Drawer 14 · 395 notes · 75 people · 2005–2026

Communication & influence

Writing, storytelling, stakeholder management, and influence

Q:
Answers from Communication & influence notes, cited
Lenny’s Podcast71 min

Become a better communicator: Specific frameworks to improve your clarity, influence, and impact

Wes Kao · Apr 6, 2025
Key learnings
  • Spend less time on why an idea matters and more on the specific how: concrete steps, nuances, and examples that let people apply…
  • Cut backstory and preamble; start right before the juicy part of the story, as Wes puts it, 'right before you get eaten by the…
  • Recognize that formats like Twitter or keynotes allow more BS, while courses and cohort settings demand rigor because students…
Lenny’s Podcast142 min

How to tell better stories

Matthew Dicks · Dec 15, 2023
Key learnings
  • Build every story around one five-second moment of transformation or realization, and make the rest of the story context that…
  • Start stories as close to the end as possible, because the ending moment determines what you need to say and where to begin.
  • Apply the dinner test: tell stories the way you would at a dinner table, only slightly elevated, without performance tricks like…
Lenny’s Podcast108 min

Radical Candor: From theory to practice with author Kim Scott

Kim Scott · Dec 10, 2023
Key learnings
  • Radical candor means caring personally while challenging directly; missing the first yields obnoxious aggression, missing the…
  • Don't ask 'Do you have any feedback for me?'; instead ask a specific question like 'What could I do or stop doing that would make…
  • Give feedback immediately, in person or by phone rather than text or Slack, and use context, observation, result, next step…
Lenny’s Podcast99 min

Storytelling with Nancy Duarte: How to craft compelling presentations and tell a story that sticks

Nancy Duarte · Jun 1, 2023
Key learnings
  • Make your audience the hero of the story and approach every presentation with empathy, since the audience ultimately holds the…
  • Position yourself as the mentor who helps the audience get unstuck, offering them a practical tool and an inner resolve for the…
  • Use the 'what is / what could be / new bliss' contrast structure to build tension and longing for a future state, even in short…
Lenny’s Newsletter♥ 225

How to get better at influence

Sep 20, 2022 · 12 min
Subscriber post — summary only

Lenny uses the Lord of the Rings, especially Frodo's journey, as a lens for how product managers can build influence without relying on formal authority. He walks through seven strategies, each illustrated with Airbnb…

Lenny’s Podcast143 min

Why most public speaking advice is wrong—and how to finally overcome your speaking anxiety

Tristan de Montebello · Oct 13, 2024
Key learnings
  • Treat speaking as a meta skill: improving it tends to lift confidence and results across work, relationships and daily life.
  • Use enjoyment as a barometer; if practice or speaking feels unpleasant, you are probably overthinking or doing it wrong.
  • Focus on root causes like pressure and self-trust rather than surface symptoms such as filler words or rushing.
Lenny’s Newsletter♥ 232

A PM’s guide to influence

Oct 1, 2024 · 13 min
Subscriber post — summary only

Jules Walter, a product leader at Google formerly of YouTube and Slack, lays out five tactics for building influence as a PM: gathering intel on how stakeholders decide, framing proposals from their point of view…

Lenny’s Podcast79 min

Growth tactics, retention strategies, and becoming a better writer

Julian Shapiro · Sep 25, 2022
Key learnings
  • Pursue product-led acquisition by designing features where users naturally invite others, such as settling debts, sharing…
  • Build user state, like reputation, audience, or social graphs that cannot transfer off-platform, so accumulated investment makes…
  • Prefer evergreen topics and keep updating old writing, since Julian treats his handbooks and posts as living assets rather than…
Lenny’s Newsletter · Free post♥ 293

My podcast tech stack, workflows, and lessons

Mar 12, 2024 · 20 min

“Q: What’s in your podcast stack? I’m approaching two years of podcasting (and just crossed 10M downloads and 3M YouTube views!), so now feels like a good time to reflect on how I got here. I was incredibly hesitant to start a podcast. There are a trillion podcasts, they’re a lot of work, and it’s so dorky to tell people you have a podcast 🤦. But thanks to a nudge from Harry Stebbings, and having a newsletter platform to help kickstart…”

Lenny’s Podcast97 min

How to speak more confidently and persuasively

Matt Abrahams · Mar 31, 2024
Key learnings
  • Visualize the whole experience, from walking to the stage to stepping off, including the audience responding well, to desensitize…
  • Prepare in order to be spontaneous; practice is what makes improvisation and on-the-spot speaking go well, as it does in…
  • Strive for connection over perfection by daring to be dull: just answer the question and stop judging every word, which frees up…
Lenny’s Podcast122 min

Vision, conviction, and hype: How to build 0 to 1 inside a company

Mihika Kapoor · Apr 21, 2024
Key learnings
  • Build a vision that ties together a user pain point, a proposed solution, and a proof point such as a testimonial or prototype…
  • Pull research, design, and engineering feasibility into the vision early so it reflects what users feel and what the team can…
  • Lean on prototypes and mocks before a project gets approved; seeing and feeling the future often persuades more than…
Lenny’s Podcast116 min

The art of influence: The single most important skill that AI can’t replace

Jessica Fain · Mar 22, 2026
Key learnings
  • Treat stakeholder conversations as discovery interviews: go in to learn and strengthen your plan, not simply to get approval for…
  • Remember executives have chaotic calendars and little context on your topic, so spend under 60 seconds at the start restating why…
  • Ground your pitch in the executive's success metrics and board pressures, and show explicitly how your proposal moves those…
Lenny’s Newsletter♥ 53

Managing up

Nov 3, 2020 · 4 min
Subscriber post — summary only

A reader asks how to manage up with a difficult manager, and the post answers with five practical tactics. The core argument is that managing up is a core skill at every level: communicate proactively, set realistic…

Lenny’s Newsletter · Free post♥ 62

Getting buy-in

Jun 10, 2021 · 9 min

Shivani Berry, a former PM turned leadership coach, argues that buy-in comes from showing teammates how your idea advances their goals. She explains three common failure modes: assuming others think like you, feeling…

Lenny’s Podcast76 min

Navigating comms and PR

Lulu Cheng Meservey · Mar 23, 2023
Key learnings
  • Make ideas spread by making them memorable and giving people a reason to repeat them, such as humor, a vivid mental image, an…
  • Test a catchphrase by asking whether a second-grader could understand it immediately; avoid inside jokes that only make sense…
  • Treat making mistakes of commission rather than omission as the better bet, since visible errors can be learned from while…
Substack podcastDec 27, 2025

Is Writing Really Thinking: a deep-dive

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.
Lenny’s Podcast96 min

How to build deeper, more robust relationships

Carole Robin · Apr 25, 2024
Key learnings
  • Relationships sit on a continuum from contact-without-connection to functional, robust, and exceptional; you can build the skills…
  • Practice progressive disclosure using the 15% rule: step slightly outside your comfort zone, observe the response, then gradually…
  • Share appropriate vulnerability, such as admitting uncertainty or mistakes, rather than either oversharing or hiding everything…