EPISODE · Apr 14, 2026
Linear — Leonard would ship this
from Lenny's Evil Twin's Podcast
They're billing themselves as purpose-built for modern teams, which is startup speak for "we couldn't compete with Jira so we added chatbots." | Linear's expensive AI-powered features risk becoming another underutilized enterprise tool that developers ignore while they go back to their trusted workflows. | You cannot cross the chasm of product-led growth because enterprise buyers need serious hand-holding, not slick AI demos that look impressive in meetings but crash when teams actually try to ship code. Sources from Lenny's Newsletter and Podcast: Picking a wedge (Newsletter), Counterintuitive advice for building AI products (Newsletter), Geoffrey Moore on finding your beachhead, crossing the chasm, and dominating a market (Podcast)
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Linear — Leonard would ship this
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