborate effectively.

  4. Finding unbiased customer truth: why Amir went to Reddit for AI agents signals

    Leading an AI agents initiative at monday.com, Amir needed external, non-company narratives about what people expect from “agents.” He sought broad, unbiased conversations to ground internal hype and align priorities with real user expectations.

  5. Claude as a technical copilot: step-by-step building a Reddit scraper

    Amir walks through using Claude to go from an ambitious prompt (“scrape everything said about monday.com online”) to a practical plan. Claude narrows constraints (APIs, paywalls), then provides a beginner-friendly setup guide, environment steps, and a working script.

  6. From scrape to ‘monstrous’ dataset: producing 34,000 rows (plus competitor angles)

    The scraper outputs a large CSV of Reddit conversations (~34k rows) tied to Amir’s themes (agents/AI/monday.com). He extends the approach to competitor comparisons and additional files to capture a wider market narrative.

  7. Claude as analyst: frequency tables, prioritization weights, and quote-based validation

    Amir returns to Claude with the dataset and asks for an analyst-style breakdown: topics, frequencies, and weighted prioritization. To reduce hallucination risk, he spot-checks via keyword searches and requests direct quotes as evidence to verify themes.

  8. Turning raw research into a persistent brain: uploading Reddit CSVs + internal context

    Amir shows how the scraped Reddit files become part of the project’s knowledge base alongside internal kickoff materials and company/product references. This creates a single AI workspace that understands both monday.com context and external market expectations.

  9. Knowledge base mechanics: ‘everything is text’ + strong instructions and pushback behavior

    They discuss practical KB-building tricks: printing webpages or slides as PDFs and uploading them as scoped source-of-truth artifacts. Amir also emphasizes instruction design—he wants the AI to be candid, challenge ideas, and avoid overly supportive agreement.

  10. Day-to-day PM acceleration: building narratives, PRDs, and fast stakeholder answers

    Amir explains his workflow loop: use the AI to ‘ping-pong’ toward an outline or narrative (PRD/product review), then re-upload the refined doc to strengthen the brain. The result is rapid, context-aware responses—useful for async stakeholder requests like marketing copy.

  11. Custom writing coach: importing Lenny/Wes Kao guidance to shorten Slack messages

    After receiving feedback that his writing was too long, Amir builds a custom GPT to rewrite messages concisely while preserving a natural voice. He loads newsletter content and referenced books as style guidelines, then uses it daily by pasting drafts for rewrites.

  12. AI for professional development: turning feedback into reusable coaching systems

    Claire highlights a broader pattern: using AI to operationalize performance feedback and self-improvement. Amir notes that pre-AI, manager editing cycles were slow and momentum-killing; now, coaching is instant and repeatable, and shareable with colleagues.

  13. Product interview prep with GPT voice mode: natural mock interviews + targeted improvement

    Amir describes why voice mode is transformative for interview prep: it simulates real-time pressure and verbal delivery better than text. He uses either a custom interview-prep GPT or freestyle voice sessions, optionally adding his CV and the job description for context, and tracks skill improvements over repeated runs.

  14. Recap, ‘power user’ mindset, and lightning round: fixing AI when it’s wrong

    Claire summarizes Amir’s workflows: data scraping + analysis, second-brain projects, writing coaching, and voice-based interview practice. In the lightning round, Amir argues the biggest miss for non-power-users is being unable to ‘be everywhere at once,’ and he shares his tactic for bad outputs: provide an example and a benchmark (sometimes with a raised voice).

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