Claude Prompt Library

50 Claude Prompts That Write Investor Updates

50 copy-paste prompts

Drop in your numbers for the month and the mess behind them, and Claude returns a finished update: subject line, TL;DR, metrics table, honest commentary, and asks your investors can actually act on. Prompts for monthly emails, board pre-reads, hard news, and annual letters.

In short: This page contains 50 copy-paste ready prompts, organized into 5 categories with a description and pro tip for each. The first 5 prompts are free instantly, no signup needed. Hand-curated and tested by the AI Academy team.

By Louis Corneloup ยท Founder, Techpresso
Last updated ยทHand-curated & tested by the AI Academy team

Monthly Update Templates

10 prompts

Standard Monthly Investor Update

1/50

You are an operator who has written monthly investor updates for venture-backed companies for a decade. <context> I need to send this month's investor update. I have the numbers and the events but no draft, and I want it out today. </context> <inputs> - Month and company: [MONTH, COMPANY NAME] - Headline metrics this month versus last: [NUMBERS] - Three wins: [WHAT HAPPENED, WITH NUMBERS] - Two problems: [WHAT WENT WRONG] - Team changes: [HIRES, DEPARTURES] - Cash and runway: [CASH, NET BURN, MONTHS] - Asks: [WHAT I NEED] </inputs> <task> Write the update in this order: subject line, one-paragraph summary, metrics table, what worked, what did not, team, cash and runway, asks, and a closing line. Keep the whole thing under 600 words. </task> <constraints> - Numbers before narrative in every section. - State problems plainly and pair each with the action already underway. - No adjective survives unless a number sits next to it. </constraints> <format> Return an email-ready artifact, then list the three sentences an investor is most likely to forward. </format>

Turns your numbers and events for the month into a finished, sub-600-word investor update email.

๐Ÿ’ก

Pro tip: Put the problems in before the wins in your inputs. The section it writes is more useful when you have not pre-softened what went wrong.

First Update After The Round Closes

2/50

You are a founder coach who sets up investor reporting habits right after a round closes. <context> The round just closed and this is my first update to a new, larger investor list. It sets the format for every month after this. </context> <inputs> - Round details now closed: [AMOUNT, LEAD, DATE] - Who is on the list now: [FUNDS, ANGELS, ADVISORS] - Plan for the next 90 days: [PRIORITIES] - Hiring plan: [ROLES AND TIMING] - Spend plan and target burn: [NUMBERS] - Reporting cadence I am committing to: [DAY OF MONTH] </inputs> <task> Write the first post-close update: one line of thanks, the plan the money is buying, the first 90-day milestones with dates, the reporting cadence and the metric definitions I will use every month, and the first set of asks. </task> <constraints> - Establish the section order I will repeat every month and say so explicitly. - Commit to a send date and define each metric once so it never shifts meaning later. - Keep the thanks to a single sentence. </constraints> <format> Return the email artifact plus the reusable section skeleton to keep for future months. </format>

Writes the first post-close update and locks the format, cadence, and metric definitions for future months.

๐Ÿ’ก

Pro tip: Define your metrics in this first email. Changing a definition three updates later looks like you are hiding a decline, even when you are not.

Quarterly Investor Letter

3/50

You are a founder who writes quarterly letters that investors keep and reread. <context> I send short monthly updates and one longer quarterly letter with actual analysis rather than a list of events. </context> <inputs> - Quarter metrics versus plan: [NUMBERS AND TARGETS] - Strategy changes this quarter: [WHAT CHANGED AND WHY] - Market shifts affecting us: [COMPETITOR, PRICING, REGULATION] - Team changes: [HIRES, EXITS, STRUCTURE] - Next quarter plan and the single biggest bet: [DETAILS] - Cash and runway: [NUMBERS] </inputs> <task> Write the quarterly letter: performance versus plan with variance explained by cause, what we learned, what changes as a result, the next quarter plan with committed numbers, the one big bet, and the cash position. </task> <constraints> - Explain variance with causes and evidence, not conditions we cannot control. - Commit to specific next-quarter numbers I will be held to. - Between 900 and 1200 words, written in first person. </constraints> <format> Return the letter as an artifact plus a five-bullet summary to paste at the top of the email. </format>

Produces a quarterly letter with variance analysis, lessons, and committed next-quarter numbers.

๐Ÿ’ก

Pro tip: Give it your plan numbers, not only actuals. Variance against a stated plan is the part investors read most closely.

Angel And Small-Check Update

4/50

You are a founder who keeps 20 angels engaged without sending them an operating report. <context> My angels do not need cohort tables. They need to feel involved and be reminded how they can help, in 30 seconds on a phone. </context> <inputs> - Month: [MONTH] - The one number that matters: [METRIC AND VALUE] - The one story that shows momentum: [WHAT HAPPENED] - The single ask: [SPECIFIC HELP] - What is coming next: [ONE THING] </inputs> <task> Write a 200-word update for small-check investors: the one number, the story behind the momentum, one ask they can genuinely help with, and what is next. No metrics table. </task> <constraints> - Readable on a phone in under 30 seconds. - Exactly one ask. Multiple asks in a short update means none get done. - No confidential customer names or cap table detail. </constraints> <format> Return the short email artifact and a one-line version for a group chat. </format>

Writes a 200-word angel update built around one number, one story, and one ask.

๐Ÿ’ก

Pro tip: Keep it to one ask. Angels act on a single specific request far more often than on a menu of ways to help.

Reusable Update Template Builder

5/50

You are a reporting systems designer who builds repeatable founder reporting. <context> I rewrite my update format every month and it takes hours. I want one template I fill in and send. </context> <inputs> - Business model: [SUBSCRIPTION, MARKETPLACE, USAGE, SERVICES] - The metrics that actually drive the business: [LIST] - Investor list types: [FUNDS, ANGELS, BOARD, ADVISORS] - Cadence I can sustain: [MONTHLY, QUARTERLY] - Where the data lives: [SYSTEMS AND SPREADSHEETS] </inputs> <task> Design my permanent update template: the section order, the exact metric set with definitions and named sources, what changes monthly versus quarterly, and a 30-minute assembly checklist in the order I should do it. </task> <constraints> - Maximum eight metrics. Cut anything that does not change a decision. - Every metric needs a named source of truth and an owner. - The template must be fillable in under 30 minutes once the data exists. </constraints> <format> Return the template artifact with placeholders, the metric dictionary, and the assembly checklist. </format>

Designs a permanent update template with a capped metric set, sources, and a 30-minute assembly checklist.

๐Ÿ’ก

Pro tip: Cap yourself at eight metrics. Every extra number you add becomes a number you must explain forever, including in the months it looks bad.

Slow-Month Update That Earns The Read

6/50

You are a founder coach who stops founders from skipping updates in quiet months. <context> This month was quiet. Nothing shipped and no big deals closed, and I am tempted to skip the update, which is worse than sending a boring one. </context> <inputs> - Month: [MONTH] - Small movements in the numbers: [WHAT NUDGED] - What consumed the time: [INVISIBLE WORK: MIGRATION, HIRING, REBUILD] - What that work unlocks and when: [OUTCOME AND DATE] - Obstacles right now: [BLOCKERS] - The ask: [HELP NEEDED] </inputs> <task> Write an honest quiet-month update: name it as a build month, show the leading indicators that did move, explain the invisible work and what it unlocks, and give one dated commitment for next month. </task> <constraints> - No padding, no repackaging last month's news as new. - Only cite leading indicators that are real and defined. - Exactly one dated commitment, and make it one I can hit. </constraints> <format> Return the email artifact and an honest subject line that does not oversell the month. </format>

Writes a credible quiet-month update built on leading indicators and one dated commitment.

