Sonnet 5 review: I ran 64 generations to find out if it's worth it

30 Jun 2026 · 26 min
How I AI

30 Jun 2026 · 26 min

0:00

In this episode, the host introduces Anthropic’s new Claude Sonnet 5, highlighting its pricing, claimed agentic capabilities, and performance relative to Opus 4.8 and earlier Sonnet models. Frustrated with ad‑hoc “vibe checks,” the host builds a repeatable, blind benchmark called the How I AI Bench using Claude Code. The benchmark comprises frozen inputs, rubrics, and blind scoring across tasks relevant to product builders: PRD writing, prototype and wireframe generation, multi‑step agentic codebase search, and agentic voice evaluation. Human “vibe” scores (1‑5) are collected alongside automated judgments from GPT‑5.5 and Opus 4.8, and the results are compiled into a leaderboard. The episode walks through the benchmark creation, the scoring process, and the surprising outcomes: Gemini 3 Pro and Sonnet 5 tie at the top, while the host’s personal favorite GPT‑5.5 also ranks highly, but Opus and Sonnet 4.6 fall to the bottom despite strong automated scores. The host discusses the divergence between human taste and LLM judges, notes biases (e.g., models gravitating toward median scores), and reflects on task relevance (e.g., agentic bug‑tracking being too easy). Future plans include refining the benchmark, weighting human taste more heavily, and making the How I AI Bench an industry standard for evaluating new frontier models.

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