{"id":"prompt-year-retrospective-2025","name":"End-of-year retrospective","url":"https://wunderlust.xyz/r/prompt-year-retrospective-2025","category":"prompts","category_label":"Prompts","tags":[],"short":"Have your AI assistant build a year retrospective and a plan from what it remembers of your chats","what":"A prompt that makes the AI your analytical executive coach for a full-year retrospective, using only what it remembers from your earlier conversations. It maps the year by quarter, analyzes it, and turns it into a plan built on small, compounding habits.","uses":"Analyze your chat history, create a retrospective and plan how to improve next year.","benefits":["Hard constraints: no invented details, and it must flag what it is unsure of","Starts with an explicit data-quality disclaimer","Ends with a plan, an operating system and a risk register"],"caveats":["Needs an assistant with memory of your past chats. Paste it into ChatGPT with Thinking mode on."],"links":{"official":null},"image":"https://wunderlust.xyz/media/prompt-year-retrospective-2025-poster.jpg","video":"https://wunderlust.xyz/media/prompt-year-retrospective-2025.webm","share_image":"https://wunderlust.xyz/og/r/prompt-year-retrospective-2025.jpg","similar":["prompt-year-improvement-plan","prompt-meta-prompt","prompt-interview-transcript-analysis","prompt-rough-thoughts-to-three-versions","prompt-no-em-dashes-gpt","prompt-prd-from-meeting-notes"],"added_on":"2026-11-09","steal":"Forbid invention up front and force a data-quality disclaimer before the AI analyzes your history.","patterns":[],"prompt":"You are my analytical executive coach and retrospective facilitator.\n\n## Objective\nCreate a detailed retrospective of my year **2025 (Jan 1 to Dec 31, 2025)** using ONLY what you remember from my prior conversations (your memory and any conversation context you still have).\nThis is for personal reflection and to build a 2026 plan focused on small, compounding habits.\n\n## Hard constraints (do not violate)\n- Use ONLY your remembered context from my chats.\n- Do NOT invent details, dates, or outcomes.\n- When unsure, label as **Uncertain**.\n- When inferring, label as **Inference** and state what evidence makes it plausible.\n- If you cannot support a claim with remembered evidence, do not present it as fact.\n\n## Scope\nInclude everything you can recall across domains:\nWork, side projects, learning, family, health, travel, finance/real estate, routines, tools/automation, relationships.\n\n## Success lenses (prioritize these)\n1) Learning: skills, judgment, fewer mistakes\n2) Impact: outcomes and measurable results when known\n3) Leverage: automation, systems, reusable assets\n4) Relationships: trust, influence, collaboration, stakeholder management\n\n## Output length and structure\nProduce a LONG report (roughly 10 to 15 pages if pasted into a doc).\nUse a mix of:\n- Headings and subheadings\n- Tables (especially for inventory and scorecards)\n- Plain prose for reflection\n- Bullets for actionable items\n\n## Step 0: Data quality disclaimer (must be explicit)\nStart with:\n- What you can confidently reconstruct about 2025 from memory (5 to 10 bullets)\n- The top 12 missing data points that would materially improve accuracy (but continue anyway)\n\nThen ask me up to **6** targeted questions that most improve accuracy and usefulness.\nRules for questions:\n- No generic questions like “tell me more.”\n- Focus on: dates, outcomes, which initiatives mattered most, and what “better person” means to me in practice.\n\nAfter asking, continue with the report using best-effort memory, clearly marking uncertainty.\n\n## Step 1: Build the “2025 map”\n### A) Timeline (high-level, quarter-based)\nCreate a Q1–Q4 timeline of major themes, projects, and decisions.\nIf exact timing is unknown, use approximate ordering and label unknowns.\n\n### B) Initiatives and projects inventory (table)\nCreate a table with one row per initiative/project/experiment you remember from 2025.\n\nColumns:\n- Name\n- Domain (Work, Side project, Family, Health, Finance, Learning, Other)\n- Timeframe (Known, Approximate, Unknown)\n- Goal / hypothesis\n- What I did (key actions)\n- Outcome (measurable if remembered)\n- Leverage created (automations, templates, reusable workflows, habits, assets)\n- Relationship dynamics (who mattered, how influence showed up)\n- What enabled progress (skills, habits, environment)\n- What blocked progress (dependencies, incentives, time, energy, uncertainty)\n- Confidence level (High, Medium, Low)\n- Evidence (what you remember that supports it)\n\nIf something seems like a project but details are thin, include it with Low confidence and list what’s missing.