๐Ÿ’ก

Pro tip: Say the word slow. Naming a quiet month yourself buys more trust than a month of manufactured highlights, and investors always notice the pattern.

Subject Line And TL;DR Block

7/50

You are an email copywriter who makes investor updates get opened and understood in ten seconds. <context> My updates get opened late or skimmed to nothing. The subject line and the top four lines are doing no work. </context> <inputs> - Month: [MONTH] - The single most important number and its direction: [METRIC, VALUE, UP OR DOWN] - The one thing that changed: [EVENT] - The ask: [WHAT I NEED] - List size and type: [NUMBER, FUNDS OR ANGELS] </inputs> <task> Write six subject line options across three styles: metric-forward, plainly descriptive, and headline style. Then write a four-line summary block covering the number, the change, the problem, and the ask. </task> <constraints> - Subject lines under 60 characters, no bare "Monthly Update #7", no clickbait. - The four-line block must stand alone if nobody reads further. - Name the problem in the block. A summary with only good news trains people to distrust it. </constraints> <format> Return the subject lines with a note on when to use each style, then the four-line block. </format>

Generates six tested subject line styles plus a standalone four-line summary block.

๐Ÿ’ก

Pro tip: Put the metric in the subject line. Investors who track a portfolio in their inbox will open a number long before they open Update Number Seven.

Raw Notes To Finished Update

8/50

You are an editor who turns a founder's raw notes into a sendable investor update. <context> I have a pile of Slack messages, a metrics export, and half-finished thoughts, plus about 40 minutes before I want this sent. </context> <inputs> - Raw notes and messages: [PASTE EVERYTHING] - Metric numbers: [PASTE] - Month and audience: [MONTH, LIST TYPE] - Problems I know I need to mention: [LIST] - Things that must stay internal: [LIST] </inputs> <task> Turn the dump into a finished update: extract and sort the material into wins, problems, metrics, team, cash, and asks, drop the internal noise, and produce the draft. Then flag every contradiction and every place where a number is missing. </task> <constraints> - Use only facts present in my notes. Invent nothing. - Mark every gap as TO CONFIRM rather than filling it with a plausible number. - Keep my voice and phrasing where the notes already say it well. </constraints> <format> Return the finished draft plus a list of gaps and contradictions to resolve before sending. </format>

Converts a raw notes dump into a structured update draft with gaps explicitly flagged.

๐Ÿ’ก

Pro tip: Paste everything, including the messages you think are irrelevant. The sorting is the work, and the noise often contains the best detail of the month.

Lead Investor Deep-Dive Note

9/50

You are a board-experienced advisor who writes the longer note that goes only to the lead investor. <context> My lead investor sits on the board and needs more depth than the full list gets, especially on the decision I am currently stuck on. </context> <inputs> - This month's operating picture: [KEY NUMBERS AND EVENTS] - The strategic question I am wrestling with: [DECISION] - Options considered with tradeoffs: [LIST] - My current recommendation: [WHAT I LEAN TOWARD] - What I need from them: [DECISION, INTRODUCTION, AIR COVER] - Sensitive items not in the list update: [LIST] </inputs> <task> Write the note for the lead: the operating picture in brief, the one strategic decision with options and my recommendation stated first, the risks I am watching, and the specific help or decision I need before the next board meeting. </task> <constraints> - One decision, not five. Park the rest for later notes. - State the recommendation before the analysis behind it. - Separate what is context from what needs a reply, and put the reply request at the top. </constraints> <format> Return a memo artifact with a decision-required section at the top and the context below it. </format>

Writes a lead-investor memo that opens with the decision needed and your recommendation.

๐Ÿ’ก

Pro tip: Lead with your recommendation. Investors give sharper input when they are reacting to a position instead of being asked to think from scratch.

Update Skimmability Rewrite

10/50

You are an editor who rewrites investor updates so busy readers get everything in 30 seconds. <context> My draft is accurate but it reads like a report. Nobody replies and I doubt anyone reaches the asks at the bottom. </context> <inputs> - My current draft: [PASTE] - Audience: [FUNDS, ANGELS, BOARD] - Target length: [WORD COUNT] - The three things that must land: [LIST] </inputs> <task> Rewrite for skimming: one bold-worthy line per section, numbers pulled to the front of sentences, hedging removed, paragraphs converted to structured blocks. Then map the 30-second read path through the document. </task> <constraints> - Keep every fact while cutting word count by at least 30 percent. - No jargon a non-operator investor would need to decode. - The asks must be visible without scrolling past the metrics. </constraints> <format> Return the rewritten update, the 30-second read path, and a summary of what was cut and why. </format>

Rewrites a dense update for skimming and maps the 30-second read path through it.

๐Ÿ’ก

Pro tip: Check whether your asks survive above the fold. Asks buried under a metrics table are the single most common reason updates get no replies.

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Metrics & KPI Reporting

10 prompts

Monthly Metrics Table

11/50

You are a reporting analyst who builds the metrics table that goes at the top of every investor update. <context> I report a different set of numbers every month in a different order, so nobody can see a trend. </context> <inputs> - Metric list with this month, last month, and three months ago: [PASTE] - Plan or target per metric: [NUMBERS] - Definitions currently in use: [PASTE] - Metrics I have been avoiding: [LIST] </inputs> <task> Build the metrics table: metric, current, prior, change, versus plan, and a one-line so-what per row. Order rows by importance to the business and state the ordering logic so it never changes again. </task> <constraints> - The same metrics in the same order every month, including the unflattering ones. - Show absolute values and percentage change together. - Mark any definition change explicitly in a footnote. </constraints> <format> Return the table artifact, then name the two rows that need written commentary this month. </format>

Builds a fixed-order monthly metrics table with change, plan comparison, and a so-what per row.

๐Ÿ’ก

Pro tip: Lock the row order permanently. Reordering a metrics table is read as burying something, even when you just wanted the good news on top.

KPI Definitions Doc

12/50

You are a finance operator who writes the metric definitions doc that stops arguments later. <context> Our numbers shift meaning between reports because active user, booked revenue, and churn are defined loosely. </context> <inputs> - Metrics currently reported: [LIST] - Where each number comes from: [SYSTEM OR SPREADSHEET] - Ambiguities to resolve: [E.G. ACTIVE USER WINDOW, BOOKED VERSUS RECOGNISED] - Fiscal calendar: [MONTH END RULES, FISCAL YEAR START] - Who owns each number: [NAMES OR ROLES] </inputs> <task> Write the definitions doc: for each KPI, the plain-English definition, the formula, the source system, the inclusion and exclusion rules, the owner, and the refresh timing. Then list every metric that currently has two conflicting definitions in use. </task> <constraints> - Resolve every ambiguity with an explicit rule, including edge cases like trials, refunds, and paused accounts. - Note the restatement policy for when a definition changes. - No metric without a named owner. </constraints> <format> Return a definitions table artifact plus the list of conflicting definitions to fix this week. </format>

Writes a full KPI definitions doc with formulas, sources, owners, and edge-case rules.

๐Ÿ’ก

Pro tip: Include trials, refunds, and paused accounts in the rules. Those three edge cases cause most of the discrepancies investors find in diligence.

Growth Commentary On The Numbers

13/50

You are an analyst who explains why metrics moved rather than restating that they moved. <context> My update lists numbers and my investors have to guess the cause of every change. </context> <inputs> - Metric movements this month: [METRIC, FROM, TO] - What happened operationally: [LAUNCHES, CAMPAIGNS, HIRES, OUTAGES] - One-off events: [LIST] - Seasonality in this business: [PATTERN] - Experiments running: [LIST] </inputs> <task> Write the commentary. For each significant move: the cause, the evidence that it is the cause, whether it repeats next month, and what I am doing next. Separate signal from noise and say which moves are within normal variance. </task> <constraints> - Never attribute a change to something without timing or data evidence. - Label one-offs as one-offs and remove them from the trend read. - Where the cause is unknown, say so and state how I will find out. </constraints> <format> Return a commentary block per metric, then flag the one movement that remains unexplained. </format>

Writes evidence-backed commentary explaining each metric movement and whether it repeats.

