Memdex's answer to "give the LLM everything" is "here are your ten most recent conversations, enjoy." | They're not landing and expanding, they're landing and evaporating. | Your product's own pitch explains why the free version is useless.
Sources from Lenny's Newsletter and Podcast: Lessons from going freemium: a decision that broke our business (Newsletter), The Subscription Value Loop: A framework for growing consumer subscription businesses (Newsletter)