1---2name: ecvc-draft-convertible-note-purchase-agreement3description: Drafting an execution-ready convertible note purchase agreement requires precise capitalization definitions, cross-checking cap table arithmetic, sequencing conversion with other outstanding convertible instruments, obtaining or representing lender consent under existing debt covenants, and disclosing insider conflicts under the applicable corporate law interested-director framework.4---56# Skill: Draft Convertible Note Purchase Agreement78## 1. Subject-matter triage910- Identify the governing form, any attached term sheet, the company capitalization support, and every referenced transaction document before drafting.11- Confirm whether the note is a single-investor or multi-investor closing, whether any purchaser is affiliated with management or the board, and whether the note sits alongside other convertible or debt instruments.12- Determine at the outset whether any exhibit, schedule, board consent, or disclosure package must align with the main agreement, because the memo must flag cross-document mismatches, not merely standalone drafting issues.1314## 2. Failure modes the skill is correcting1516- The capitalization definition is left ambiguous, which makes downstream conversion price calculations contestable and propagates into any analysis involving other convertible securities.17- The interaction with other outstanding convertible instruments that will also convert in the same financing is not addressed, leaving open an ordering or circularity problem in the denominator.18- Debt-incurrence covenants in existing financing documents are ignored, so the note issuance is drafted without the necessary consent or no-restriction representation.19- Interested-director or insider-purchase issues are omitted, creating avoidable validity risk in the board approval record and the agreement recitals.20- Maturity conversion mechanics are under-specified, leaving the company without a clean path for conversion at the note’s end date or a clear interaction with organizational documents.21- MFN language, if used, is overbroad or internally inconsistent, making the holder election mechanics impossible to administer.22- The agreement, note, exhibits, and schedules do not cross-check cleanly, so the operative documents contradict one another on amounts, dates, or defined terms.2324## 3. Legal frameworks / domain conventions that apply2526- Cap table arithmetic must be verified before drafting; outstanding shares, reserved shares, and convertible instruments must reconcile across the support materials, and any discrepancy must be flagged before finalization.27- Company capitalization should be defined with precision, including whether it is pre-money or post-money and whether converting instruments are included in the denominator; see the agreement’s defined terms and conversion mechanics.28- Conversion sequencing must be internally coherent if multiple instruments convert in the same financing; the agreement should state the ordering rule or aggregate treatment and avoid circular definitions.29- Existing debt covenants must be checked against the issuance; if a negative covenant or consent right is implicated, the agreement should include a representation, covenant, or disclosure tied to the relevant credit document.30- Interested-director transactions should be handled under the applicable corporate law framework, including the statutory safe harbor or cleansing procedure that governs board approval and disclosure.31- Maturity conversion should be drafted consistently with the note terms and the organizational documents, including any required stockholder approval, charter authority, or class rights mechanics.32- MFN provisions should be limited to a workable election right and should not permit selective stacking of the most favorable fragments across multiple prior notes.33- For any legal proposition stated in the agreement or issues memo, cite the controlling authority or governing document section that supports the position, whether it is a statute, charter provision, financing covenant, or other controlling source.3435## 4. Analytical scaffolds3637- Start with a document map: agreement, note form, schedules, exhibits, closing deliverables, and any referenced corporate approvals or third-party consents.38- Define every operative term once and test that the same term is used identically in the purchase agreement, note, and schedules.39- Reconcile the purchase price, principal amount, purchaser identity, closing date, and note terms across all source documents before drafting the final execution version.40- Cross-check conversion mechanics against the capitalization support: confirm the denominator, inclusion or exclusion of convertible instruments, and the treatment of other same-round securities.41- Test the issuance against existing debt documents: identify any consent requirement, issuance prohibition, or notice obligation, then reflect it in the representations, conditions, or closing deliverables.42- If any purchaser is a director, officer, or affiliate, draft the disclosure and board approval record so the conflict is affirmatively addressed rather than implied away.43- Draft maturity and default provisions so the conversion path, repayment path, and holder remedies are mutually consistent.44- If an MFN right appears, define the comparison set, the election mechanism, and the timing of the election with enough specificity to prevent cherry-picking or administrative ambiguity.45- Prepare the issues memorandum as a cross-document diagnostic: each item should identify the mismatch, the affected documents, the practical consequence, and the proposed fix.46- Treat the agreement as the primary deliverable and the issues memorandum as secondary; complete the executable agreement and its exhibits/schedules first, then memorialize open points and conflicts in the memo.4748## 5. Vertical / structural / temporal relationships4950- Identify whether the financing is a bridge round, a rolling closing, or a single closing, and align the closing mechanics, funding dates, and signature blocks accordingly.51- Track relationships across time: signing, funding, note issuance, conversion trigger, maturity, and any post-closing notice or filing deadline.52- Track relationships across documents: the purchase agreement, note, board consent, purchaser schedule, capitalization schedule, and any disclosure schedule must all tell the same story.53- When more than one purchaser exists, enumerate each purchaser and each funded amount separately before drafting the schedule or memo, rather than collapsing them into a generic investor population.54- When more than one outstanding convertible or debt instrument is in scope, treat each as a separate comparison item for purposes of conversion sequencing, covenant analysis, and disclosure consistency.55- If only one purchaser, one note, or one financing tranche exists, say so expressly and state that the drafting assumptions are single-issuer, single-closing, and single-instrument unless the source documents indicate otherwise.5657## 6. Output structure conventions5859- Produce an execution-ready convertible note purchase agreement with operative terms, signature blocks, exhibits, and schedules integrated into one cohesive draft.60- Include the note as an exhibit and keep defined terms consistent between the agreement and the note text.61- Include a purchaser schedule that captures each investor’s identity, principal amount, and closing timing in a form ready for execution.62- Include any disclosure or approval schedule needed to memorialize conflicts, consents, or other closing conditions.63- Prepare a separate issues memorandum that flags cross-document inconsistencies, ranks their practical importance using a clear ordinal severity scale defined at the top, and explains the downstream effect of each issue.64- For each issue, state the affected source document, the controlling authority or governing document provision, and the recommended fix.65- End the memo with a Recommended Actions section that assigns each action to a responsible role and ties it to the signing, closing, or post-closing milestone.66- Before finalizing, confirm by name that the agreement file is complete, non-empty, and contains operative clauses and attachments, and that the memorandum file is complete, non-empty, and contains actual issues and recommendations rather than a summary of the draft.