๐Ÿ’ก

Pro tip: Let it mark one movement as unexplained. Admitting you do not yet know the cause reads as rigour, while a confident wrong reason gets remembered.

Cohort Retention Report

14/50

You are a retention analyst who writes the cohort section of an investor report. <context> I have cohort data in a spreadsheet and no clear read on whether retention is actually improving. </context> <inputs> - Cohorts by signup month with retained values by period: [PASTE] - Retention definition: [LOGO OR REVENUE, WHAT COUNTS AS RETAINED] - Product changes with dates: [LIST] - Known churn reasons: [LIST] - Segment splits available: [PLAN, SIZE, CHANNEL] </inputs> <task> Build the retention report: the cohort table, a plain-English read of the curve shape, whether newer cohorts are better and by how much, the change that plausibly caused it, and the worst cohort explained honestly. </task> <constraints> - State whether this is logo or revenue retention on the report itself. - Show at least six periods where data exists and never average cohorts to smooth a bad one. - Only claim improvement where the timing of a product change supports it. </constraints> <format> Return the cohort table, the read-out paragraph for the update, and the retention question to expect at the next board meeting. </format>

Produces a cohort retention report with an honest read of whether newer cohorts are improving.

๐Ÿ’ก

Pro tip: Include your product change dates. Without them any improvement claim is a guess, and investors who model cohorts will test it immediately.

Revenue Quality Breakdown

15/50

You are a revenue analyst who separates real recurring revenue from everything else. <context> I report one revenue number and my investors cannot see how much is new, expansion, or lost, or how concentrated it is. </context> <inputs> - Starting and ending recurring revenue: [NUMBERS] - New, expansion, contraction, and churned revenue: [NUMBERS] - Top five customers as a share of revenue: [PERCENTS] - Contract terms: [MONTHLY, ANNUAL, MULTIYEAR] - Non-recurring revenue: [SERVICES, SETUP FEES] - Discounts in effect: [DETAILS] </inputs> <task> Build the revenue movement waterfall: each component with its number, net new, net revenue retention, concentration risk, and the quality flags covering annual versus monthly mix, discounting, and services revenue. </task> <constraints> - State the recognition rules used and keep services separate from recurring revenue. - Disclose any customer above 15 percent of revenue. - The components must reconcile exactly to the ending number. Flag any gap. </constraints> <format> Return the waterfall table, the quality notes, and the one number an investor will recompute themselves. </format>

Breaks revenue into a reconciled waterfall with net retention, concentration, and quality flags.

๐Ÿ’ก

Pro tip: Report concentration before anyone asks. A single customer at 30 percent of revenue is a fact that always surfaces, and volunteering it costs you nothing.

Sales Funnel Conversion Report

16/50

You are a sales operations analyst who reports funnel performance to investors. <context> I report closed revenue but not how the funnel produced it, so nobody can see where the process leaks. </context> <inputs> - Volume at each stage this period: [NUMBERS] - Stage entry criteria: [DEFINITIONS] - Conversion rate between stages: [PERCENTS] - Average cycle length by segment: [DAYS] - Source mix: [INBOUND, OUTBOUND, REFERRAL, PARTNER] - Win and loss reasons: [LIST] </inputs> <task> Build the funnel report: stage-to-stage conversion with volumes, the largest leak identified with its cost in lost revenue, the cycle length trend, a comparison of source quality, and the fix currently in flight. </task> <constraints> - Define each stage entry criterion so the numbers mean something next month too. - Count closed-won only. Keep verbal commitments in a separate line. - Separate inbound from outbound performance rather than blending them. </constraints> <format> Return the funnel table, the leak diagnosis with its revenue cost, and one experiment for next month. </format>

Reports funnel conversion by stage, quantifies the biggest leak, and names the fix in flight.

๐Ÿ’ก

Pro tip: Ask it to price the leak in lost revenue. A conversion percentage is easy to ignore, and the same problem stated in dollars is not.

Product Engagement Report

17/50

You are a product analyst who reports engagement in a way investors can connect to revenue. <context> I report signups and total users, which tells investors nothing about whether the product is working. </context> <inputs> - Activation definition and rate: [DEFINITION, PERCENT] - Weekly and monthly active users: [NUMBERS] - Core action and its frequency per user: [ACTION, FREQUENCY] - Adoption of the newest feature: [PERCENT AND TIMEFRAME] - Time to first value: [MINUTES, DAYS] - Retention link if known: [WHAT ENGAGEMENT PREDICTS] </inputs> <task> Build the engagement report: the activation funnel, depth of usage, the core action trend, adoption of the newest release, and what engagement predicts about retention or revenue. </task> <constraints> - Define active precisely, including the window and what counts as an action. - Tie at least one engagement metric to retention or revenue with the actual correlation you observe. - No cumulative vanity totals such as all-time signups. </constraints> <format> Return the metrics block, then the single engagement insight that should change what the team does next month. </format>

Reports activation, depth, and feature adoption, with one engagement metric tied to revenue.

๐Ÿ’ก

Pro tip: Report the core action per user, not just active counts. Frequency of the action that creates value is the metric that predicts renewal.

Unit Economics Update

18/50

You are a growth finance analyst who reports acquisition efficiency as a trend. <context> I reported CAC once during my raise and never again. Investors now want to see whether efficiency is improving. </context> <inputs> - CAC by channel for the last three periods: [NUMBERS] - Blended CAC and paid-only CAC: [NUMBERS] - Average contract value: [NUMBER] - Gross margin and what is included: [PERCENT, COSTS] - Payback months: [NUMBER] - Retention rates: [LOGO, NET REVENUE] </inputs> <task> Report unit economics as a trend: CAC and payback across three periods, gross margin, the ratio of lifetime value to CAC with the lifetime assumption named, what improved or degraded, and the lever I am pulling next. </task> <constraints> - Show blended and paid CAC separately and say whether salaries are loaded in. - Fully loaded gross margin including support and hosting. - Never present lifetime value without stating the lifetime assumption and its source. </constraints> <format> Return the trend table, one line explaining the change, and what to watch next month. </format>

Reports CAC, payback, and margin as a three-period trend with the lifetime assumption stated.

๐Ÿ’ก

Pro tip: Report paid CAC alongside blended. Blended CAC that improves only because organic grew hides a paid channel that is quietly getting worse.

Metric Anomaly Explanation

19/50

You are an analyst who investigates a strange metric movement before it becomes a question. <context> One of my metrics moved in a way that will trigger questions, and I want to explain it before anyone asks. </context> <inputs> - The metric and the movement: [METRIC, FROM, TO] - When it happened: [DATE OR WEEK] - What changed around then: [PRICING, TRACKING, CAMPAIGN, OUTAGE, MIGRATION] - The data check I already ran: [WHAT YOU VERIFIED] - The underlying trend excluding the anomaly: [NUMBERS] </inputs> <task> Write the anomaly note: what moved and by how much, the verified cause, whether it is a data problem or a business problem, whether the underlying trend is intact, the correction if the number was wrong, and what prevents a repeat. </task> <constraints> - Distinguish clearly between a tracking error and a real change in the business. - Show the check that was run, not just the conclusion. - If historical numbers were wrong, restate them explicitly rather than quietly updating. </constraints> <format> Return the short version for the update plus the longer explanation to keep ready for follow-up questions. </format>

Explains an unusual metric movement, separating tracking errors from real business changes.

๐Ÿ’ก

Pro tip: Restate history out loud when a number was wrong. Silent corrections are what turn a small tracking bug into a trust problem.

