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Countdown of the top 10 episodes of the year

If you ever wanted to distill 3,310 hours of knowledge into 60 minutes, then this episode is for you. For the last 6 months, Lenny’s Podcast has been downloaded more than 2 million times and is now a top 10 technology podcast across both Apple and Spotify. And in this special episode, I’m breaking down the top 10 most downloaded episodes, plus sharing my favorite lessons from each. It's unlike anything I've done before, and I hope you love it. Happy holidays, happy new year, and from the bottom of my heart, thank you so much for listening, sharing, and for supporting the podcast. I’ll see you in 2023! — Find the full transcript here: https://www.lennyspodcast.com/countdown-of-the-top-10-episodes-of-the-year/#transcript — Thank you to our wonderful sponsors for supporting this podcast: • TED—ReThinking with Adam Grant: https://adamgrant.net/podcasts/rethinking/ • Notion—One workspace. Every team: https://www.notion.com/lennyspod • Vanta—Automate compliance. Simplify security: https://vanta.com/lenny — Where to find Lenny: • Newsletter: https://www.lennysnewsletter.com • Twitter: https://twitter.com/lennysan • LinkedIn: https://www.linkedin.com/in/lennyrachitsky/ — The 10 most downloaded episodes of 2022: 10. April Dunford on Lenny’s Podcast: https://www.lennyspodcast.com/april-dunford-on-product-positioning-segmentation-and-optimizing-your-sales-process/ 9. Crystal Widjaja on Lenny’s Podcast: https://www.lennyspodcast.com/how-to-scrappily-hire-for-measure-and-unlock-growth-crystal-widjaja-gojek-and-kumu/ 8. Julie Zhuo on Lenny’s Podcast: https://www.lennyspodcast.com/julie-zhuo-on-accelerating-your-career-impostor-syndrome-writing-building-product-sense-using-intuition-vs-data-hiring-designers-and-moving-into-management/ 7. Shishir Mehrotra on Lenny’s Podcast: https://www.lennyspodcast.com/the-rituals-of-great-teams-shishir-mehrotra-coda-youtube-microsoft/ 6. Kristen Berman on Lenny’s Podcast: https://www.lennyspodcast.com/using-behavioral-science-to-improve-your-product-kristen-berman-irrational-labs/ 5. Elena Verna on Lenny’s Podcast: https://www.lennyspodcast.com/elena-verna-on-how-b2b-growth-is-changing-product-led-growth-product-led-sales-why-you-should-go-freemium-not-trial-what-features-to-make-free-and-much-more/ 4. Ethan Smith on Lenny’s Podcast: https://www.lennyspodcast.com/the-ultimate-guide-to-seo-ethan-smith-graphite/ 3. Shreyas Doshi on Lenny’s Podcast: https://www.lennyspodcast.com/shreyas-doshi-on-pre-mortems-the-lno-framework-the-three-levels-of-product-work-why-most-execution-problems-are-strategy-problems-and-roi-vs-opportunity-cost-thinking/ 2. Marty Cagan on Lenny’s Podcast: https://www.lennyspodcast.com/the-nature-of-product-marty-cagan-silicon-valley-product-group/ 1. Matt Mochary on Lenny’s Podcast: https://www.lennyspodcast.com/how-to-fire-people-with-grace-work-through-fear-and-nurture-innovation-matt-mochary-ceo-coach/ — In this episode, we cover: (00:00) About this episode (02:46) April Dunford on positioning your product (07:16) Crystal Widjaja on why most analytics efforts fail (11:42) Julie Zhuo on overcoming imposter syndrome (19:14) Shishir Mehrotra’s favorite interview question (23:27) Shishir Mehrotra’s PSHE career growth framework (27:10) Kristen Berman on using behavioral science to improve your product (33:29) Elena Verna on why retention is so important (36:31) Elena Verna on what to put into your freemium product (37:57) Ethan Smith on how people often under-resource SEO (38:46) Ethan Smith on when it’s time to invest in SEO (42:41) Shreyas Doshi’s LNO Framework (50:12) Marty Cagan on why big companies are often bad at product (51:46) Marty Cagan’s four steps to being a good product manager (53:48) Matt Mochary on the power of small teams (57:17) Matt Mochary’s advice for making hard conversations easier (59:05) Other episodes that left a lasting impact (59:40) Thank you for joining me (Lenny) on this incredible journey — Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email podcast@lennyrachitsky.com.

