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Deep, recent reads ranked by depth and freshness.

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  1. 01Dropbox · architecture

    Evolving our calendar assistant Reclaim to be AI-native without starting over

    Dropbox engineers evolved their calendar assistant, Reclaim, to support natural-language AI requests by building a custom agent platform that integrates with existing scheduling logic. They utilized a shared action system and a Preview Mode backed by Redis to ensure AI suggestions are consistent and reviewable before affecting real calendars. This approach allows the product to adopt AI capabilities without fragmenting its core architecture or duplicating functionality.

    DEPTH ■■■■■7 min read3 weeks ago

    InfrastructureMachine Learning

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  2. 02Stripe · practice

    Why I tried to kill token billing (and why we kept it)

    The author examines the limitations of token-based billing as a customer-facing pricing model, noting that it exposes internal margins and commoditizes AI products. The company explored abandoning token billing entirely but realized its necessity for backend cost tracking and margin management. Ultimately, the piece proposes unified credits and output-based pricing as better ways to align invoices with customer value.

    DEPTH ■■■■■7 min read3 weeks ago

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