Investor Metrics One-Pager Spec

20/50

You are a dashboard designer who builds the one-page metrics view that ships with every update. <context> I want one screenshot that shows my whole business, laid out identically every month so trends are obvious. </context> <inputs> - The six to eight metrics I report: [LIST] - Plan targets per metric: [NUMBERS] - History available per metric: [MONTHS] - Audience: [FUNDS, BOARD, ANGELS] - Tool I will build it in: [SHEETS, NOTION, LOOKER, FIGMA] </inputs> <task> Design the one-page metrics view: the layout zones, which metric goes where and why, the chart type per metric, how versus-plan is shown, and the fixed footer of definitions. Then give build instructions for the tool I named. </task> <constraints> - Fits one page or one screenshot with no scrolling. - Identical layout every month, including position and scale. - Every chart shows at least six periods with labelled axes and a stated definition. </constraints> <format> Return the layout spec artifact plus step-by-step build instructions for the named tool. </format>

Specifies a fixed-layout one-page metrics view plus build instructions for your tool.

๐Ÿ’ก

Pro tip: Freeze the axis scales as well as the layout. Charts that rescale each month make a flat quarter look like growth and destroy comparability.

Bad News & Runway Talk

10 prompts

Missed The Plan Update

21/50

You are an advisor who coaches founders through reporting a miss without losing credibility. <context> We missed the plan this quarter and I need to tell investors in a way that shows I understand why. </context> <inputs> - Plan versus actual: [TARGET, ACTUAL, GAP] - Root cause and the evidence for it: [CAUSE, PROOF] - What I knew and when: [TIMELINE] - The corrective plan with owners and dates: [ACTIONS] - Revised forecast: [NEW NUMBERS] </inputs> <task> Write the missed-plan section: the miss in the first sentence, the diagnosis with evidence, what changes with owners and dates, the revised forecast I will be held to, and the signal that would make me change strategy rather than tactics. </task> <constraints> - Lead with the miss. Never open with wins and reach the miss in paragraph four. - One root cause, evidenced. A list of five causes reads as no diagnosis at all. - The revised forecast must be a number, not a range with a hopeful top end. </constraints> <format> Return the update section plus the three questions to be ready for on the follow-up call. </format>

Writes a missed-plan section that leads with the miss, one evidenced cause, and a revised number.

๐Ÿ’ก

Pro tip: Include what you knew and when. Investors forgive a miss far more easily than the discovery that you saw it coming two months earlier.

Runway Update With Cash Plan

22/50

You are a startup CFO who reports cash position without softening it. <context> Runway is getting shorter and my investors need the real picture plus the plan, not a reassuring paragraph. </context> <inputs> - Cash in bank and date: [AMOUNT, DATE] - Net burn for the last three months: [NUMBERS] - Planned burn: [NUMBER] - Revenue ramp assumption: [NUMBERS] - Next raise timing: [TARGET DATES] - Cuts available if needed: [OPTIONS AND SAVINGS] </inputs> <task> Write the runway section: cash, burn trend, months of runway, the date runway ends, the plan to extend it, the trigger points where I cut costs, and what I need from investors now. </task> <constraints> - Define net burn and use it consistently. - Show runway with no new revenue as well as the base case. Do not fund runway with forecast revenue. - Name the decision date for cuts, not a range. </constraints> <format> Return the cash table, the section text, and the trigger-point list with dates. </format>

Reports cash, net burn, and runway end date with pre-committed cost-cut trigger points.

๐Ÿ’ก

Pro tip: Publish your trigger points before you need them. Pre-committed cuts read as control, while cuts announced after the fact read as reaction.

Team Reduction Note

23/50

You are an executive advisor who writes the investor note about a team reduction. <context> We are reducing the team and I need to tell investors clearly, after the team has been told. </context> <inputs> - Number of people and functions affected: [DETAILS] - The reason: [BURN, STRATEGY SHIFT, DEMAND] - Savings and new monthly burn: [NUMBERS] - Severance and support approach: [DETAILS] - Who stays and why the remaining plan works: [STRUCTURE] - Customer or delivery impact: [RISK] </inputs> <task> Write the investor note: the decision, the reasoning, the new burn and runway, the retained plan and why it works with fewer people, how the team was treated, and the risks I am now carrying. </task> <constraints> - Respectful and factual. No euphemisms such as right-sizing or streamlining. - State the new monthly burn as a single number. - This goes out only after the affected people have been told. </constraints> <format> Return the note artifact, a three-line version for the monthly update, and the questions the board will ask. </format>

Writes a factual team reduction note with new burn, retained plan, and carried risks.

๐Ÿ’ก

Pro tip: Say plainly how people were treated on the way out. Investors talk to your alumni, and severance handled well protects your ability to rehire.

Losing A Flagship Customer

24/50

You are a customer-success leader who writes honest churn disclosures for investors. <context> We lost a customer that everyone on my investor list knows by name, and I need to report it before they hear it elsewhere. </context> <inputs> - Customer and revenue impact: [NAME OR DESCRIPTOR, AMOUNT] - Share of total revenue: [PERCENT] - The real reason they left: [HONEST CAUSE] - What we learned: [FINDINGS] - Remaining concentration risk: [OTHER LARGE ACCOUNTS] - Retention plan for similar accounts: [ACTIONS] </inputs> <task> Write the churn disclosure: the loss, the revenue and percentage impact, the honest reason, whether it is specific to that account or systemic, and the specific changes for the accounts that look like them. </task> <constraints> - Disclose the percentage of revenue lost, not just the dollar figure. - Name the real reason even when it is our fault. - Say which other accounts are now at risk and what is being done this month. </constraints> <format> Return the disclosure section plus a summary of the internal at-risk watchlist. </format>

Writes a churn disclosure with revenue impact, the real cause, and the at-risk account plan.

๐Ÿ’ก

Pro tip: Classify the loss as idiosyncratic or systemic and defend the label. That single word determines whether investors read it as bad luck or a pattern.

Pivot Announcement Update

25/50

You are a strategy advisor who helps founders announce a pivot with evidence rather than enthusiasm. <context> The current business is not working and we are changing direction. Investors need to see the data behind the decision. </context> <inputs> - Current business and the evidence it is not working: [METRICS] - The new direction: [WHAT WE DO NOW] - Evidence for the new direction: [CUSTOMER SIGNALS, DATA] - What carries over: [TEAM, TECH, CUSTOMERS] - Cost and timeline of the change: [NUMBERS, DATES] - What we are stopping entirely: [LIST] </inputs> <task> Write the pivot update: what the data said, the decision, the new thesis with its evidence, what transfers, the plan and its cost, and how we will know within 90 days whether it is working. </task> <constraints> - Show the killed hypothesis and the specific data that killed it. - Define a 90-day falsification test with a number and a date. - State clearly what we are stopping, including anything customers rely on. </constraints> <format> Return a memo artifact plus a five-line summary for the monthly email. </format>

Announces a pivot with the killed hypothesis, the new evidence, and a 90-day falsification test.

๐Ÿ’ก

Pro tip: Include the 90-day test. A pivot with a falsification date reads as a decision, while a pivot without one reads as running from bad numbers.

Co-Founder Or Executive Departure

26/50

You are a people and governance advisor who writes departure notes to investors. <context> A co-founder or key executive is leaving and I need investors informed before they hear it from someone else. </context> <inputs> - Who is leaving and their role: [NAME, ROLE] - Coverage plan with names and dates: [WHO PICKS UP WHAT] - Agreed public reason: [WORDING BOTH SIDES ACCEPT] - Equity and transition treatment: [VESTING, CLIFF, ADVISORY] - Customer or team risk: [WHAT COULD BREAK] - Hiring plan for the role: [TIMELINE] </inputs> <task> Write the departure note: the fact, the coverage plan with names and dates, the equity and transition treatment, the risks this creates, and the hiring plan. </task> <constraints> - Use wording agreed with the person leaving. No blame in either direction. - State the equity treatment because investors will ask about it immediately. - Send before the news reaches them through the team or LinkedIn. </constraints> <format> Return the note artifact plus a short FAQ covering what to tell team, customers, and investors. </format>

Writes a departure note with coverage plan, equity treatment, and a stakeholder FAQ.

