Lenny’s Podcast95 min
Shreyas Doshi · Oct 31, 2024
Key learnings- Run a pre-mortem before launches by imagining the project has already failed, then surfacing tigers, paper tigers and elephants…
- Classify tasks as leverage, neutral or overhead; spend extra effort only on leverage tasks, and do less polish on neutral and…
- Beat procrastination on high-leverage work by doing a couple days of low-stakes placebo tasks first, then working from a…
Lenny’s Podcast49 min
Shreyas Doshi Live · Oct 31, 2024
Key learnings- A real, pre-aligned product strategy can collapse weeks of annual planning into a few days, since most planning rituals are…
- Many decisions treated as reversible 'two-way doors' become one-way doors in practice once commitments, QBR narratives, and…
- Judging ideas on their merits rather than on social proof, authority, catchy metaphors, or alliteration is a core skill of good…
Substack podcastDec 27, 2025
Dec 27, 2025
Key learnings- Writing can sharpen thinking by forcing you to make vague ideas explicit and expose gaps in your reasoning.
- The claim 'writing is thinking' is useful but overextended; not all thinking happens through writing, and writing alone does not…
- Treat writing as one tool among several for thinking, alongside conversation, sketching, and deliberate reflection.
Substack podcastJan 3, 2026
Jan 3, 2026
Key learnings- Treat time management as an ongoing experiment rather than a fixed system, testing methods and keeping what actually works for…
- Advanced time management ideas go beyond to-do lists to focus on how you allocate attention across competing priorities.
- Protect blocks of deep, uninterrupted work time, since product work is often fragmented by meetings and reactive requests.
Lenny’s Podcast72 min
EOY Review · Dec 29, 2022
Key learnings- Start positioning by identifying competitive alternatives, including the status quo, since many B2B deals are lost to 'no…
- Map each product capability to the customer value it enables, then group these into two or three differentiated value themes…
- Treat metrics as insights only when they explain why a behavior happens and change what you do; otherwise they are entertainment…