stock-option-grant
Drafts Stock Option Grant Agreements for ISOs or NQSOs under a company's equity incentive plan. Covers vesting, exercise mechanics, termination, tax (IRC §422/§409A), securities compliance, and change-in-control provisions. Use when drafting option grants, equity compensation agreements, or stock option award letters.
Best use case
stock-option-grant is best used when you need a repeatable AI agent workflow instead of a one-off prompt.
Drafts Stock Option Grant Agreements for ISOs or NQSOs under a company's equity incentive plan. Covers vesting, exercise mechanics, termination, tax (IRC §422/§409A), securities compliance, and change-in-control provisions. Use when drafting option grants, equity compensation agreements, or stock option award letters.
Teams using stock-option-grant should expect a more consistent output, faster repeated execution, less prompt rewriting.
When to use this skill
- You want a reusable workflow that can be run more than once with consistent structure.
When not to use this skill
- You only need a quick one-off answer and do not need a reusable workflow.
- You cannot install or maintain the underlying files, dependencies, or repository context.
Installation
Claude Code / Cursor / Codex
Manual Installation
- Download SKILL.md from GitHub
- Place it in
.claude/skills/stock-option-grant/SKILL.mdinside your project - Restart your AI agent — it will auto-discover the skill
How stock-option-grant Compares
| Feature / Agent | stock-option-grant | Standard Approach |
|---|---|---|
| Platform Support | Not specified | Limited / Varies |
| Context Awareness | High | Baseline |
| Installation Complexity | Unknown | N/A |
Frequently Asked Questions
What does this skill do?
Drafts Stock Option Grant Agreements for ISOs or NQSOs under a company's equity incentive plan. Covers vesting, exercise mechanics, termination, tax (IRC §422/§409A), securities compliance, and change-in-control provisions. Use when drafting option grants, equity compensation agreements, or stock option award letters.
Where can I find the source code?
You can find the source code on GitHub using the link provided at the top of the page.
SKILL.md Source
# Stock Option Grant Agreement Drafts a binding option grant agreement governing ISO or NQSO issuance, integrated with the company's equity incentive plan. ## Prerequisites Collect before drafting: - [ ] Adopted equity incentive plan (with amendments) - [ ] Board/committee resolution (grant date, share count, exercise price, recipient) - [ ] Certificate of incorporation + bylaws (authorized shares, stock classes) - [ ] Recipient's employment/consulting agreement (equity, acceleration, post-termination terms) - [ ] Cap table context (stockholders' agreement, ROFR/co-sale/drag-along) - [ ] 409A valuation (private) or closing price (public) establishing FMV at grant date - [ ] Insider trading / equity admin policies (if any) ## Quick Start 1. Confirm option type: **ISO** (§422) or **NQSO** — tax treatment diverges significantly 2. Verify exercise price meets FMV floor (100% FMV for ISO; 110% for >10% shareholders) 3. Draft agreement sections below in order 4. Cross-check acceleration terms against all existing agreements ## Document Sections ### 1. Caption & Recitals Include: grant date (from board resolution), company legal name + state, optionee name, plan title with adoption/amendment dates, "Subject to and governed by the Plan" incorporation clause. ### 2. Definitions | Term | Requirements | |---|---| | Option | ISO (§422) or NQSO; if ISO, savings clause converting excess to NQSO | | Shares | Class of stock (typically common) | | Continuous Service | Employee/director/consultant; parent/subsidiary service treatment | | Exercise Price | Per-share price + FMV methodology | | Vesting Commencement Date | Grant date, hire date, or specified date | | Cause | Dishonesty, fraud, felony, fiduciary breach, material policy violation | | Change in Control | Merger, asset sale, stock sale, board change — with threshold percentages | ### 3. Grant Terms - [ ] Number of shares and exercise price per share - [ ] ISO: exercise price ≥ 100% FMV (110% for >10% shareholders) - [ ] NQSO: exercise price ≥ FMV (§409A compliance) - [ ] Maximum term: 10 years (5 years for >10% shareholder ISOs) ### 4. Vesting Schedule Standard four-year structure: ``` Cliff: 12 months — 0% before first anniversary Year 1: 25% on first anniversary of Vesting Commencement Date Years 2–4: 75% in 36 equal monthly installments Condition: