Lenny's Newsletter

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11/29/2023
12 : 14

My favorite interview questions from 100+ guests

Listen now (21 mins) | Brought to you by Sendbird—The (all-in-one) communications API platform for mobile apps | Eppo—Run reliable, impactful experiments — This is a special episode of the podcast
11/28/2023
12 : 14

Lessons from going freemium: a decision that broke our business

How freemium and no-friction onboarding reversed our growth, and how we got back on track ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌
11/26/2023
12 : 14

Billion dollar failures, and billion dollar success | Tom Conrad (Quibi, Pandora, Pets.com, Snap, Zero)

Listen now (100 mins) | Brought to you by Coda—Meet the evolution of docs | Jira Product Discovery—Atlassian's new prioritization and roadmapping tool built for product teams | HelpBar by Chameleon
11/21/2023
15 : 24

A new-parent gift guide for product managers

My favorite products for early parenthood to help your kid hit their KPIs ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌
11/21/2023
12 : 34

A new-parent gift guide for product managers

My favorite products for early parenthood to help your kid hit their KPI ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌
11/19/2023
17 : 24

Redefining success, money, and belonging | Paul Millerd (The Pathless Path)

Listen now (65 mins) | Brought to you by Sanity—The most customizable content layer to power your growth engine | Maui Nui Venison—The healthiest red meat on the planet delivered directly to your door
11/19/2023
12 : 14

Redefining success, money, and belonging | Paul Millerd (The Pathless Path)

Listen now | Brought to you by Sanity—The most customizable content layer to power your growth engine | Maui Nui Venison—The healthiest red meat on the planet delivered directly to your door | Wix
11/17/2023
2 : 54

The ultimate guide to product operations | Melissa Perri and Denise Tilles

Melissa Perri and Denise Tilles share insights, strategies, and real-world experiences to master all things product ops. ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌
11/14/2023
15 : 4

When they hired their first PM

Lessons, timelines, and stories from Pinterest, Looker, Instagram, Segment, Snap, Notion, and 25+ other top companies ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌
11/12/2023
12 : 14

Brian Chesky’s contrarian approach to product, growth, and leadership

Listen now (73 mins) | Brought to you by Sidebar—Catalyze your career with a Personal Board of Directors | Jira Product Discovery—Atlassian's new prioritization and roadmapping tool built for
11/9/2023
12 : 14

Marketplace lessons from Uber, Airbnb, Bumble, and more | Ramesh Johari (Stanford professor, startup advisor)

Listen now (84 mins) | Brought to you by Sanity—The most customizable content layer to power your growth engine | Hex—Helping teams ask and answer data questions by working together | Eppo—Run reliable
11/7/2023
12 : 14

Introducing DRICE: A modern prioritization framework

Boost your experiment win rate and help your team drive more impact ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌
11/5/2023
12 : 14

Mastering product strategy and growing as a PM | Maggie Crowley (Toast, Drift, Tripadvisor)

Listen now (83 mins) | Brought to you by Productroadmap.ai—AI to connect your roadmaps to revenue | Composer—the AI-powered trading platform | Eppo—Run reliable, impactful experiments — Maggie Crowley
11/2/2023
11 : 14

Unpacking Amazon’s unique ways of working | Bill Carr (author of Working Backwards)

Listen now (93 mins) | Brought to you by AssemblyAI—Production-ready AI models to transcribe and understand speech | Coda—Meet the evolution of docs | Wix Studio—The web creation platform built for
10/31/2023
11 : 14

Lessons learned from a startup that didn’t make it

What not to do when building a B2B startup ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌
10/29/2023
11 : 14

Reflections on a movement | Eric Ries (creator of the Lean Startup methodology)

Listen now (134 mins) | Brought to you by Sanity—The most customizable content layer to power your growth engine | Jira Product Discovery—Atlassian's new prioritization and roadmapping tool built
10/26/2023
12 : 14

What AI means for your product strategy | Paul Adams (CPO of Intercom)

Listen now (83 mins) | Brought to you by Eppo—Run reliable, impactful experiments | Hex—Helping teams ask and answer data questions by working together | HelpBar by Chameleon—The free in-app universal
10/24/2023
12 : 24

Scaling your B2B growth engine

Part seven of my seven-part series on kickstarting and scaling a B2B business ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌
10/22/2023
12 : 24

A step-by-step guide to crafting a sales pitch that wins | April Dunford (author of Obviously Awesome and Sales Pi…

Listen now (91 mins) | Brought to you by Composer—the AI-powered trading platform | Eppo—Run reliable, impactful experiments | LinkedIn Ads—Reach professionals and drive results for your business —
10/19/2023
12 : 14

Scaling Duolingo, embracing failure, and insight into Latin America’s tech scene | Gina Gotthilf (Latitud, Duoling…

Listen now (97 mins) | Brought to you by Jira Product Discovery—Atlassian's new prioritization and roadmapping tool built for product teams | Hex— Helping teams ask and answer data questions by