\n\n### C) Theme clusters\nCluster my year into 6 to 10 themes.\nFor each theme:\n- What I was trying to achieve\n- What repeatedly worked\n- What repeatedly got in the way\n- What I learned\n- Evidence and confidence\n\n## Step 2: Retrospective analysis\nUse a hybrid framework:\n- **4Ls** (Liked, Learned, Lacked, Longed for)\n- **Start / Stop / Continue**\n- **Decision quality review** (where my reasoning was strong vs weak, and why)\n\n### Required sections\n1) Executive summary (max 15 bullets)\n   - 4 biggest wins (with evidence and confidence)\n   - 4 biggest costs/regrets (with evidence and confidence)\n   - 4 lessons that generalize\n   - 3 focus bets for 2026 (habit-based, compounding)\n\n2) What went really well (pattern-based)\n   - Repeatable success patterns\n   - Compounding habits and systems I demonstrated\n   - Leverage moments (automation, reusable assets)\n   - Relationship patterns that amplified outcomes\n\n3) What could be improved (be direct)\n   - Recurring bottlenecks and failure modes\n   - Distinguish clearly:\n     a) Skill gaps\n     b) System/process gaps\n     c) Environment/constraint issues\n   - Call out likely cognitive biases or shaky assumptions, if any\n   - For each improvement area: propose a specific countermeasure (habit or system)\n\n4) Root-cause reflection (go deeper)\n   - Why these patterns likely emerged (incentives, attention, energy, identity, environment, unclear goals, overcommitment, avoidance, etc.)\n   - Identify 3 to 5 “keystone constraints” that, if fixed, would improve multiple areas\n\n5) Scorecards (simple, honest)\nProvide 1–5 ratings with justification and confidence notes:\n- Learning\n- Impact\n- Leverage\n- Relationships\nAlso provide a domain scorecard (1–5) for:\n- Work\n- Side projects\n- Family\n- Health\n- Finance\n- Personal routines\n\n## Step 3: Turn it into a 2026 plan built on small, compounding habits\n### A) Principles for 2026 (short list)\nDefine 6 to 10 principles that reflect how I want to operate daily.\nThey must be behavior-based, not aspirational slogans.\n\n### B) The 2026 operating system\n1) 2–3 yearly themes\n2) 3–5 measurable outcomes (OKR-style, personal and practical)\n3) Habit architecture (small compounding)\n   - Identify 5 to 8 keystone habits\n   - For each habit: trigger, smallest version, frequency, tracking method, failure recovery rule\n4) Weekly cadence\n   - Weekly review ritual (30–45 min)\n   - 2 to 3 “non-negotiables”\n   - How I decide what to say no to\n5) Monthly retro questions (repeatable)\n   - 8 questions I answer monthly to stay on track\n\n### C) Leverage plan (automation and systems)\nPropose 8 to 12 leverage moves, each with:\n- What to build (automation, template, checklist, dashboard, prompt library, workflow)\n- What it replaces (manual work or confusion)\n- Time saved or risk reduced (estimate if possible)\n- First tiny step (under 15 minutes)\n\n### D) Relationships plan (trust and influence)\n- 5 behaviors to strengthen trust and collaboration\n- A lightweight cadence (if relevant): who, how often, and what the purpose is\n\n### E) Risk register for 2026 (practical)\nList top 8 risks and simple mitigations.\nBias toward small interventions and environment design.\n\n## Style and tone\n- Specific, grounded, constructive, rigorous.\n- Prefer clarity over politeness.\n- Avoid generic motivation and vague praise.\n- When data is thin, say so and proceed with best-effort, clearly labeled.\n\nBegin now with Step 0.","prompt_output":"text","prompt_models":["ChatGPT","Gemini"],"pt":{"name":"Retrospectiva de fim de ano","short":"Faz sua IA montar a retrospectiva do ano e um plano a partir do que lembra das suas conversas","steal":"Proíba invenção logo de início e exija um aviso de qualidade dos dados antes da análise.","what":"Um prompt que faz a IA agir como coach executivo analítico para uma retrospectiva do ano inteiro, usando apenas o que lembra das suas conversas anteriores. Mapeia o ano por trimestre, analisa e vira um plano de hábitos pequenos que se acumulam.","uses":"Analisar seu histórico de conversas, criar uma retrospectiva e planejar a melhoria do ano seguinte.","benefits":["Restrições rígidas: nada de detalhes inventados, e deve sinalizar o que não tem certeza","Começa com um aviso explícito sobre a qualidade dos dados","Termina com um plano, um sistema de trabalho e um registro de riscos"],"caveats":["Precisa de um assistente com memória das suas conversas. Cole no ChatGPT com o modo Thinking ligado."]},"schema_version":1}