Continued Service through each vesting date ``` For performance vesting: specify milestones, verification method, certification process. **Acceleration provisions:** | Trigger | Type | Effect | |---|---|---| | Change in Control alone | Single-trigger | Specify % or full acceleration | | CiC + qualifying termination (12–18 mo) | Double-trigger | Specify % or full acceleration | | Death or Disability | Single-trigger | Per plan terms | | Involuntary w/o Cause (no CiC) | If applicable | Per employment agreement | Confirm alignment with separate employment/severance/CiC agreements. ### 5. Exercise Procedures **Payment methods** (include all that apply): cash/check, broker-assisted cashless, net exercise/share withholding, stock swap. **Post-exercise delivery:** book-entry or certificate; private companies add securities law + stockholders' agreement legends; public companies add lock-up obligations. ### 6. Termination Matrix | Scenario | Unvested | Vested — Exercise Period | |---|---|---| | Cause | Immediate termination | Immediate termination | | Voluntary resignation | Immediate termination | 30–90 days (not beyond max term) | | Involuntary w/o Cause | Terminate (unless acceleration) | 90 days (or per agreement) | | Death | Terminate (unless acceleration) | 12 months; estate/beneficiary exercises | | Disability | Terminate (unless acceleration) | 12 months | **Change in Control treatment:** 1. Assumed/substituted → vesting continues (+ acceleration terms) 2. Not assumed → full vesting pre-closing; limited exercise window 3. Cash-out → cancellation for spread payment 4. All CiC provisions must comply with §409A ### 7. Tax Provisions **NQSO:** Ordinary income at exercise (FMV − exercise price); income + employment tax withholding required; withholding is condition-precedent to exercise. **ISO:** No ordinary income if holding periods met (2yr from grant + 1yr from exercise); AMT adjustment = spread at exercise; require disqualifying disposition notice to company. **Reporting:** W-2 (employees), 1099 (consultants), Form 3921 (ISO exercises), Form 3922 (ESPP). ### 8. Securities Law Compliance - [ ] Unregistered shares; issued under §4(a)(2), Rule 701, or Reg D - [ ] Investment representations (acquiring for investment, not distribution) - [ ] Transfer restriction (non-transferable except by will/intestacy) - [ ] Reference stockholders'/ROFR/co-sale/drag-along agreements - [ ] §16 officers/directors: Rule 16b-3 compliance ### 9. Administrative Provisions - [ ] Governing law (state of incorporation) - [ ] Severability; plan controls over agreement; administrator interpretations final - [ ] Amendment requires written consent; company may amend unilaterally for §409A/securities/tax compliance - [ ] Notice mechanics with delivery method + deemed-received timing - [ ] At-will acknowledgment; data privacy consent - [ ] International addendum placeholder for non-US optionees ### 10. Execution & Exhibits **Signatures:** Company authorized officer + optionee, with dates. **Optionee acknowledgment:** receipt of plan document, opportunity to consult advisors, understanding option is subject to agreement and plan. **Exhibit A — Grant Summary:** ``` Grant Date: [DATE] Option Shares: [NUMBER] Exercise Price Per Share: $[PRICE] Option Type: [ISO / NQSO] Vesting Commencement: [DATE] Vesting Schedule: [CLIFF + MONTHLY/QUARTERLY] Expiration Date: [DATE] ``` ## Critical Rules - **ISO $100K limit:** Annual vesting cap of $100,000 FMV (measured at grant) first exercisable per year; excess auto-converts to NQSO [IRC §422(d)] - **§409A floor:** NQSO exercise price must never be below FMV at grant — discounted options trigger immediate taxation + 20% penalty - **Private company valuation:** Require current 409A valuation; safe harbor = independent appraisal within 12 months - **>10% shareholder ISOs:** 110% FMV exercise price + 5-year max term [IRC §422(c)(5)] - **Tax disclaimer:** Do not draft tax advice as legal advice — include disclaimer directing optionee to personal tax advisor - **Preferred stock check:** If company has outstanding preferred, confirm common stock class and any anti-dilution or protective provisions affecting option shares - **Acceleration conflicts:** Cross-check all acceleration terms against existing agreements
Related Skills
writing-grant-applications-research
Structures NIH/foundation grant applications with specific aims, significance, and innovation sections. Use when writing research grants, preparing NIH applications, or structuring grant proposals.
