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Turn a deal into a one-page board summary
Compresses a signed-or-nearly-signed agreement into the page a board actually votes from: headline economics, three ranked risks, what is still open, and a recommendation with checkable conditions.
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Headline. $25M Series C preferred financing led by Sequoia at $120M pre-money / $145M post, funding roughly 22 months of runway at current burn; targeted signing May 30.
Economics.
1. Price: $120M pre-money, $8.41 per share. Existing common is diluted from 61% to 46.9% fully diluted, assuming the recut option pool below: the Series C takes 25 ÷ 145 = 17.2%, the pool takes 12%, and the 70.8% that remains splits among pre-round holders outside the pool, of which common is 61 ÷ 92. Founders drop below majority common for the first time.
2. Liquidation preference: 1x non-participating, with participation up to a 2x cap on a change of control. In a sale under about $40M, the Series C takes essentially the whole outcome and common receives nothing.
3. Option pool recut to 12% post-financing from 8%. The 4-point increase comes out of the pre-money, so it costs existing holders roughly $4.8M of value, the most expensive term on this page and the one least likely to be discussed.
Top risks.
1. *Pay-to-play (§ 4.7).* If an existing preferred holder does not participate pro rata in the next round, its shares convert to common and it loses its preference. Trigger: a down round or a slow inside round. Two of our Series A holders are winding down their funds and are unlikely to participate.
2. *Drag-along (§ 6.2).* Triggered at 60% of preferred voting together plus a majority of common. Sequoia plus the Series B holders reach 60% without us. Trigger: an acquisition offer the founders oppose.
3. *Protective provisions (§ 5.1(c)).* The Series C consents separately to any annual operating budget. Trigger: the first budget cycle after closing. This converts a board matter into an investor veto.
Still open.
- Founder acceleration on change of control. Sequoia proposes single-trigger; we propose double-trigger. Status: their counsel holds the pen, response expected May 16.
- Scope of the protective-provisions basket. We are pushing to strike the budget consent. Status: our redline sent May 12, no response.
- Indemnification of the investor-designated director. Status: open, low value, likely conceded.
Approvals required.
- Board approval and stockholder approval of the charter amendment creating the Series C [VERIFY - confirm the required vote against Article IV of the current certificate].
- Series A and Series B protective-provision consents for a new senior series [VERIFY - confirm against § 5.1 of the existing certificate of designations, which I did not have].
- Two directors are Series B designees whose fund is participating in this round. Consider whether DGCL § 144 disinterested-director procedure applies [VERIFY].
Recommendation. Approve subject to (a) double-trigger acceleration for the four founders and the CTO, (b) deletion of the annual budget from § 5.1(c), and (c) receipt of written Series A and Series B consents before signing. If (b) is not obtainable, management should return to the board rather than sign. It is a governance change, not a price term.
Counsel's notes
Assumptions I made. The 12% pool is post-money and comes out of the pre-money valuation [verify - the term sheet says "post-financing" but does not say who bears it]. The fully diluted denominator includes all outstanding options and the full unissued pool [verify - the $8.41 per-share figure depends on this]. No side letter exists granting Sequoia additional information or pro rata rights [verify - you did not paste one, and there almost always is one].
Where this is weakest. "Costs existing holders roughly $4.8M of value" is my arithmetic on assumed inputs, not a figure from the documents; if the denominator is different, so is that number. Second: "Sequoia plus the Series B holders reach 60% without us" depends on a cap table I have not seen.
What only you can decide. Whether to recommend clean approval or conditional approval. Clean approval keeps the May 30 signing and avoids signaling to Sequoia that the board is unsettled, but leaves no record that the board weighed the budget-consent provision, which is the term most likely to be litigated internally in eighteen months. Conditional approval documents the board's judgment and gives you leverage to strike § 5.1(c), at the cost of a week and the risk that Sequoia reopens the pool size in exchange. Also yours: whether the two Series B designees should recuse rather than merely disclose, which is a cleaner record and costs you two votes you probably want.
What would make this materially better. (1) The current certificate of incorporation and certificate of designations: they determine every approval flagged above. (2) The cap table with the exact fully diluted denominator, which fixes the per-share price and the dilution figures. (3) Any side letter. (4) What the board was told in the March update about expected dilution, so this page does not contradict it.
Why this prompt is built the way it is
## Framework
1. **Headline is the vote.** Deal type, counterparty, and the operative number in one sentence.
2. **Numbers survive compression exactly.** Every figure carries its units and its date. An inconsistency in the source gets flagged, not resolved silently.
3. **Three economic drivers, explained by consequence.** What the term does under a bad outcome, not what it is called.
4. **Three risks ranked by consequence**, each with the trigger that would set it off.
5. **Every open issue with a status and an owner.** Directors approving a moving document need to know what is moving.
6. **Approvals the deal triggers** (class votes, interested-transaction procedures, charter amendments, consents), flagged for confirmation against the charter and bylaws.
7. **One recommended action, with conditions specific enough to check off.**
8. **Written for the least technical director in the room.** One page. Cut adjectives before you cut numbers.