๐Ÿ’ก

Pro tip: Agree the public wording with the person leaving first. Conflicting stories from a founder exit do more damage than the exit itself.

Bridge Or Extension Memo

27/50

You are a fundraising advisor who writes the bridge request to existing investors. <context> I need more time before a priced round and I am asking my current investors for a bridge. </context> <inputs> - Cash and runway today: [NUMBERS, DATE] - The metrics story since the last round: [PROGRESS] - What the bridge buys: [MILESTONES AND DATES] - Amount and structure proposed: [AMOUNT, INSTRUMENT, TERMS] - Who is already committed: [STATUS] - The plan if it does not fill: [ACTIONS] </inputs> <task> Write the bridge memo for existing investors: why now, what the money buys with dated milestones, the structure, the participation ask with a deadline, and the plan if the bridge does not close. </task> <constraints> - Be explicit about the amount, the instrument, and the deadline. - Show the specific milestone that unlocks a priced round and the evidence it is reachable. - No pressure tactics. State consequences factually and let the numbers do the work. </constraints> <format> Return the memo artifact plus the individual ask email to send to each existing investor. </format>

Writes a bridge memo with milestone-linked use of funds, a dated ask, and a fallback plan.

๐Ÿ’ก

Pro tip: Show the plan if the bridge does not fill. Investors are more likely to participate when they can see you are not betting the company on their yes.

Outage Or Security Incident Note

28/50

You are an incident communications lead who writes the investor note after a serious incident. <context> We had an outage or security incident that affected customers and my investors need the facts from me. </context> <inputs> - What happened: [DESCRIPTION] - Timeline with timestamps: [DETECTION, MITIGATION, RESOLUTION] - Customers or data affected: [SCOPE] - Root cause if known: [CAUSE OR INVESTIGATION STATUS] - Remediation done and still open: [ITEMS WITH DATES] - Customer and regulatory notification status: [STATUS] </inputs> <task> Write the investor incident note: what happened, the blast radius, the timeline, the root cause or investigation status, what is fixed, what is still open with dates and owners, notification status, and the systemic change that prevents a repeat. </task> <constraints> - Facts and timestamps only. No speculation about cause before the postmortem is complete. - State legal, contractual, and regulatory notification status explicitly. - Do not minimise scope. Understating it once destroys credibility on everything after. </constraints> <format> Return the incident note, the paragraph for the monthly update, and the open-items list with owners and dates. </format>

Writes a factual incident note with timeline, blast radius, notification status, and open items.

๐Ÿ’ก

Pro tip: Report investigation status rather than guessing the cause. A revised root cause two days later is worse than saying the postmortem is still running.

Down Round Or Flat Round Framing

29/50

You are a fundraising advisor who frames a down round honestly to existing investors. <context> The new round is priced at or below our last valuation and I need to explain why this is the right trade. </context> <inputs> - Last round terms: [VALUATION, AMOUNT, DATE] - Current metrics: [NUMBERS] - Market comparables: [RECENT ROUNDS, MULTIPLES] - Proposed new terms: [VALUATION, AMOUNT, STRUCTURE] - Dilution impact including pool refresh: [PERCENTS] - Alternatives considered and their numbers: [BRIDGE, CUTS, SALE] </inputs> <task> Write the framing memo: why this is the right trade against each alternative, the dilution math including the option pool, the terms and their consequences such as preferences and anti-dilution, and what the round buys. </task> <constraints> - Show the rejected alternatives with their actual numbers, not just as a list. - State dilution honestly, including the pool refresh and any structure that affects the common stock. - No blaming market conditions without comparable rounds to support it. </constraints> <format> Return the memo artifact, a one-page terms summary, and the talking points for telling the team. </format>

Frames a down or flat round with dilution math, term consequences, and rejected alternatives.

๐Ÿ’ก

Pro tip: Model the alternatives with real numbers. A down round looks like failure in isolation and like the best available option next to a bridge and a cut plan.

Cost Cut Plan With Before And After Burn

30/50

You are a startup CFO who builds cost reduction plans that actually extend runway. <context> I need to cut burn and show investors the plan, the savings, and the runway it buys. </context> <inputs> - Current burn by category: [PAYROLL, TOOLS, MARKETING, CONTRACTORS, OFFICE] - Cuts under consideration: [LIST WITH ESTIMATED SAVINGS] - Contract commitments and exit costs: [DETAILS] - Headcount plan changes: [ROLES] - Revenue capacity I must protect: [WHAT CANNOT BE CUT] </inputs> <task> Build the cost plan: a line-by-line before and after with savings per line, the runway gained, what I refuse to cut and why, and the sequence with dates. </task> <constraints> - Savings must be net of severance, notice periods, and contract exit costs. - Protect revenue-generating capacity and say explicitly what that is. - Present the new monthly burn as one number an investor can hold you to. </constraints> <format> Return the before-and-after table, the sequenced plan with dates, and the summary paragraph for the investor update. </format>

Builds a line-by-line cost plan with net savings, protected capacity, and the new burn number.

๐Ÿ’ก

Pro tip: Net the savings against exit costs. Cuts that look like six months of runway often deliver three once notice periods and contract penalties land.

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Asks & Intros

10 prompts

The Ask Block That Gets Answered

31/50

You are a founder coach who fixes the asks section that everyone ignores. <context> Every update I send ends with a vague request for help and nothing ever comes back. </context> <inputs> - What I need right now: [LIST] - Why each matters this month: [REASON] - Who exactly can help: [COMPANIES, TITLES, PROFILES] - What a good introduction looks like: [FORMAT, WARMTH] - Deadline for each: [DATES] - What I will do with it: [NEXT STEP AFTER THE INTRO] </inputs> <task> Write the asks section: three asks maximum, each with the specific target, the reason it matters now, the exact action requested, and the deadline. Add a forwardable blurb per ask that needs no editing. </task> <constraints> - Name companies, titles, or profiles. Never write that any introductions are welcome. - One line per ask in the update itself, with the detail in the forwardable blurb. - Say what happens after the intro so people know their effort produces something. </constraints> <format> Return the ask block for the update plus the forwardable blurbs as separate blocks. </format>

Rewrites a vague asks section into three specific, deadlined requests with forwardable blurbs.

๐Ÿ’ก

Pro tip: Cap it at three asks with names attached. Specific targets get acted on, and general offers of help get read and forgotten.

Customer Intro Request With Target List

32/50

You are a sales leader who turns an investor list into a pipeline source. <context> My investors know people at companies I am trying to sell to, and I have never given them a usable target list. </context> <inputs> - Ideal customer profile: [SEGMENT, SIZE, BUYER TITLE] - Named target accounts: [LIST] - Value proposition for that buyer: [ONE LINE] - Traction proof I can share: [METRIC OR CUSTOMER] - Which investors have relevant portfolios or networks: [NAMES] - Meeting length I am asking for: [MINUTES] </inputs> <task> Write the customer intro ask: the target list grouped by the investor most likely to know them, a two-sentence forwardable pitch for the buyer, the meeting ask, and the follow-through promise. </task> <constraints> - Ten named accounts maximum per send. A longer list gets skipped entirely. - The forwardable text must stand alone with no context above it. - State the meeting length asked for so the intro is easy to make. </constraints> <format> Return the account-to-investor mapping table plus the forwardable intro text. </format>

Builds a named customer target list mapped to the investors most likely to know them.

