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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. 0:00 – 5:37

    Project folders as “second brains” for PM context switching

    Claire and Amir frame the core problem: PMs juggle constant context switching across initiatives. Amir introduces his workflow of maintaining separate Claude/ChatGPT “brains” (projects) filled with files, instructions, and ongoing threads to preserve context and speed up decisions.

    • Why context switching is uniquely painful for PMs
    • Using separate AI projects to silo initiatives and retain memory
    • What a “brain” looks like: files + instructions + long-running threads
    • How these setups make Amir feel “incapable” of working without AI
  2. 5:37 – 6:35

    What to put in a PM brain: kickoff docs, PRDs, and “anything that’s text”

    Amir explains how he seeds a project so the AI quickly understands the initiative. The key is to start with grounding references (kickoff decks, PRDs, artifacts) and then keep expanding the corpus as work progresses.

    • Start with reference artifacts that define goals and context
    • Seed the project with any available data, even rough inputs
    • Use a “ping-pong” back-and-forth to clarify what you’re trying to achieve
    • Continuously add new outputs back into the knowledge base as you learn
  3. 6:35 – 8:35

    The agents problem: seeking unbiased, external customer truth

    Amir shares why he turned to external conversations while leading an AI agents initiative at monday.com. With lots of internal opinions and fuzzy definitions, he wanted unbiased signals on what people actually expect from agents.

    • AI agents are high-hype with inconsistent definitions and expectations
    • Internal stakeholders often carry narratives and strong opinions
    • Goal: find a “voice of reason” outside the company
    • Reddit as a source of candid, unfiltered demand signals
  4. 8:35 – 12:01

    Claude-assisted Reddit scraping: from idea to step-by-step implementation

    Amir walks through how he used Claude to design a free/automated approach to gather online discussions, then narrowed to Reddit due to API accessibility. Claude provided an extremely granular, beginner-friendly setup guide that Amir followed end-to-end.

    • Start broad (“everything online”) then narrow to feasible sources
    • Why Twitter/LinkedIn are harder (API limits/paywalls)
    • Claude as a procedural tutor: terminal setup, packages, credentials
    • Building a script by filling in client ID/secret and search terms
  5. 12:01 – 12:36

    From raw scrape to dataset: generating 34,000 rows of conversations

    The scraper outputs a massive CSV representing Reddit threads relevant to monday.com, AI, and agents, including competitive comparisons. Amir emphasizes the value of scaling discovery beyond manual searching and collecting multiple themed files.

    • What the exported dataset looks like at scale (34,000 rows)
    • Expanding scope: competitor comparisons and adjacent themes
    • Turning scattered conversations into a reusable research asset
    • Using AI to avoid manual trawling while keeping breadth
  6. 12:36 – 13:32

    Claude as analyst: summarizing themes with frequency, weights, and prioritization

    Amir feeds the dataset back into Claude and asks for structured analysis that he can use to prioritize. He requests tables with frequency/percentages and key discussion points to translate qualitative chatter into decision-ready inputs.

    • Prompting for a table: themes, frequency, percentage, weights
    • Using quantified outputs to drive prioritization conversations
    • Extracting “top areas” people want from AI/agents
    • Transforming qualitative feedback into product strategy signals
  7. 13:32 – 14:23

    Trust but verify: spot-checking and demanding quotes for fact-checking

    Claire probes whether the analysis is reliable; Amir explains his validation workflow. He spot-checks with keyword searches and asks the model to include direct quotes so he can trace conclusions back to source rows.

    • Why you can’t manually verify 34,000 rows—but you can sample
    • Keyword searches as a quick sanity check
    • Asking for 1–2 reference quotes per claim/theme
    • Tracing quotes back to the CSV for validation
  8. 14:23 – 16:12

    Building an effective knowledge base: PDFs from decks, websites, and support pages

    They show how the Reddit files and internal artifacts are stored inside the project to become durable context. Claire highlights a practical trick: printing web pages (marketing, pricing, support) to PDF so the model has scoped, stable source material.

