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Ben Hylak

Co-founder & CTO, Raindrop

Built Raindrop’s tools to detect, investigate, and fix failures in production AI agents.

Real Alpha has cut 4 moments of Ben Hylak (Co-founder & CTO, Raindrop) talking, from an interview on MTS published Nov 8, 2026.

What Ben Hylak said

    1. 9:07

      Simulations replay production traces to test agent changes

      “most teams right now are not able to iterate on their agent in a meaningful way without shipping to production.”
      at 10:21
    2. 1:29

      More capable agents make failures harder to detect and costlier

      “as models were getting better this problem was getting worse”
      at 1:47
    3. 4:52

      Agent memory failures need separate storage and retrieval metrics

      “if you actually want to improve your agent you need to understand if it's from storage or retrieval”
      at 6:36
    4. 12:53

      Frontier models can be worse at adapting their tone

      “i do think that frontier models are actually worse at these things than earlier models”
      at 14:03

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