๐Ÿ’ก

Pro tip: Group the accounts by investor before you send. Doing that matching yourself is the difference between an intro request and homework.

Candidate Sourcing Ask

33/50

You are a technical recruiter who writes hiring asks that investors actually forward. <context> I am hiring for hard roles and my updates just say we are hiring, with a careers page link. </context> <inputs> - Open roles with level and comp band: [ROLES, BANDS] - The profile that succeeds here: [BACKGROUND, SKILLS] - Companies worth poaching from: [LIST] - Location and remote policy: [DETAILS] - Urgency and start date: [TIMING] - Interview process length: [STEPS, DAYS] </inputs> <task> Write the hiring ask: a one-paragraph blurb per role, the poach list, a referral message a busy investor can forward without editing, and the process promise covering response time and number of steps. </task> <constraints> - One paragraph per role maximum, with the comp band and location stated. - Include the poach list. Naming companies produces better referrals than describing a profile. - Promise a response time and honour it, because referrals stop when the first one goes cold. </constraints> <format> Return the role blurbs, the forwardable referral message, and the poach list. </format>

Writes forwardable role blurbs with comp bands, a poach list, and a process promise.

๐Ÿ’ก

Pro tip: State the comp band. Roles without a range get no referrals because nobody wants to introduce a friend to an unknown number.

Advisor Or Expert Intro Ask

34/50

You are an operator who recruits advisors for specific, bounded problems. <context> I need expertise on one specific problem and my current ask sounds like a request for general advice. </context> <inputs> - The problem in one sentence: [SPECIFIC PROBLEM] - The profile of who has solved it: [BACKGROUND] - Time commitment I am asking for: [HOURS PER MONTH OR ONE CALL] - Compensation offered: [EQUITY, CASH, NONE] - What I would ask them first: [QUESTIONS] - What I already tried: [ATTEMPTS] </inputs> <task> Write the advisor ask: the problem in one sentence, the expert profile, the engagement offer with time and compensation, and the agenda for the first conversation. </task> <constraints> - Name the problem specifically. Nobody responds to a request for growth advice. - State the compensation upfront, including if the answer is nothing yet. - Cap the commitment so a yes is easy, for example one 45-minute call. </constraints> <format> Return the ask text, a forwardable one-paragraph brief, and the first-call agenda. </format>

Turns a general advisor request into a bounded ask with a defined problem and first-call agenda.

๐Ÿ’ก

Pro tip: Ask for one call, not an advisory relationship. Small commitments convert, and the good advisors self-select into more after the first conversation.

Partnership Or Channel Intro Ask

35/50

You are a partnerships lead who writes channel introduction requests. <context> There are companies whose distribution would change our growth, and my investors can reach them. </context> <inputs> - Target partner companies: [LIST] - The integration or channel logic: [HOW IT WORKS] - What is in it for them: [THEIR BENEFIT] - Proof we can execute: [EXISTING PARTNERSHIPS, CAPACITY] - Who owns this internally: [NAME AND ROLE] - The team or title to reach at each partner: [ROLES] </inputs> <task> Write the partnership intro ask: the target list, the mutual value in two sentences, the specific person or team to reach at each, and the first-meeting agenda. Add a forwardable summary. </task> <constraints> - State the value to the partner before the value to us. - Only ask for partners we have the capacity to support. Name the internal owner. - No strategic partnership language without a concrete first step attached. </constraints> <format> Return the target table, the forwardable summary, and the first-meeting agenda. </format>

Writes a partner intro ask with mutual value, named target roles, and a first-meeting agenda.

๐Ÿ’ก

Pro tip: Name the internal owner. Partnership intros stall when the investor senses nobody on your side will run the relationship after the handshake.

Portfolio Company Intro Ask

36/50

You are a founder who uses an investor's portfolio properly instead of asking for everything. <context> My investors have portfolios full of companies that could be customers, partners, or peers, and I have never asked precisely. </context> <inputs> - Portfolio companies that fit: [NAMES] - Why each one fits: [CUSTOMER, PARTNER, PEER LEARNING] - The specific ask per company: [WHAT YOU WANT] - What I can offer them: [VALUE BACK] - Timing: [WHEN] </inputs> <task> Write the portfolio ask: which companies, the reason for each, the specific ask per company, and a version the investor can paste into their portfolio channel. </task> <constraints> - Say plainly whether each ask is a sales ask or a peer-learning ask. Mixing them annoys everyone. - Three companies maximum per request. - The paste-ready message must be under 60 words and include what we offer back. </constraints> <format> Return the company list with reasons, the specific asks, and the paste-ready message. </format>

Requests targeted portfolio introductions with the ask type labelled and a paste-ready message.

๐Ÿ’ก

Pro tip: Label sales asks as sales asks. Investors protect their portfolio founders, and disguising a pitch as peer learning costs you future intros.

Nudging An Ignored Ask

37/50

You are a communications coach who writes follow-ups that do not create resentment. <context> I asked for the same introduction in two updates and nothing happened. I want to follow up once and then let it go. </context> <inputs> - The original ask and when I sent it: [ASK, DATES] - Who it went to: [NAMES] - What has changed since: [PROGRESS OR URGENCY] - Why it still matters, with a number: [IMPACT] - A smaller version of the ask: [EASIER VERSION] </inputs> <task> Write the nudge: the restated ask in one line, why it matters more now with a number, an easier alternative version, and explicit permission to say no or pass it to someone else. </task> <constraints> - No guilt, no scorekeeping, no reference to how long they have not replied. - The new version must be smaller than the original ask. - One follow-up only. Include the line that closes the loop gracefully if the answer is no. </constraints> <format> Return the nudge email plus the smaller alternative ask as a separate one-liner. </format>

Writes a single graceful nudge with a smaller alternative ask and an easy way to decline.

๐Ÿ’ก

Pro tip: Shrink the ask on the second try. An unanswered request usually means it was too big, not that they stopped caring about your company.

Intro Outcome Loop-Back

38/50

You are a founder who reports back on every introduction so people keep making them. <context> Someone made an introduction and I never told them what happened, which is the fastest way to stop receiving intros. </context> <inputs> - Who made the intro: [NAME] - Who it was to: [PERSON AND COMPANY] - What happened: [MEETING, DEAL, NO RESPONSE] - The outcome or number: [RESULT] - Next step: [WHAT IS HAPPENING NOW] - What specifically helped: [WHAT THEIR FRAMING DID] </inputs> <task> Write the loop-back: what came of the introduction with a concrete result, what I did with it, what happens next, and a specific thank you. Then write the one line to include in the next update so the whole list sees that intros produce outcomes. </task> <constraints> - Report outcomes even when the intro failed, and say why it failed. - No generic gratitude. Name what their framing or credibility actually did. - Include a number wherever one exists. </constraints> <format> Return the loop-back note plus the one-line social proof for the next update. </format>

Writes an outcome report for an introduction plus a line that shows the list that intros work.

๐Ÿ’ก

Pro tip: Report the failures too. Closing the loop on an intro that went nowhere is what makes the next request feel safe to act on.

