{"slug": "claude-skill-that-turns-the-37signals-decision-guide-into-a-thinking-partner", "title": "Claude Skill that turns the 37signals decision guide into a thinking partner", "summary": "A developer created a Claude Skill based on the 37signals decision-making framework by Jason Fried, turning a static list of 38 questions into an adaptive conversational coaching tool. The Skill helps users clarify decisions, challenge assumptions, and explore trade-offs before recommending a course of action, supporting multiple languages and tailoring questions to each situation.", "body_md": "A Claude Skill inspired by the 37signals Guide to Making Decisions by Jason Fried.\n\nThis Skill transforms the decision-making philosophy of **37signals** into an interactive coaching experience for Claude.\n\nRather than presenting a static checklist of questions, it guides users through a natural conversation, asking only the questions that matter for the decision at hand. The objective is simple: **help people think more clearly before they decide.**\n\nThis project is directly inspired by **Jason Fried's** [article](https://x.com/jasonfried/status/2066893762270261586):\n\nThe 37signals Guide to Making Decisions\n\nThe original guide consists of 38 thought-provoking questions that the team at **37signals** uses as mental models when making decisions.\n\nTheir philosophy isn't about finding the \"correct\" answer—it's about asking better questions.\n\nThis Skill brings that philosophy into Claude by turning those questions into an adaptive, conversational framework instead of a static document.\n\nIf you haven't read the original article, it's highly recommended.\n\nMost AI assistants are optimized to answer questions.\n\nThis Skill is optimized to ask better ones.\n\nInstead of immediately suggesting a solution, it helps users:\n\n- clarify what decision actually needs to be made,\n- challenge assumptions,\n- uncover hidden trade-offs,\n- distinguish intuition from evidence,\n- identify missing information,\n- and understand long-term consequences.\n\nOnly then does it help formulate a recommendation.\n\n- Inspired by the\n**37signals** decision-making framework - Uses adaptive questioning instead of a fixed questionnaire\n- Automatically speaks the user's language (English, Slovak, and any language supported by Claude)\n- Skips irrelevant questions\n- Challenges assumptions without being confrontational\n- Encourages reversible experiments over irreversible commitments\n- Produces a concise Decision Summary\n- Explains recommendations together with assumptions and confidence level\n\nAt **37signals**, decisions are viewed as one of the fundamental responsibilities of every company.\n\nThis Skill follows the same philosophy.\n\nQuestions are not bureaucracy.\n\nQuestions improve thinking.\n\nInstead of asking all 38 questions every time, the Skill selects only the ones that meaningfully improve the current decision.\n\nSometimes that means asking three questions.\n\nSometimes fifteen.\n\nNever all of them.\n\n**User**\n\nShould I leave my corporate job to build my own SaaS?\n\nInstead of answering immediately, the Skill might ask:\n\n- Why does this decision need to be made now?\n- What would happen if you made no decision?\n- Which assumptions are you treating as facts?\n- Could this be broken into smaller experiments?\n- What information would genuinely change your mind?\n- How reversible is this decision?\n- What would your future self think about waiting another year?\n\nOnly after exploring the situation does it provide a recommendation.\n\nThe Skill dynamically explores topics including:\n\n- Purpose\n- Ownership\n- Timing\n- Alternatives\n- Reversibility\n- Intuition vs. Evidence\n- Consequences\n- Missing Information\n- Stakeholders\n- Principles\n- Effort vs. Return\n- Learning from Similar Decisions\n\nNot every decision requires every topic.\n\nThe framework adapts naturally to the conversation.\n\n```\nDecision\n    │\n    ▼\nUnderstand Context\n    │\n    ▼\nAsk Relevant Questions\n    │\n    ▼\nChallenge Assumptions\n    │\n    ▼\nIdentify Trade-offs\n    │\n    ▼\nSummarize Thinking\n    │\n    ▼\nRecommend Direction\n    │\n    ▼\nSuggest the Smallest Next Step\n```\n\nThe Skill automatically responds in the user's preferred conversation language.\n\nExamples include:\n\n- English\n- Slovak\n- Czech\n- German\n- French\n- Spanish\n- Italian\n\n...and any language supported by Claude.\n\n**37signals** has long been known for promoting simple, practical approaches to software development, product design, remote work, and business decision-making.\n\nThis Skill aims to preserve that same pragmatic mindset while adapting it into an interactive AI experience.\n\nThis repository is an independent community project and is **not affiliated with, sponsored by, or endorsed by 37signals**.\n\nAll credit for the original ideas belongs to Jason Fried and the team at 37signals.\n\nMIT", "url": "https://wpnews.pro/news/claude-skill-that-turns-the-37signals-decision-guide-into-a-thinking-partner", "canonical_source": "https://github.com/FeroVolar/Decision-Framework-Skill/", "published_at": "2026-06-24 19:53:14+00:00", "updated_at": "2026-06-24 20:14:11.646470+00:00", "lang": "en", "topics": ["ai-tools", "large-language-models", "ai-agents"], "entities": ["37signals", "Jason Fried", "Claude"], "alternates": {"html": "https://wpnews.pro/news/claude-skill-that-turns-the-37signals-decision-guide-into-a-thinking-partner", "markdown": "https://wpnews.pro/news/claude-skill-that-turns-the-37signals-decision-guide-into-a-thinking-partner.md", "text": "https://wpnews.pro/news/claude-skill-that-turns-the-37signals-decision-guide-into-a-thinking-partner.txt", "jsonld": "https://wpnews.pro/news/claude-skill-that-turns-the-37signals-decision-guide-into-a-thinking-partner.jsonld"}}