Planning prompts

Write my monthly investor update.

Period: [MONTH]
Metrics this month and last: [REVENUE, GROWTH, CUSTOMERS, CHURN, PIPELINE, BURN, CASH, HEADCOUNT. Include the numbers you have and skip the ones you do not.]
What went well: [SPECIFICS]
What went badly: [THE REAL LIST]
What we shipped: [FEATURES, LAUNCHES]
Team changes: [HIRES, DEPARTURES

I need to rehearse a difficult conversation. Play the other person, then coach me.

The conversation: [e.g. "telling my manager I am overloaded" / "letting someone go" / "asking my landlord to fix something" / "telling a friend they hurt me"]
Who they are: [ROLE, RELATIONSHIP, HOW LONG, HOW IT USUALLY GOES BETWEEN US]
How they typically r

Run my weekly review from the raw material below.

This week's notes, tasks, messages, and calendar:
"""
[PASTE EVERYTHING: TASK LIST WITH STATUS, CALENDAR, MEETING NOTES, LOOSE NOTES. MESSY IS BETTER THAN CURATED.]
"""

My current goals and their deadlines: [THE 2-4 THINGS THAT MATTER THIS QUARTER]
Hours I actually have available next we

Build a project plan and risk log.

Project and the outcome it must produce: [WHAT DONE LOOKS LIKE, IN OBSERVABLE TERMS]
Hard deadline and what makes it hard: [DATE + WHY IT CANNOT MOVE, or "it can move"]
People available and their real capacity: [NAMES/ROLES + HOURS PER WEEK]
Budget: [AMOUNT AND WHAT IT COVERS]
Known constraints: [APPROV

Evaluate whether to build this, buy it, or do neither.

The capability we need and the problem it solves: [WHAT AND WHY]
Who needs it and how often they would use it: [USERS + FREQUENCY]
What we do today instead: [THE CURRENT WORKAROUND AND WHAT IT COSTS]
Build option: [WHO WOULD BUILD IT, THEIR OTHER COMMITMENTS, ROUGH SCOPE]
Buy options

Plan my day from the task dump below.

Everything on my plate:
"""
[DUMP EVERYTHING: big, small, vague, overdue]
"""

Constraints:
- Hours actually available for focused work today: [e.g. "4, in two 2-hour blocks"]
- Hard commitments (meetings, pickups): [TIMES]
- Deadlines that are real: [WHICH TASKS + WHEN]
- My energy pattern: [e.g. "s

Brainstorm solutions for: [THE PROBLEM OR GOAL, STATED SPECIFICALLY]

Context:
- Constraints that are real: [BUDGET, TIME, TEAM, TECH: whatever actually limits you]
- What we've already tried or ruled out: [LIST, or "nothing yet"]
- What success looks like in 90 days: [MEASURABLE OUTCOME]

Step 1: Generate 20 ideas. Requirements:
- Ideas 

Build my pitch deck outline, slide by slide.

Company: [ONE SENTENCE: what you do]
Raising: [AMOUNT + STAGE + what the money buys (runway, milestones)]
The problem + who has it: [CONCRETE, who feels it, how often, what it costs them]
Our solution + what's genuinely different: [THE PRODUCT + THE INSIGHT COMPETITORS MISS]
Traction, honestly

Draft OKRs for my [TEAM / COMPANY] for [QUARTER].

Strategy context, what matters most right now and why: [THE FOCUS, e.g. "retention is leaking, growth spend is wasted until it's fixed"]
Current baselines for anything we might measure: [THE NUMBERS TODAY: activation %, churn, revenue, NPS, cycle time, whatever exists. Say "unknown" where

Run a SWOT analysis for [MY BUSINESS / A PRODUCT LINE / A DECISION: name it], then convert it into strategy. The grid is diagnosis; the strategies are the deliverable.

Context:
"""
[WHAT THE BUSINESS DOES, ROUGH NUMBERS, TEAM, MARKET SITUATION, plus anything already worrying or exciting you]
"""
The decision or planning horizon this feed

Help me write my business plan.

The business: [WHAT YOU'LL SELL, TO WHOM, WHERE]
Why this plan exists: [BANK/SBA LOAN / INVESTOR / LANDLORD / MY OWN CLARITY]. This decides the format:
- Loan/formal → full SBA 9-section structure.
- Investor → lean + pitch-oriented (say so and I'll weight traction and market).
- My own clarity → one-page 

Prepare me for a negotiation.

What's being negotiated: [SALARY OFFER / RAISE / VENDOR CONTRACT / CLIENT RATE / DEAL TERMS]
The other side: [WHO + WHAT I KNOW ABOUT THEIR SITUATION, CONSTRAINTS, AND ALTERNATIVES]
What I want: [YOUR TARGET: number(s) and terms]
My alternatives if this falls through: [HONESTLY: the other offer, the current 

Write a decision memo (one page) from my thinking below.

The decision to be made: [THE QUESTION, e.g. "build vs buy the analytics stack", "enter market X in Q2 or wait"]
Who decides + what they care about: [THE READER(S) + their priorities: cost, risk, speed, politics]
My recommendation (if I have one): [WHAT I THINK WE SHOULD DO, or "he

Plan my trip.

Destination(s) + dates: [WHERE + EXACT DATES: days of the week matter for closures]
Travelers: [WHO + PACE PREFERENCE: "we like slow mornings" / "maximizers" / "traveling with a 4-year-old"]
Interests, ranked: [e.g. "1) food, 2) art, 3) hiking, skip: shopping, nightlife"]
Budget feel: [SHOESTRING / MID / COMFORTABLE / SPLUR

Plan my meals for the week. This is general healthy-eating planning, not medical nutrition advice. If I mention a diagnosed condition (diabetes, kidney disease, an eating disorder, pregnancy complications), tell me to take this to a registered dietitian instead of planning around it.

Household: [WHO EATS + ages/appetites, e.g. "2 adults,

Build my training program. Before anything else, run the safety screen.

**Step 0: Screening (do not skip):** Ask me the PAR-Q-style questions, heart condition diagnosed? chest pain during activity or at rest? dizziness/fainting? bone or joint problems that activity could worsen? on blood pressure/heart medication? any other reason to lim

Turn my process walkthrough into a real SOP.

The process, as I actually do it (talk it out: messy is fine, include the "oh and sometimes..." parts):
"""
[PASTE: a voice-memo transcript, a Loom transcript, or just type it out stream-of-consciousness]
"""
Who will follow this SOP: [NEW HIRE / VA / TEAMMATE COVERING FOR ME, and what they ca

Run a premortem on my plan.

The plan:
"""
[PASTE THE PLAN: a paragraph, a doc, or bullet points]
"""
Context: [TEAM SIZE, DEADLINE, BUDGET, and WHAT SUCCESS LOOKS LIKE in one measurable sentence]

The frame: it is [12 months] from now and this project has failed, not underperformed, failed. The premise is fixed; your job is the explanati

Figure out dinner from what I actually have. No recipe that requires a store run. That defeats the entire point.

In my kitchen: [LIST IT: proteins, produce (note what's on its last days), carbs, dairy, and any condiments worth mentioning, e.g. "chicken thighs, half a bag of spinach going soft, feta, eggs, rice, tortillas, gochujang"]
Ass