Forwardable Company Blurb

39/50

You are a copywriter who writes the paragraph investors paste into their own emails. <context> When investors offer to introduce me, they ask for something to forward, and I send them three paragraphs they then have to rewrite. </context> <inputs> - Company in one line: [WHAT WE DO FOR WHOM] - The proof point: [METRIC, CUSTOMER, MILESTONE] - The audience for the forward: [BUYER, CANDIDATE, PARTNER, INVESTOR] - The specific ask: [WHAT YOU WANT TO HAPPEN] - Links to include: [SITE, DECK, ROLE] - Anything to omit: [CONFIDENTIAL ITEMS] </inputs> <task> Write a forwardable blurb an investor can paste with zero editing: 60 to 90 words covering who we are, the proof, what we want, and the next step. Then write a 25-word version for chat and a subject line for the forward. </task> <constraints> - No internal jargon and no confidential metrics. - It must work with no context above it, since the recipient may only see the paste. - One clear action, written so the recipient knows exactly what a yes involves. </constraints> <format> Return the 90-word blurb, the 25-word version, and the subject line. </format>

Produces a zero-edit forwardable blurb in long, short, and subject-line form.

๐Ÿ’ก

Pro tip: Write it so it survives being pasted with nothing above it. Blurbs that assume a warm setup paragraph fall flat when the investor just forwards them.

Press Or Podcast Intro Ask

40/50

You are a startup communications advisor who writes media introduction requests. <context> I want press or podcast coverage and my ask reads like a request for publicity rather than a story worth telling. </context> <inputs> - The story I can actually tell: [ANGLE, WHAT CHANGED] - Why it is timely: [TRIGGER, DATA, EVENT] - Target outlets or shows: [LIST] - Data or access I can offer: [EXCLUSIVE NUMBERS, CUSTOMERS] - Spokesperson and availability: [WHO, WHEN] - What is off the record: [LIMITS] </inputs> <task> Write the media intro ask: the story angle in one sentence, why it is timely now, the target list, what we can offer such as data or customer access, and a forwardable pitch a journalist or producer would respond to. </task> <constraints> - The angle must be about a change in the world or in the data, not about our funding. - Only offer data we are cleared to share, and say what is off the record. - Keep the journalist-facing pitch under 100 words. </constraints> <format> Return the ask block, the forwardable media pitch, and the proof points to attach. </format>

Turns a publicity request into a timely story angle with a forwardable journalist pitch.

๐Ÿ’ก

Pro tip: Offer proprietary data. Reporters respond to numbers nobody else has far more reliably than to a milestone announcement about your company.

Annual & Board Reporting

10 prompts

Annual Investor Letter

41/50

You are a founder who writes an annual letter that reads as a genuine account of the year. <context> It is year end and I want to write one letter that covers what happened, what I got wrong, and what we are doing next year. </context> <inputs> - Metrics at the start and end of the year: [NUMBERS] - The thesis we started the year with and whether it held: [DETAILS] - The biggest win: [WHAT AND WHY IT MATTERED] - The biggest mistake and what it cost: [HONEST ANSWER] - Team growth and structure changes: [DETAILS] - Next year plan and the single biggest bet: [DETAILS] - Cash position: [NUMBERS] </inputs> <task> Write the annual letter: the year in one number, what we got right, what we got wrong and what it cost, how the strategy changed as a result, next year's plan with target numbers and the one big bet, and the cash position. </task> <constraints> - Name one real mistake with its cost in money or time. - State next year's target numbers explicitly rather than describing ambitions. - Between 1000 and 1500 words, in first person, in my voice. </constraints> <format> Return the letter artifact plus a six-bullet executive summary for the top of the email. </format>

Writes an annual letter with a named mistake, its cost, and committed target numbers for next year.

๐Ÿ’ก

Pro tip: Put a cost next to the mistake. A specific number spent on a wrong decision earns more trust than any paragraph of reflection.

Board Meeting Pre-Read Memo

42/50

You are a board operator who writes pre-reads so meetings are spent on decisions. <context> My board meetings get consumed by walking through slides, and we run out of time before the decisions. </context> <inputs> - Period results versus plan: [NUMBERS] - Decisions requiring the board: [LIST] - Options and tradeoffs per decision: [DETAILS] - Risks I am tracking: [LIST WITH SEVERITY] - Metrics pack reference: [WHERE IT LIVES] - Meeting date and length: [DATE, MINUTES] </inputs> <task> Write the pre-read: performance versus plan with variance explained, the two or three decisions requiring the board with options and my recommendation for each, the risk register, and an estimated reading time. </task> <constraints> - Sent 72 hours before the meeting and stated as such at the top. - Decisions come first, results second. Nothing gets presented in the meeting that is not in the pre-read. - Every option includes the cost of doing nothing. </constraints> <format> Return the memo artifact plus the meeting agenda derived from the decisions, with time allocated per item. </format>

Writes a decisions-first board pre-read plus the agenda and time budget derived from it.

๐Ÿ’ก

Pro tip: Send it 72 hours ahead and say so in the first line. Boards that read in advance spend the meeting deciding rather than being briefed.

Board Deck Outline For An Operating Review

43/50

You are a chief of staff who builds board decks for governance and operating review. <context> This deck is for people who already invested. It is an operating review and a governance meeting, not a pitch, and it should read that way. </context> <inputs> - Period covered: [QUARTER OR MONTH] - Plan versus actual by metric: [NUMBERS] - Functional updates: [PRODUCT, SALES, ENGINEERING, PEOPLE] - Decisions requested from the board: [LIST] - Risks and mitigations: [LIST] - Financials and cash: [NUMBERS] - Hiring status: [OPEN ROLES, OFFERS] </inputs> <task> Outline the board deck: the sequence from performance versus plan through function-by-function operating detail, financials and cash, decisions requested, risks, and appendix. State the job of each section and the minutes allocated to it. </task> <constraints> - No selling and no vision slides. This audience is already invested. - Every section reports variance against a number the board has already seen. - Decisions get the largest share of the time budget. </constraints> <format> Return the section outline with a time budget per section plus the appendix index. </format>

Outlines a board operating review deck built on variance and decisions, with a time budget per section.

๐Ÿ’ก

Pro tip: Give decisions the most minutes in the budget. Board decks default to reporting, and the time allocation is what forces the meeting to be useful.

Board Minutes And Decision Log

44/50

You are a corporate secretary who drafts board minutes that are accurate and short. <context> We hold board meetings and keep no proper record, which will become a problem in the next financing or audit. </context> <inputs> - Attendees and absences: [NAMES, ROLES] - Agenda items in order: [LIST] - Decisions taken with exact outcomes: [LIST] - Votes, approvals, or consents: [DETAILS] - Action items with owners: [LIST] - Materials referenced and date: [DOCUMENTS, DATE] </inputs> <task> Draft the minutes: attendance and quorum, items discussed in order, decisions with their exact wording, approvals and any abstentions, action items with owners and dates, and the next meeting date. Then maintain a running decision log table. </task> <constraints> - Record decisions and actions, not a transcript of the debate. - Neutral factual language throughout, with no characterisation of anyone's position. - Flag any item that requires a formal written consent or resolution to be valid. </constraints> <format> Return the minutes artifact, the running decision log table, and the action item list with owners and dates. </format>

Drafts neutral board minutes with a decision log and flags items needing formal consent.

๐Ÿ’ก

Pro tip: Keep the running decision log in one place. Reconstructing two years of board approvals during a financing is a week you will not get back.

Annual Plan And Budget Memo

45/50

You are a finance lead who writes the annual plan memo the board approves. <context> I need next year's plan and budget written up so the board can approve it, with the assumptions visible. </context> <inputs> - Revenue target and how it builds: [NUMBER, DRIVERS] - Headcount plan by function and quarter: [ROLES, TIMING, COST] - Spend by category: [NUMBERS] - Resulting burn and ending cash: [NUMBERS] - The three assumptions the plan depends on: [LIST] - Downside and upside scenarios: [DETAILS] </inputs> <task> Write the annual plan memo: the target and its driver build, headcount and spend by quarter, resulting burn and ending cash, the three assumptions the plan lives on, and downside and upside scenarios with observable triggers. </task> <constraints> - Build revenue from drivers such as reps times quota times ramp, not from a growth percentage. - Every hire ties to a specific output the plan depends on. - Scenario triggers must be observable metrics with dates, so the switch is not a judgement call. </constraints> <format> Return the plan memo, the quarterly budget table, and the trigger table for scenario switches. </format>

Writes an annual plan memo with driver-built targets and observable scenario triggers.

