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Operator guideEquity grants need a documented plan, individual grants approved by the board, and 409A-compliant exercise prices.
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Equity Grant Mechanics · File.Business

Equity grant mechanics. How to grant employee options.

Granting equity to employees involves several moving parts: an option plan adopted by the board, individual grant documentation, board approval of each grant, exercise price (set by 409A), vesting schedule, and various tax considerations. This guide walks through the mechanics.

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Key facts

Start here.

Key fact
Stock Option Plan

Board-adopted plan defining total option pool, terms, eligibility.

Key fact
Individual Grant

Granted via Option Agreement: number, type, strike, vesting.

Key fact
Board Approval

Each grant requires board action (consent or meeting).

Key fact
Exercise Price

Must be at or above 409A FMV.

Key fact
Vesting

Standard 4 years with 1-year cliff.

In depth

The full picture.

01

Adopt a Stock Option Plan

Board adopts a plan (e.g., 2026 Stock Plan). Defines: pool size (e.g., 2,000,000 shares), types of grants allowed (ISO, NSO), eligibility (employees, contractors, advisors), terms (exercise prices set per 409A, vesting schedules, expiration, etc.). Shareholders typically approve at the next shareholder meeting.

02

Individual Grant Documentation

Each grant uses an Option Agreement specifying: optionee, number of shares, type (ISO or NSO), exercise price (= 409A FMV at grant), vesting schedule, expiration date (typically 10 years from grant), termination provisions.

03

Board Approval

Each grant requires board action. Common: board adopts a written consent listing all grants for a period (e.g., monthly). Documented in board records.

04

Exercise Price (Strike)

For ISOs: must be at or above FMV at grant per 409A. For NSOs: same general rule, plus 409A penalties at the option holder level if below FMV.

05

Vesting

Standard 4 years with 1-year cliff. Variations: 5-year vesting at later-stage companies; immediate vesting for advisors; performance-based vesting for executives.

06

ISO vs NSO

ISO (Incentive Stock Option): favorable tax treatment for employees. Limited to $100k vesting per year per person. Only for employees. NSO (Non-Qualified Stock Option): no special tax. Available to non-employees. Both subject to 409A.

07

Tax Forms

Grant: no tax. Exercise: ISO no immediate tax (AMT consideration); NSO ordinary income on spread. Sale: ISO qualifying disposition = capital gain; NSO = capital gain on appreciation post-exercise.

08

Termination Provisions

Standard: vested options have 90 days post-termination to exercise. Unvested options forfeited. Some plans extend exercise window for good-leaver scenarios.

09

Common Mistakes

Granting options without an adopted plan. Below-FMV strike (triggers 409A penalties). Missing board approval. Granting ISOs to non-employees (invalid). Allowing exercise post-90-days without plan provision.

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FAQ

Common questions.

Do I need a stock option plan?
Yes, before granting options. Defines pool and terms.
Can I grant options to contractors?
Yes, but only as NSOs, not ISOs.
What is the typical vesting?
4 years with 1-year cliff. 25% at year 1; monthly thereafter.
How large should the option pool be?
10-15% of fully-diluted shares post-investment is typical for early-stage.
What happens to options when an employee leaves?
Vested: typically 90 days to exercise. Unvested: forfeited.
ISO vs NSO?
ISO: favorable tax for employees. NSO: no special tax, available to non-employees.
Do I need a 409A?
Yes, before granting options.
Cost to set up option plan?
Legal: typically $5,000-$15,000 to draft plan and grant documentation. Maintenance via cap table service.

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