Lenny RachitskyhostApril DunfordguestBarr MosesguestJulie ZhuoguestShishir MehrotraguestKristen BermanguestElena VernaguestBrian BalfourguestShreyas DoshiguestSteve JobsguestMatt Mocharyguest
Dec 28, 20221h 1mWatch on YouTube ↗

At a glance

WHAT IT’S REALLY ABOUT

Lenny’s Top 10 Episodes: Hard-Won Playbooks For Product Leaders

  1. Lenny wraps up the year by counting down his podcast’s 10 most popular episodes, highlighting practical frameworks from top product, growth, design, and leadership experts. Each featured clip distills a specific mental model or tactic, from product positioning and analytics to behavior change, SEO, and career growth. The episode becomes a curated “greatest hits” guide for building and scaling products, teams, and careers. Lenny closes by reflecting on the podcast’s unexpected success and inviting listener feedback to improve future episodes.

IDEAS WORTH REMEMBERING

5 ideas

Start positioning by defining what you’re truly competing against.

April Dunford emphasizes identifying both status quo behaviors (spreadsheets, pen-and-paper, ‘no decision’) and direct competitors, then mapping your unique features to differentiated value for a specific best-fit customer and market category.

Treat analytics as a source of actionable insight, not entertainment.

Crystal Widjaja distinguishes raw measurements from insights: real ‘news’ changes what you do. Instrument events with rich properties, segment behaviors, form hypotheses, and act on causal learnings instead of passively watching dashboards.

Imposter feelings often signal steep learning and growth, not inadequacy.

Julie Zhuo describes spending 7–8 years feeling like an imposter at Facebook and reframing discomfort as a sign of growth, while stressing the importance of asking for help, finding support, and being vulnerable about challenges.

Learn to ask “eigenquestions” and move from execution to defining problems.

Shishir Mehrotra’s teleportation-device interview question shows how great thinkers find a few key questions that determine most decisions, and his PSHE model frames career progression from executing tasks to defining the core problems themselves.

Design behavior change with the 3Bs: Behavior, Barriers, Benefits.

Kristen Berman urges teams to specify one concrete target action, then remove logistical and cognitive barriers (e.g., uncertainty, status quo bias) while adding immediate, present-focused benefits like completion satisfaction or social recognition.

WORDS WORTH SAVING

5 quotes

Real news is information that changes what you do in the real world. If you don’t change what you’re doing, what you are doing is just getting entertainment.

Crystal Widjaja

In B2B, we lose about 40% of our deals to ‘no decision,’ which actually means we lost to the spreadsheet, we lost to pen and paper, we lost to interns.

April Dunford

Being in an uncomfortable situation where you feel like an imposter coincides with the fastest and most intense periods of growth in one’s career.

Julie Zhuo

As a product manager or anybody in a high-leverage role, all your tasks are not created equal.

Shreyas Doshi

The ideal is just to keep the team super small... with fewer people in the organization, things work better.

Matt Mochary

Product positioning and differentiated value (April Dunford)Analytics that drive insight and action (Crystal Widjaja)Imposter syndrome and career growth in tech (Julie Zhuo)Eigenquestions and PSHE career framework (Shishir Mehrotra)Behavioral science and the 3Bs of behavior change (Kristen Berman)B2B product-led growth, retention, and freemium strategy (Elena Verna)SEO resourcing, authority, and addressable market (Ethan Smith)Prioritizing work with the LNO framework (Shreyas Doshi)Becoming a strong product manager in large companies (Marty Cagan)Small teams, layoffs, and hard conversations (Matt Mochary)

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