Why SaaS freemium playbooks don’t work in AI, and what to do instead How to build an AI monetization strategy that actually works by @vikaskansalHQ
@lennysan
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Google AI’s Freemium Strategy: The $20/Month Paradox Explained
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"Why pay $20/month when the free version is already smarter than I am?" That's the paradox @GoogleAI hit while designing its AI bundle. @vikaskansalHQ helped craft Google's AI freemium strategy, which has become arguably the most successful (and profitable) consumer
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AI Inbox Assistant Auto-Labels and Filters Spam Emails
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This month's project: An inbox assistant that auto-labels and hides "spammy" emails. Podcast pitches, unsolicited requests, sponcon, etc. Which is about 90% of my emails.
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User Prefers Cursor Over Native Codex and Claude Code Apps
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Narrative violation: Finding it's more fun to work within Cursor than in the native Codex or Claude Code apps. Not a massive difference, but just enough to keep me there. And obviously easier to play with new competing models as they come out. Nice work, Cursor.
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Couch to 5K AI App Launches with Strong User Commitment
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http://
couchto5k.ai is off to a killer start:
– 3,200 people committed to the program
– 2,700 calendar reminders set The best day to have started the program was yesterday. The second best day is today: http://
couchto5k.ai -
Removing SOC Blockers to Maximize Engineering Team Performance
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Christina and co on a legendary run. (Don't SOC-block your engineers)
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Start Your AI Learning Journey Today
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Start your AI learning journey today https://
couchto5k.ai -
Couch-to-5K for AI: Free 30-Day Learning Program
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"I keep meaning to really dig into AI, but I can't seem to find the time. I'm just so busy." If that sounds like you, @yourgirlhils and I made something just for you. Introducing the Couch-to-5K for AI—a free, fun, 30-day program that finally turns "I should get better at AI"
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Dwarkesh Patel Podcast AI Profile New York Times
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Inspiring profile of @dwarkesh_sp
. If it ever seems like there's no room for another podcast/newsletter/book/etc—there's always room for better. https://
nytimes.com/2026/04/26/bus
iness/dwarkesh-patel-podcast-ai.html?smid=nytcore-ios-share
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AI Demo Interface Shows Autonomous Computer Actions
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You gotta try it to see it, but
1. It just starts doing stuff on your computer to show you what it can do 2. A compelling video of the founder explaining it to you as you experience it, hard to not watch it