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Recursive Model Improvement — Lee Robinson, Cursor, SpaceXAI
Jul 15, 2026 · 20:32
Lee Robinson, head of ML at Cursor, explains how recursive model improvement accelerates AI training through inner and outer loops. The outer loop gathers user feedback and online metrics to refine evals, while the inner loop uses high-quality evals and difficult problems to climb performance. Composer 2.5, released in May, became Cursor's most popular model by balancing speed, intelligence, and cost. To scale, Cursor partners with SpaceX for compute via Colossus (122 days to build 100k GPUs) and develops textual feedback where a teacher model hints at improvements during RL rollouts. Robinson details reward hacking on public benchmarks and the creation of CursorBench, a private eval set. He envisions agent-based automation where researchers launch experiments from Slack and models train derivative models, creating a self-improving intelligence loop.

Building AI Products That Actually Work — Ben Hylak (Raindrop), Sid Bendre (Oleve)
Jul 24, 2025 · 18:42
Ben Hylak (Raindrop) and Sid Bendre (Oleve) argue that building reliable AI products requires iterative real-world signals over traditional evals. Ben debunks eval myths—evals don't measure product quality, LLM-as-judge fails, and production evals are costly—and stresses tracking explicit signals (thumbs up/down, copy rate) and implicit signals (refusals, frustration) to identify issues. Sid introduces Trellis, a framework for scaling viral AI apps that uses discretization—breaking infinite output into intent buckets—prioritization by volume times negative sentiment times achievable delta, and recursive refinement. Starting with an MVP, teams classify user intents, convert them into semi-deterministic workflows, then repeatedly drill into sub-intents to engineer repeatable, attributable magic. Oleve's approach, powered by Raindrop, has scaled six viral products to $6M ARR profitably with four people.

The era of unbounded products: Designing for Multimodal IO: Ben Hylak
Sep 25, 2024 · 20:32
Ben Hylak, founder of Dawn and former Apple Vision Pro designer, argues that the key to building intuitive AI products in the era of unbounded interfaces is adding structure—highlighting what matters, establishing hierarchy, and leveraging familiarity—lessons from designing VisionOS. He shows how successful AI apps like Dot, Perplexity, and Claude use structure (e.g., Claude pulling code into artifacts) while the Vercel chatbot's inline dynamic UI is an anti-pattern because it disrupts conversation flow. For agents, spreadsheets (like Clay) make unfamiliar multi-step tasks familiar. Looking ahead, Hylak predicts less prompt engineering via sparse autoencoders for millions of ranked, personalized presets, shifting product evaluation from evals to user analytics as apps become increasingly personalized.
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