stock-purchase-agreement
Drafts a Stock Purchase Agreement for 100% stock acquisitions in middle-market M&A transactions. Covers purchase price with working capital adjustments, escrow, earnouts, seller reps and warranties with disclosure schedules, indemnification, restrictive covenants, and closing mechanics. Trigger keywords: "stock purchase agreement", "SPA", "stock acquisition", "definitive purchase agreement", "M&A closing document", "share purchase".
stock-ledger-certificates
Drafts stock ledger and certificate packages for U.S. corporations, including master equity ledger, certificate templates, transfer procedures, and officer certification. Extracts capitalization data from formation documents. Use when forming a corporation, issuing initial shares, or establishing equity ownership records.
option-to-purchase
Drafts Option to Purchase Real Estate agreements granting an optionee the exclusive right to buy property within a specified timeframe. Trigger when user needs a real estate option agreement, purchase option, right-to-purchase contract, or option-to-buy instrument for residential transactions.
grant-warranty-deed
Drafts execution-ready Grant Deeds and Warranty Deeds for residential real property transfers, enforcing state-specific granting language, legal descriptions, covenant selection, and recording compliance. Use when preparing grant deeds, warranty deeds, property conveyances, title transfers, or real estate closing documents. Trigger keywords: grant deed, warranty deed, property conveyance, title transfer, deed of conveyance, real property transfer, recording deed.
grant-agreement
Drafts U.S. grant agreements for philanthropic fund transfers between grantors and nonprofit grantees. Enforces IRC § 4945 expenditure responsibility, 501(c)(3) compliance, permitted-use restrictions, milestone disbursements, reporting obligations, and clawback rights. Use when drafting grant award letters, corporate giving agreements, nonprofit funding agreements, or foundation grant contracts.
adoption-summary
Produces structured U.S. adoption-law summaries for litigation and client-facing use. Use when asked to summarize adoption law, draft pre-filing research briefs, create jurisdiction-specific issue memoranda, or prepare client education documents. Triggers: adoption summary, domestic adoption, intercountry adoption, Hague adoption, foster care adoption, TPR in adoption, stepparent/relative adoption, post-adoption rights.
adoption-petition
Drafts a Petition for Adoption for U.S. family law courts (stepparent, relative, agency, independent). Use when drafting adoption petitions, initiating adoption proceedings, or preparing pre-filing adoption pleadings.
pricing-equity-options
Structures equity option pricing with Black-Scholes, binomial models, and implied volatility analysis. Use when pricing options, calculating Greeks, or analyzing implied volatility.
managing-concentrated-stock-positions
Evaluates strategies for concentrated equity positions with tax-efficient diversification and hedging analysis. Use when managing concentrated positions, planning diversification, or evaluating hedging strategies.
analyzing-exotic-options
Structures exotic option analysis with barrier, Asian, lookback, and digital option pricing methodologies. Use when pricing exotic options, modeling path-dependent payoffs, or analyzing exotic structures.
structuring-tracking-stock-arrangements
Designs tracking stock structures with attributed business economics, intergroup arrangements, and value realization mechanics. Use when evaluating tracking stocks, analyzing attributed value structures, or assessing partial separation alternatives.