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1:47:31EN
Lenny's PodcastPodcast · 2 speakersFrom Fever Dream to Wilderness: Drew Houston on Dropbox's Three ErasGuest Drew Houston · Host Lenny RachitskyDropbox's co-founder and CEO gives a candid account of explosive growth, the Google Photos shock, a painful pivot to productivity, and the personal and organizational reset that followed.
34:57EN
No Priors: AI, Machine Learning, Tech, & StartupsPodcast · 2 speakersIt's Six Months In: Misconceptions About AI, Regulation, Context Windows and IncumbentsHost Sarah Guo, Elad GilSarah Guo and Elad Gil answer listener questions on what the market gets wrong about generative AI, from the nuclear-regulation analogy to where startups can still beat incumbents.
2:01:57ENLenny's PodcastPodcast · 2 speakersBuild the Sales Team Like a Founder: Jason Lemkin on Hiring, Comp and Keeping Product CloseGuest Jason Lemkin · Host Lenny RachitskySaaStr founder Jason Lemkin walks through when to hire your first reps, who to hire, how to pay them, how product and sales should work together, and why customer-hostile tactics don't compound.
1:02:49ENLenny's PodcastPodcast · 2 speakersStop Being the Arrogant Doctor: Andy Raskin on Pitching a Movement, Not a ProductGuest Andy Raskin · Host Lenny RachitskyStrategic narrative consultant Andy Raskin explains the five-part story structure behind pitches at Salesforce, Zuora and Gong, and how to make it your company's north star.
44:30ENNo Priors: AI, Machine Learning, Tech, & StartupsPodcast · 2 speakersOpen the Front Door: Emil Michael on Rebuilding U.S. Defense Around Startups, AI and Supply ChainsHost Sarah Guo, Elad GilThe Pentagon's research and engineering chief explains his six technology priorities, the rapid launch of GenAI.mil, and why new entrants and domestic manufacturing are now urgent.
1:01:41ENLenny's PodcastPodcast · 2 speakersDon't Outsource the Learning: Pete Kazanjy's Case for Founder-Led SalesGuest Pete Kazanjy · Host Lenny RachitskyThe author of Founding Sales explains why B2B founders should sell for a long time themselves, how to know when to hire, and how to get better at selling.
1:29:12ENLenny's PodcastPodcast · 2 speakersThe Next Distribution Platform Is Coming, and ChatGPT Is the Likeliest HostGuest Brian Balfour · Host Lenny RachitskyReforge founder Brian Balfour lays out the four-step cycle every distribution platform follows, why he expects ChatGPT to open the next one, and how startups and incumbents should bet.
56:39ENLenny's PodcastPodcastDeals Don’t Die From Competition—They Die From IndecisionHost Lenny RachitskyMatt Dixon distills 2.5 million sales conversations into the JOLT method for frozen buyers and the Challenger lesson on teaching insight.
1:16:09ENLenny's PodcastPodcastFrom Free Users to Enterprise Contracts: The Product-Led Sales PlaybookHost Lenny RachitskyElena Verna explains how product-led sales turns self-serve usage into enterprise pipeline, and what product, sales, marketing, data, and tooling must change to make it work.
1:07:36ENLenny's PodcastPodcast · 2 speakersHow Notion Built a Community That Sold Its Product for ItGuest Camille Ricketts · Host Lenny RachitskyCamille Ricketts, Notion's first marketing hire, explains how community-led growth and content marketing actually work in practice.
1:55:10ENLenny's PodcastPodcast · 2 speakersSEO After AI Overviews: Treat Search as a Product, Not a Keyword GameGuest Eli Schwartz · Host Lenny RachitskyGrowth advisor Eli Schwartz explains how AI answers are swallowing top-of-funnel search, and why the winners will be the teams that build for the buyer's journey.
1:24:57ENLenny's PodcastPodcast · 2 speakersSelling the Opportunity: How Founders Take Enterprise Sales From $1M to $10M ARRGuest Jen Abel · Host Lenny RachitskyJen Abel explains why startups should chase tier-one logos, price near $100K, hire salespeople who can "cosplay a founder", and sell vision instead of problems.
