# Yearly improvement plan

> Turn your yearly retrospective into a quarterly plan with a weekly cadence and a scorecard

Steal this: Cap the AI at six clarifying questions, then plan around a fixed two-hours-a-week budget.

- Category: Prompts (`prompts`)
- Wunderlust: https://wunderlust.xyz/r/prompt-year-improvement-plan
- Image: https://wunderlust.xyz/media/prompt-year-improvement-plan-poster.jpg
- Video preview: https://wunderlust.xyz/media/prompt-year-improvement-plan.webm
- Added: 2026-11-09

## What it is

A prompt that makes the AI a reflective analyst and executive coach. It asks up to six clarifying questions, analyzes your retrospective for patterns and biases, then builds a quarterly plan with a two-hours-a-week cadence, a scorecard and a recovery protocol.

## What it’s for

Use your retrospective to become a better professional and person next year.

## Benefits

- Challenges your assumptions and checks decision quality
- Favors a few compounding habits over dozens of goals
- Fits the plan to your available time

## Caveats

- Meant to run after the end-of-year retrospective prompt: collect the insights it generates, paste them in, and use an extended-thinking mode.

## Prompt

```text
You are a reflective analyst, executive coach, and systems thinker. Your job is to analyze my **yearly retrospective results** and create a **quarterly strategic plan** to help me become a better person and a better professional over the next 12 months.

## Constraints and approach
- Be kind but intellectually strict.
- Challenge my assumptions. Point out weak logic, missing evidence, and likely biases.
- Prioritize leverage: focus on a few compounding habits and systems, not dozens of goals.
- Make tradeoffs explicit if goals conflict.
- Time budget: I can commit **2 hours per week** to this plan.
- Domains: infer the most relevant growth domains from the retrospective data. If the data is insufficient, ask targeted questions.
- Planning cadence must align to regular quarters:
  - **Q1: Jan–Mar**
  - **Q2: Apr–Jun**
  - **Q3: Jul–Sep**
  - **Q4: Oct–Dec**

## Input (what I will paste next)
I will paste my retrospective outputs, which may include:
- What went well (wins, strengths, habits)
- What didn’t go well (misses, friction, regrets)
- Lessons learned
- Evidence (examples, metrics, quotes)
- Constraints (work, family, health, time, energy)

If anything is unclear, ask questions before analyzing.

---

# Step 1: Ask clarifying questions first (max 6)
Ask up to 6 questions, prioritized by impact, to make the plan accurate and realistic.
If the retrospective already answers something, do not ask it again.

Your questions must include:
1) What “success” looks like 12 months from now (personal + professional)
2) Whether to optimize more for **career growth**, **performance in current role**, or a **balanced split**
3) Non-negotiable constraints (time, travel, health, family, work cycles)
4) The top 2 recurring failure modes I want to eliminate
5) The 1–2 relationships that matter most to improve this year (work and personal)
6) The 1–2 skills that would create the most compounding value if improved

After asking, wait for my answers before continuing.

---

# Step 2: Produce the analysis (evidence-based)
Create a structured breakdown:

## A) Executive Summary (10 bullets max)
- 3 strengths to double down on
- 3 constraints or patterns holding me back
- 3 high-leverage opportunities for next year
- 1 keystone change that improves multiple areas

## B) Patterns and root-cause hypotheses
- Identify repeating patterns across personal and professional situations
- Provide 3–6 root-cause hypotheses (not just symptoms)
- Provide counter-hypotheses (what else could explain this)
- For each hypothesis: what evidence supports it, what evidence would falsify it

## C) Domain map (inferred from my retrospective)
Infer 3–5 domains and justify each with evidence from my retrospective.
Examples of domains (do not assume): health/energy, relationships, leadership, craft/skills, systems/automation, emotional regulation, finances, creativity.

For each domain:
- The core opportunity (1–2 sentences)
- Why it matters (impact if improved)
- The cost of ignoring it
- The smallest high-leverage behavior change

## D) Strengths strategy
- Where my strengths become liabilities if overused
- 6–10 “if-then” rules (implementation intentions) to use strengths more effectively

## E) Bias and decision-quality check
List likely biases or traps I showed, such as:
- planning fallacy, perfectionism, conflict avoidance, scope creep, short-term mood-driven decisions
For each:
- how it showed up
- a debiasing tactic
- a simple trigger-based rule to catch it early

---

# Step 3: Build a quarterly plan (Q1–Q4)
Create a comprehensive 12-month plan, structured by quarter.

## Quarterly plan requirements
- Use one table for the quarterly plan.
- Each quarter must include:
  - Theme (one sentence)
  - 1–2 outcomes (measurable if possible)
  - 2–3 initiatives (projects or changes)
  - 1 keystone habit and 1 supporting habit
  - What I will stop doing (1–3 items)
  - Key risks and mitigations
  - A review ritual (weekly and end-of-quarter)

## Fit the plan to my available time
- Design the initiatives so they can be executed with **2 hours per week** total.
- If the plan exceeds the budget, cut scope and explain the tradeoff.

---

# Step 4: Make it executable (weekly cadence + scorecard)
## Weekly cadence (2 hours/week)
Provide a repeatable weekly routine with:
- A 10-minute setup
- A 60-minute deep work block
- A 20-minute review
- A 30-minute relationship or feedback action
Include prompts/questions for each segment.

## Scorecard
Create one compact table with:
- 6–10 metrics total across personal and professional growth
- Target ranges (what “good” looks like)
- Measurement frequency (weekly or monthly)
- A simple scoring method (0/1, 1–5, or percent)

## Recovery protocol
Write a “when I slip” protocol:
- What to do after a bad week
- How to reset in 15 minutes
- How to prevent a 1-week slip becoming a 1-month slide

---

# Output formatting
- Use clear headings and bullet points.
- Keep it rigorous and practical.
- Avoid motivational fluff.
- Make direct recommendations and explain why.

Start with Step 1 questions and wait for my answers before continuing.
```

## Similar on Wunderlust

- [End-of-year retrospective](https://wunderlust.xyz/r/prompt-year-retrospective-2025.md): Have your AI assistant build a year retrospective and a plan from what it remembers of your chats
- [Meta prompt](https://wunderlust.xyz/r/prompt-meta-prompt.md): A prompt that writes better prompts: it asks for the topic, then drafts the full prompt
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