    • Adding scraped files back into the project’s knowledge store
    • Including kickoff decks and PRDs to anchor internal strategy
    • Printing websites/support/pricing pages as PDFs for clean ingestion
    • The mindset shift: “everything is text,” including slides
  9. 16:12 – 16:55

    Instruction design: forcing pushback, candid feedback, and PM-grade reasoning

    Amir describes how he writes system-like instructions so the AI behaves like a strong PM partner rather than a cheerleader. He explicitly requests challenge, professional standards, and strategic thinking so conversations stay sharp and useful.

    • Avoiding overly supportive AI responses by demanding pushback
    • Embedding expectations: product strategy and product sense mindset
    • Using the project as a continuous thought partner (“ping-pong”)
    • Accumulating thousands of threads as living context
  10. 16:55 – 18:28

    Day-to-day PM execution: PRDs, narratives, and rapid stakeholder responses

    Amir explains how these brains help him turn messy work into deliverables and respond quickly in the middle of the day. A common win is generating crisp, accurate summaries for marketing/comms when they need quick launch messaging.

    • Starting from scope → outline → narrative/PRD-ready output
    • Re-uploading drafts and docs to deepen the brain over time
    • Handling ad-hoc Slack asks (e.g., “two-line description”) fast
    • Reducing mental load while improving responsiveness
  11. 18:28 – 21:42

    Custom writing coach GPT: training on Lenny/Wes Kao to shorten Slack messages

    Amir shares a personalized GPT built from writing guidance (newsletters, books) to address recurring feedback: his writing is too long. The GPT rewrites messages to be concise while preserving a natural voice and avoiding telltale AI style.

    • Using performance feedback (“too long”) as a build target
    • Loading newsletters/books as the style and rules corpus
    • Explicit constraints: maintain voice, avoid over-bulleting/dashes
    • Practical workflow: draft → paste → rewrite → better responses
  12. 21:42 – 24:09

    AI for professional development: turning feedback loops into daily practice

    Claire and Amir discuss how AI makes skill-building actionable compared to relying on managers to edit work. They expand the idea to loading performance reviews and peer feedback into a GPT for reflection and blind-spot checks.

    • Why traditional coaching is slow: delayed manager feedback loops
    • AI as an always-available coach for repeated, small improvements
    • Using peer feedback/performance reviews to surface blind spots
    • Sharing custom GPTs with colleagues to scale benefits
  13. 24:09 – 31:49

    Mock interviews with GPT voice mode: realistic product sense practice

    Amir explains why voice mode changed his interview preparation: it’s interactive, challenging, and feels closer to a real interview than text. He demonstrates how to instruct voice mode to avoid hints, stay candid, and deliver feedback at the end.

    • Replacing passive video watching with active, spoken practice
    • Why text-based practice isn’t equivalent to verbal performance
    • Prompting voice mode: no leading, candid, end-of-interview feedback
    • Optionally loading CV + job description for tailored coaching
  14. 31:49 – 33:04

    Additional voice-mode use cases and parenting/education ideas

    Claire and Amir brainstorm adjacent uses for voice mode beyond interviews, including public speaking practice and reading coaching for kids. They note the broader potential (and complexity) of AI with children and learning routines.

    • Public speaking rehearsal and structured feedback via voice
    • Reading aloud practice with emphasis/punctuation coaching
    • AI + kids as a large emerging topic (future roundtable idea)
    • Voice interaction feels more natural than mirror practice for many
  15. 33:04 – 38:50

    Recap, power-user advantage, and handling bad outputs (the ‘yell’ + exemplar method)

    Claire recaps Amir’s full workflow: second brains, scraping + analysis, writing coach, and voice-mode interviews. Amir explains the key advantage—being “everywhere at once”—and closes with his tactics for correcting AI: emotional emphasis plus providing a concrete example of the desired output.

    • End-to-end workflow recap: collect → analyze → store → iterate
    • Power-user edge: rapid answers with deep context on demand
    • Bonus: Amir’s in-progress generalized scraper tool idea
    • Getting AI back on track: ‘this isn’t it’ + provide a target example

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