Unorthodox PM tips: Automating user insights, unselling candidates, decision logs, more | Kevin Yien

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Key Takeaways

  • Keeping a decision log improves product sense and decision-making skills.
  • Writing clarity is crucial for PMs; clear writing improves team alignment.
  • Start outside product management (engineering, design, or sales) to become a better PM.
  • User research should be automated where possible; talking to customers is non-negotiable.
  • The best PMs define constraints and let engineers/designers work creatively within them.
  • Hiring is about fit; using an “unsell email” ensures mutual expectations align.
  • Successful PMs are storytellers; they should clearly communicate vision and product value.

Detailed Summary

The Role of a Product Manager

  • A PM converts potential into value by aligning teams and setting constraints.
  • Product management isn’t just about influencing stakeholders; it’s about making tangible impact.
  • PMs should be deeply involved in execution, down to details like UX animations.
  • The best PMs create clarity at scale through writing, strategy, and storytelling.

Decision-Making & Product Sense

  • Decision-making under uncertainty is the core skill of PMs.
  • Decision logs improve learning by tracking choices, rationale, and outcomes.
  • PMs should practice evaluating other companies’ strategies to refine product intuition.

Writing as a Critical PM Skill

  • Writing is the cheapest, most scalable way to create clarity.
  • Good writing compels action, not just documentation.
  • PMs should read compelling writing (e.g., Paul Graham essays) to improve their skills.

Automating User Research

  • PMs must consume raw user feedback, not rely on filtered reports.
  • Tools like Gong, Zapier, and User Interviews streamline research.
  • The goal is to continuously capture customer insights without manual effort.

Hiring and Retention Strategies

  • The “unsell email” ensures candidates understand the company’s real challenges.
  • PMs must invest in hiring, addressing concerns personally.
  • Hiring is about alignment, not just skills—find those truly excited to work with you.

Conversational Insights

  1. “If you can’t sell or support your own product, I don’t trust you to build the product.”
  2. “PMs need as many reps as possible in making decisions with insufficient data.”
  3. “Writing is clarity at scale; if you can’t write clearly, you can’t lead clearly.”
  4. “A good PM doesn’t own all decisions—they set the constraints for great decisions.”
  5. “Your engineers and designers can go crazy within the box you define.”
  6. “The best teams don’t have silos, they have healthy overlaps.”
  7. “Great products happen when PMs obsess over details most would ignore.”
  8. “Never trust a PM who stops talking to customers because they think they ‘know’ them.”
  9. “Hiring fast is a trap. Hiring the right person saves you time in the long run.”
  10. “AI tools are just new crayons—kids will use them without overthinking the magic.”

Software Tools

  • BuildBetter.AI – AI-powered insights from product and sales calls.
  • Gong – Call recording and analysis for customer insights.
  • User Interviews – B2B user research automation.
  • Zapier – Automates workflows between various tools.
  • Customer.io – Email automation platform.

People Mentioned

Speakers

  • Kevin Yien – PM at Stripe, ex-Square and Mutiny.
  • Lenny Rachitsky – Podcast host and PM expert.

Other Individuals

  • Paul Graham – Known for essays on startups and writing.
  • Patrick Collison – CEO of Stripe.
  • Chris Dixon – Investor, influenced Kevin’s Twitter avatar.
  • Anthony Bourdain – Inspiration for learning through experience.
  • Charlie (Mutiny CEO) – Advocated for PM focus with “Keep the main thing the main thing.”

Companies Mentioned

  • Stripe – Payment processing company.
  • Square – Payments and POS systems.
  • Mutiny – B2B marketing platform.
  • BuildBetter.AI – AI-powered product research.
  • OneSchema – Data integration company.
  • Eppo – A/B testing platform.
  • Shopify – E-commerce platform.
  • Amazon – Used as a case study for decision-making.
  • Gong – Sales and customer insights platform.
  • Snap (Snapchat) – Delayed hiring PMs until necessary.