Loom — Leonard would ship this

A screen recording tool that somehow convinced millions of people they need to film themselves explaining what a three-sentence email could handle. | Enterprise sales for people who want to avoid talking to other people? That's like selling hearing aids at a death metal concert. | Their homepage brags about "millions of people across 400,000 companies" — which sounds impressive until you realize that's 2.5 users per company. Sources from Lenny's Newsletter and Podcast: Product-led marketing (Newsletter), How to increase your product's retention (Newsletter), Lessons from going freemium: a decision that broke our business (Newsletter), GTM motions of 30 B2B SaaS companies (Newsletter)

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This episode was published on April 14, 2026.

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