Prompt Library

Keep your cap table current and model dilution for the next round

Every month, and whenever a new SAFE, note, or option grant is signed, Sai updates your cap table from the documents themselves and republishes a dilution calculator — so the sliders start from what you actually own today.

The PROMPTS
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On the first of every month, and whenever a new signed document appears in [Drive folder URL], update my cap table and republish the dilution model. The cap table lives in the Google Sheet at [sheet URL]. Signed SAFEs, convertible notes, option grants, and stock purchase agreements are saved as PDFs in [Drive folder URL]. For each document not yet on the cap table, read the terms from the document itself: holder, instrument, amount, valuation cap, discount, interest rate, pre- or post-money SAFE, share count, and vesting. Add it as a row with a link to the source PDF. If a term is missing or ambiguous, add the row with that field marked Needs review — never fill a term in from a typical value. Then build an interactive web page, one page, with: the current fully diluted cap table by holder; a pie chart of current ownership; sliders for next-round pre-money valuation, amount raised, and target post-round option pool; and a second pie chart that updates live as the sliders move, showing ownership after all SAFEs and notes convert and the round closes. Show founder ownership as a single number above the charts. Model post-money and pre-money SAFEs according to their own mechanics, accrue interest on notes to the modeled closing date of [date], and size the option pool top-up into the pre-money unless I say otherwise. Add a changes section listing what was added since last month. State the calculation method in a footnote, and add a line that this is a model, not legal or tax advice. Keep each month's version at its own link.
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Platforms this prompt works across

Most founders can tell you their ownership percentage, and most of them are wrong by a few points. Not because the maths is hard, but because the number in their head was computed before the last two SAFEs, before the senior hire's grant, and before anyone did the option pool top-up the next lead will ask for. A dilution calculator is only as good as the cap table you feed it, and the cap table is the thing that quietly goes stale between rounds.

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What this recurring task does

Once a month, and whenever a new document is signed, Sai reads the signed SAFEs, notes, and grants in your equity folder, adds anything new to your cap table with a link to the source PDF, and republishes an interactive dilution model. The model opens in a browser: sliders for the next round's valuation, raise, and pool size, with an ownership chart that moves as you drag them. The starting point is always the real cap table as of today, not a set of numbers typed into a blank form.

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How each instrument dilutes you

Most dilution surprises come from treating every SAFE the same way. They are not.

★ HOW EACH INSTRUMENT DILUTES YOU

InstrumentHow it convertsWho it actually dilutes
Post-money SAFEOwnership fixed at investment ÷ post-money valuation capFounders and earlier holders — including by every later SAFE
Pre-money SAFEConverts at the cap divided by pre-money fully diluted sharesEveryone, SAFE holders included, as more SAFEs stack up
Convertible notePrincipal plus accrued interest, at the lower of cap or discountLike a SAFE, but the amount converting grows with time
Option pool top-upNew pool is usually sized into the pre-money of the next roundExisting holders only — the new investor is not diluted by it
Priced roundNew shares at price per share = pre-money ÷ fully diluted sharesEveryone pro rata, after all SAFEs and notes convert first
Pro rata rightsEarlier investors may buy into the new round to hold their %Shrinks the allocation left for new investors, not your %

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What the model shows

One page: today's fully diluted cap table by holder, a pie chart of current ownership, and a second chart for the post-round picture that updates live. Founder ownership sits above both as a single number, because that is the one you will be asked about. A changes section lists what was added since the previous month, so the jump between two versions is explained rather than mysterious.

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What happens on the second run

Documents already on the cap table are skipped, so only new signatures are read. Every row keeps a link to the PDF it came from, which means any number in the model can be traced to a document in one click. A term the document does not state clearly is marked Needs review instead of being filled in with a typical value — a cap table with an honest gap is safer than one with a plausible guess. Each month's model stays at its own link, so you can see exactly what the table looked like before a given round.

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Where this fits

Ownership is one half of the founder's monthly view; the operating half — ARR, retention, runway, and risk — is the weekly executive briefing deck. For the mechanics of the standard instrument, Y Combinator's SAFE documents and user guide are the reference most modern cap tables follow. This model does not replace counsel or your cap table system; it makes sure you walk into the conversation with the right numbers.

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