An option grant is the formal board action of approving and issuing stock options to a recipient. It is documented by a board resolution authorizing the grant, a Notice of Grant delivered to the recipient, and a Stock Option Agreement specifying share count, strike price (set by the current 409A valuation), vesting schedule, expiration date, and option type (ISO or NSO). It is the formal transaction that converts an option-pool reserve into an actual employee equity grant, and the documentation must be correct or the grant's tax-favored treatment can be jeopardized.
The standard option grant process:
The critical documentation pieces: the board resolution must reference the grant date (the date the board approved); the Notice of Grant and Stock Option Agreement must match the resolution; the strike price must equal the current 409A FMV; the vesting schedule must be specified clearly. Errors in any of these (wrong strike price, missing resolution, mismatched documents) can create 409A compliance issues, lost ISO status, or future disputes.
Grant-size guidelines: standard grant-size guidelines tie grants to role and level. Examples for early-stage venture-backed companies: first engineer 1-3% of fully diluted, VP-level non-founder hire 1-2%, director-level 0.25-1%, senior individual contributor 0.1-0.5%, regular IC 0.05-0.2%. Numbers vary significantly by company stage, role criticality, and market dynamics. Refresh grants: standard practice at most venture-backed companies is annual refresh grants (additional grants on top of original) for retained employees, typically 25-50% of the original new-hire grant size, to maintain ongoing equity incentive as the original grant vests.
Option grants are the most-used equity transaction at most startups and the one where small mistakes create big problems later. The five things that have to be right: board resolution properly executed, strike price equal to current 409A FMV (don't grant on a stale 409A), Notice of Grant and Stock Option Agreement signed by both parties, vesting schedule clearly specified, ISO vs NSO designation correct. Use cap-table software from day one (Carta, Pulley, AngelList Stack); the documentation templates and workflow automations catch most of the common mistakes. The cost of doing this wrong: lost ISO status (employee tax surprise), 409A penalty tax (worse surprise), or unenforceable grant (employee dispute on departure). Spend the money on the software and the legal templates.
What founders get wrong: Granting options informally (verbal commitments, handshake equity, "we'll formalize it later") instead of running the proper grant process. The handshake grant doesn't actually exist legally; the formalization months later can create 409A issues if the strike price doesn't reflect the FMV when the promise was made. The right discipline: every equity promise gets formalized within 30 days of the verbal commitment, with proper board approval, correct strike price (current 409A), and signed documentation. Cap-table software makes this fast. The cost of doing it right is minimal; the cost of doing it wrong is hard to clean up.
Related: Stock Option · Option Pool · Option Strike Price · 409A Valuation · Cap Table
What is an option grant?
The formal action by the board of directors (or compensation committee) of approving and issuing stock options to a recipient. Documented by a board resolution, a Notice of Grant, and a Stock Option Agreement specifying share count, strike price, vesting, expiration, and option type.
What documentation does an option grant require?
Board resolution authorizing the grant, Notice of Grant delivered to the recipient (summary terms), Stock Option Agreement signed by both parties (full legal terms), acknowledgment of the Plan documents, and cap-table update. The board resolution must reference the grant date; documents must be internally consistent; strike price must equal current 409A FMV.
How big should an option grant be?
Depends heavily on company stage, role, and level. Rough early-stage venture-backed guidelines: first engineer 1-3% fully diluted, VP-level 1-2%, director-level 0.25-1%, senior IC 0.1-0.5%, regular IC 0.05-0.2%. Use stage-appropriate market data (Carta benchmarks, Option Impact, Pave) rather than guessing.
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