๐Ÿ’ก

Pro tip: Define the trigger metric for the downside case now. Deciding mid-year whether things are bad enough to cut is how companies cut too late.

Year In Review Metrics Appendix

46/50

You are a reporting analyst who assembles the annual metrics appendix. <context> The annual letter needs a data appendix that shows the full year month by month, including anything we restated. </context> <inputs> - Monthly metric history for the year: [PASTE] - Definitions and any changes during the year: [DETAILS] - Restatements and their reasons: [LIST] - Cohort data: [PASTE] - Headcount history: [NUMBERS] </inputs> <task> Build the annual metrics appendix: monthly tables per metric family, the growth math shown, definition footnotes, every restatement with its reason, and a year-over-year summary. </task> <constraints> - Disclose every definition change and restate the affected history rather than editing quietly. - Show months, not only quarters, so seasonality and dips are visible. - Label every axis, period, and unit. </constraints> <format> Return the appendix tables, the restatement note, and a one-page summary of the year in numbers. </format>

Assembles a month-by-month annual metrics appendix with restatements disclosed.

๐Ÿ’ก

Pro tip: Publish restatements in the appendix rather than fixing history silently. Investors who kept the letter from last year will spot the change either way.

Board Approval Request Memo

47/50

You are a governance advisor who writes approval requests boards can act on quickly. <context> I need board approval for something specific and my last request was a conversation rather than a documented decision. </context> <inputs> - What needs approval: [OPTION POOL, BUDGET, SENIOR HIRE, DEBT, PLAN CHANGE] - The reason it is needed now: [DRIVER] - The numbers and impact: [DILUTION, CASH, HEADCOUNT] - Alternatives considered and rejected: [LIST WITH NUMBERS] - Risks of approving and of not approving: [DETAILS] - Decision deadline: [DATE] </inputs> <task> Write the approval memo: the exact resolution requested, the rationale, the numbers and impact, the rejected alternatives with their numbers, the risks in both directions, and the decision deadline. </task> <constraints> - State the exact resolution wording the board would be approving. - Quantify dilution or cash impact rather than describing it qualitatively. - Include the do-nothing option and its consequence. </constraints> <format> Return the memo artifact, the draft resolution text, and a one-slide summary for the meeting. </format>

Writes a board approval memo with exact resolution wording, quantified impact, and a deadline.

๐Ÿ’ก

Pro tip: Draft the resolution wording yourself. Boards approve faster when the decision is already written in language the minutes can record verbatim.

Post-Board Follow-Up And Action Items

48/50

You are a chief of staff who closes the loop after every board meeting. <context> Board meetings end with agreements that nobody writes down, and by the next meeting the details are contested. </context> <inputs> - Decisions taken: [LIST] - Open questions I owe answers to: [LIST WITH WHO ASKED] - Action items and owners: [LIST] - Plan changes agreed: [DETAILS] - Next meeting date: [DATE] </inputs> <task> Write the post-board follow-up: decisions confirmed in writing, action items with a single owner and a date each, the questions I owe answers to and when they arrive, plan changes, and the seed agenda for the next meeting. </task> <constraints> - Sent within 48 hours, while everyone still remembers what was agreed. - One owner per action item. Shared ownership means nobody owns it. - Separate board actions from company actions so nothing sits in the wrong queue. </constraints> <format> Return the follow-up email plus the action tracker table with owner, date, and status. </format>

Writes a 48-hour post-board follow-up with confirmed decisions and a single-owner action tracker.

๐Ÿ’ก

Pro tip: Send it within 48 hours. Written confirmation of what was agreed prevents the next meeting starting with a disagreement about the last one.

Cap Table And Dilution Summary Note

49/50

You are a finance operator who explains ownership and dilution to a board. <context> My board asks about the option pool and the effect of outstanding convertibles, and I answer from memory. </context> <inputs> - Current ownership by holder class: [FOUNDERS, INVESTORS, POOL] - Option pool granted and remaining: [NUMBERS] - Recent grants: [DETAILS] - Outstanding SAFEs or notes: [AMOUNTS, CAPS, DISCOUNTS] - Next round assumptions: [SIZE, VALUATION] - Hiring plan needing equity: [ROLES AND EXPECTED GRANTS] </inputs> <task> Write the ownership summary: current fully diluted breakdown, pool remaining against the hiring plan, the effect of outstanding convertibles at the next round, and the dilution scenario for the planned raise including any pool refresh. </task> <constraints> - Fully diluted only, and state whether the pool is calculated pre-money or post-money. - Show SAFE and note conversion assumptions explicitly, including caps and discounts. - Do not name individual employee grants in a board-shared document. </constraints> <format> Return the ownership table, the dilution scenario, and the note text for the board pack. </format>

Summarises fully diluted ownership, pool runway, and convertible conversion at the next round.

๐Ÿ’ก

Pro tip: Check the pool against your hiring plan every quarter. Running out of options mid-year forces a refresh at exactly the wrong moment in a raise.

Investor Reporting Calendar

50/50

You are an operations lead who builds the annual reporting calendar so nothing is late. <context> My reporting is reactive. Updates slip, board packs go out the night before, and compliance deadlines surprise me. </context> <inputs> - Investor list by type: [FUNDS, ANGELS, BOARD, LENDERS] - Board meeting cadence and dates: [SCHEDULE] - Fiscal calendar: [YEAR END, QUARTER ENDS] - Audit, tax, or valuation deadlines: [DATES OR PLACEHOLDERS] - Who prepares what: [OWNERS] - Tools where data lives: [SYSTEMS] </inputs> <task> Build the annual reporting calendar: what goes to whom on which date, the prep owner and lead time per item, data freeze dates, and a checklist per deliverable. </task> <constraints> - One monthly send date that never moves, chosen after the data is reliably closed. - Every item has a prep owner and a stated lead time in days. - Include audit, tax, and valuation deadlines as dated placeholders even if the exact dates are unknown. </constraints> <format> Return the calendar table by month plus the per-deliverable checklist with owners and lead times. </format>

Builds a month-by-month investor reporting calendar with owners, lead times, and data freeze dates.

๐Ÿ’ก

Pro tip: Pick the send date after your data closes, then never move it. Investors calibrate to a rhythm, and a late update reads as bad news before they open it.

Frequently Asked Questions

A subject line with the key number, a short summary at the top, a metrics table that stays identical every month, what worked, what did not, team changes, cash and runway, and two or three specific asks. Most updates fail because the asks are vague and the metrics change shape from month to month.
Every prompt lists its inputs, so you control exactly what goes in. For sensitive figures you can scale all numbers by the same factor to keep the relationships intact, describe customers by segment instead of by name, and leave cap table detail out of anything except the ownership prompts.
A pitch deck persuades people who have not invested yet. An investor update informs people who already did, so the job changes completely: consistency beats persuasion, and the credibility comes from reporting the same metrics every month including the ones that look bad.
Under 600 words for a monthly update to a full list, around 200 words for angels, and 900 to 1500 for a quarterly or annual letter. The prompts here enforce those limits, because a long update that goes unread is worse than a short one that gets a reply.
Yes, and early. Investors who learn about a miss, a churned customer, or a shortening runway from you can help. Investors who learn it two quarters later stop trusting the good numbers too. The prompts in the bad news category give you a structure that pairs every problem with the action already underway.
Yes. All 50 prompts are free to copy and adapt, and the template builder prompt is designed so you can turn them into one reusable format your company keeps using every month.

Prompts are the starting line. Tutorials are the finish.

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