1:24:36ENLenny's PodcastPodcastThe Wrong Maths of Marketing: Rory Sutherland on Why Great Products Need Psychology, Timing, and FameHost Lenny RachitskyOgilvy's Rory Sutherland explains why rational product logic fails, how idiosyncrasy and timing shape adoption, and why brand fame compounds non-linearly.
1:20:12ENLenny's PodcastPodcast · 2 speakersThe 10X Growth Advisor: Impact, Hiring, SEO and the End of Search as We Know ItGuest Luc Levesque · Host Lenny RachitskyShopify's chief growth officer Luc Levesque explains how to hire and use growth advisors, why SEO can define a company, and what AI answers mean for search traffic.
1:31:26ENLenny's PodcastPodcast · 2 speakersMake Individual Contributors Love You First: Inside Figma's Bottom-Up Growth PlaybookGuest Claire Butler · Host Lenny RachitskyClaire Butler, Figma's 10th employee and first marketer, explains the two-step go-to-market motion behind Figma's growth: win over individual contributors, then help them spread the product through their companies.
59:19ENLenny's PodcastPodcastThe Layering Game: Elena Verna on Product-Led Growth, Product-Led Sales, and Smarter FreemiumHost Lenny RachitskyA growth strategist explains how B2B companies should sequence product-led and sales-led motions without crushing the user engine that created them.
1:21:13ENLenny's PodcastPodcast · 2 speakersBad Friction, Good Friction: Laura Schaffer on User Psychology and Growth ExperimentsGuest Laura Schaffer · Host Lenny RachitskyThe new head of growth at Amplitude explains how she built a growth team at Twilio, why most experiments fail, and why the user's state of mind decides what converts.
1:16:16ENLenny's PodcastPodcast · 2 speakersSharp Problems, Real Virality: Oji Udezue's Playbook for Product-Led GrowthGuest Oji Udezue · Host Lenny RachitskyTypeform's chief product officer draws on Microsoft, Atlassian, Calendly and Twitter to explain how to pick a problem, find your ICP, onboard users and earn word of mouth.
1:31:24ENLenny's PodcastPodcast · 2 speakersEvery Problem Is Our Problem: How HubSpot's Chris Miller Grew a PLG Engine and HimselfGuest Chris Miller · Host Lenny RachitskyHubSpot's VP of Product for Growth and AI on the traits of great growth PMs, the myths of product-led growth, and how HubSpot's flywheel really works.
1:26:02ENLenny's PodcastPodcast · 2 speakersGo-to-Market as a Product: Inside Vercel's Agent-Powered Sales MachineGuest Jeanne DeWitt Grosser · Host Lenny RachitskyVercel COO and former Stripe sales leader Jeanne DeWitt Grosser explains how go-to-market engineers, AI agents and product thinking are reshaping sales.
1:17:18ENLenny's PodcastPodcast · 2 speakersInside Ramp's Growth Engine: Velocity, Payback Period and Failing ConclusivelyGuest Sri Batchu · Host Lenny RachitskyRamp's head of growth Sri Batchu explains how the fastest-growing SaaS company in history organizes its growth teams, picks metrics, runs experiments and hires.
1:24:50ENLenny's PodcastPodcast · 2 speakersCrossing the Chasm, Explained by Its Author: Start Small, Win a Segment, Then ScaleGuest Geoffrey Moore · Host Lenny RachitskyGeoffrey Moore walks through the technology adoption lifecycle, the four go-to-market playbooks that fit each stage, and the mistakes that keep B2B startups stuck.
1:14:03ENLenny's PodcastPodcast · 2 speakersThere Is No Marketing Playbook: Krithika Shankarraman's DATE FrameworkGuest Krithika Shankarraman · Host Lenny RachitskyThe first marketing hire at OpenAI and Stripe explains why diagnosing your own problem beats copying other companies' tactics.
54:05EN
Unsupervised Learning: With Jacob EffronPodcastServal's Jake Stout on Outbuilding ServiceNow: Mirror the System of Record, Bet on Code, and Ship Before the Incumbent Can Book a MeetingHost Jacob EffronHow an AI-native employee-support startup attacks a legacy ITSM incumbent with velocity, code-generated workflows and a permissions-first architecture.Load moreShowing 24 of 171