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A companion to the FNDN Series edition "5 things a Head of People must know about equity". This page holds the detail that didn't fit in the article: the key terms, the sums, the benchmarks, and what to tell people at each stage. It's a design and communication guide. It isn't tax, legal or financial advice, so check local rules with an adviser before you act.

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The key terms

Term What it means Why a Head of People cares
Equity Ownership in the company, granted as shares or as the right to buy shares It's part of total reward, so it sits in your offers and your budget
Option The right to buy a share later at a fixed price Most startup employees get options, not shares
Strike price (exercise price) The fixed price an option holder pays to buy each share The gap between strike and share price is where the value sits
Fair market value (FMV) The independent tax value of an ordinary (common) share. In the US this is the 409A valuation Usually sets the strike price, and sits well below what investors paid
Common vs preferred shares Investors usually hold preferred shares with extra rights, like being paid first at a sale. Employees hold common Explains why FMV can be 60–90% below the investor price at early stages
Fully diluted shares Every share that exists or could exist: issued shares, granted options and the unallocated pool The only honest base for working out ownership %
Ownership % Options Γ· fully diluted shares It’s often more accurate to think in terms of % rather than $
Option pool The shares set aside for employees. Split into allocated (granted) and unallocated (still available) When the unallocated pool runs out, you can't make offers
Vesting Earning your options over time, usually 4 years The main retention lever in a grant
Cliff The first period before anything vests, usually 1 year Anyone leaving before the cliff gets nothing
Vesting commencement date The date vesting starts, ideally the start date Check it matches what the offer letter says
Exercise Paying the strike price to turn options into shares Costs real money, and can trigger tax
Post-termination exercise window How long a leaver has to exercise vested options, often 90 days Short windows push leavers into a hard financial decision
Good and bad leaver Rules that decide what a leaver keeps, depending on how they leave Harsh bad-leaver terms damage trust and get talked about
Acceleration Faster vesting on a defined trigger. Some companies accelerate vesting on a sale, for example (so people get to cash their full grant vs just whats vested)
Dilution Your % shrinking as new shares are issued, usually at each funding round Explain it up front so it's never a surprise
Liquidity event A moment when shares can be sold: a sale, an IPO or a secondary sale Until one happens, equity is paper value
Liquidation preference Investors' right to get their money back first at a sale At a modest exit, it can leave little for common shareholders
Refresh grant An extra grant to an existing employee, often from year 2–4 Keeps unvested value ahead of people after the new-hire grant runs out
Promotion top-up A grant that brings a promoted person up to the grant for their new level Stops promoted people holding less than new hires
RSU Restricted stock unit: a promise of shares with no strike price Common at late-stage and public companies, rare early on
Burn rate How fast the pool is being used Your early warning that the pool won't cover the hiring plan

The sums every Head of People should be able to run

Ownership % Options Γ· fully diluted shares.

Today's paper value Options Γ— (latest preferred price βˆ’ strike price).

Value at tax price Options Γ— (FMV βˆ’ strike price). Usually close to zero for new grants, because the strike is normally set at FMV.

Cost to exercise Options Γ— strike price.

Worked example: why option counts mislead

Offer A Offer B
Stage Series A Series C
Options 10,000 5,000
Strike price $1.00 $6.00
Investor price $4.00 $20.00
Fully diluted shares 40,000,000 120,000,000
Ownership 0.025% 0.004%
Paper value today $30,000 $70,000

Offer A has twice the options and a larger slice of a smaller company. Offer B is worth more than twice as much today. Neither number tells you the risk. That's a judgement about the company, and it's the part candidates most need help to think through.

Checking your pool covers the hiring plan

Run this at least once a year, and again before every funding round.

  1. List the hires in the next 12–24 months by level.
  2. Multiply each by your new-hire grant for that level.
  3. Add expected promotions (the top-up for each) and refresh grants.
  4. Subtract expected forfeitures: unvested options from leavers, and vested options leavers don't exercise in time. These return to the pool.
  5. Compare the total to the unallocated pool.
  6. If it doesn't cover the plan, raise it with your CEO and CFO now. A pool top-up is easiest to agree as part of a funding round.