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

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Sonnet 5 review: I ran 64 generations to find out if it's worth it
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Sonnet 5 review: I ran 64 generations to find out if it's worth it
🎙 I built the How I AI Bench live using Claude Code, ran 5 frontier models through 64 blind prototype generations, PRDs, and agent voice tests, and the results surprised even me
Claire Vo
Jun 30, 2026
Transcript
I’ve been testing every major frontier model release since the start of the year, and when Anthropic dropped Sonnet 5, I wanted more than a vibe check. I got tired of one-off tests I couldn’t repeat or compare over time, so I built something better: the How I AI Bench, a repeatable eval harness I constructed live using Claude Code while recording this episode. I ran Sonnet 5 blind against four other frontier models (Sonnet 4.6, Opus 4.8, GPT-5.5, and Gemini 3 Pro) across PRD quality, prototype generation, agentic task completion, and agent personality. The results were not what I expected.
Listen or watch on YouTube , Spotify , or Apple Podcasts
What you’ll learn:
- What Anthropic claims Sonnet 5 improves over Sonnet 4.6, and where the benchmark data actually backs that up
- How I built the How I AI Bench in under 45 minutes using Claude Code, starting from my own stored session history
- Why I combined human vibe scoring (70%) with LLM as judge scoring (30%) instead of trusting either alone
- How to set up a local HTML scoring page so you can rate AI outputs on gut feel and export those scores as JSON
- Which model I recommend for PRDs, which for complex prototypes, and which for chatting with an agent daily
Brought to you by:
Runway —The creative AI platform for images, video and more
Hyperagent —Deploy fleets of agents that handle real work
In this episode, we cover:
( 00:00 ) Sonnet 5 is out
( 01:55 ) What Anthropic claims
( 04:02 ) Why I’m done with one-off vibe checks
( 05:05 ) Building the How I AI Bench live with Claude Code
( 07:42 ) The scoring system
( 10:43 ) Agent voice eval
( 11:57 ) Quick recap
( 13:58 ) Results: The How I AI index leaderboard
( 21:21 ) What I’m improving for the next run
( 22:16 ) Generating a Claire-weighted index
( 23:53 ) Model-by-task recommendations
Tools referenced:
• Claude Sonnet 5: https://www.anthropic.com/news/claude-sonnet-5
• Claude Opus 4.8: https://www.anthropic.com/news/claude-opus-4-8
• GPT-5.5 (OpenAI): https://openai.com/index/introducing-gpt-5-5/
• Gemini 3 Pro (Google DeepMind): https://deepmind.google/models/gemini/pro/
• Cursor: https://www.cursor.com/
Other references:
• SWE-bench Pro (agentic coding benchmark referenced): https://www.swebench.com/
Where to find Claire Vo:
ChatPRD: https://www.chatprd.ai/
Website: https://clairevo.com/
LinkedIn: https://www.linkedin.com/in/clairevo/
X: https://x.com/clairevo
Production and marketing by https://penname.co/ . For inquiries about sponsoring the podcast, email [email protected] .
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How I AI
How I AI, hosted by Claire Vo, is for anyone wondering how to actually use these magical new tools to improve the quality and efficiency of their work. In each episode, guests will share a specific, practical, and impactful way they’ve learned to use AI in their work or life. Expect 30-minute episodes, live screen sharing, and tips/tricks/workflows you can copy immediately. If you want to demystify AI and learn the skills you need to thrive in this new world, this podcast is for you.
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