03·GLOSSARY·FUNDRAISING INSTRUMENTS

Option pool,
and the shuffle founders do not see coming.

The option pool is equity reserved for employee stock options. Everyone agrees you need one. The fight is when it gets created — before or after the new money — and who absorbs the dilution. Pre-money pool creation is called the option pool shuffle. It is one of the most common ways founders lose extra points at Series A without a line item they recognise.

Reading time: 8 minutes. Worked example: $15M pre with a 15% pool carved pre-money vs post-money — several percentage points of founder dilution hinge on one term-sheet phrase.

03.10·WHAT IT IS

Equity set aside for hires,
not equity set aside for founders.

The option pool (employee option pool, ESOP) is a block of shares reserved for future employee grants. You need it to hire — especially senior engineers and executives who expect equity. Investors want you to have one before they price the round, because they do not want their ownership diluted by a pool created right after they invest.

The pool is not free. It comes out of someone's ownership. The question is whose. Pre-money pool creation dilutes existing shareholders — usually founders — before the new investor's money enters. Post-money pool creation shares the dilution between founders and the new investor. Same pool size, different split. That difference is the option pool shuffle.

Typical pool targets at seed/Series A: 10–20%, with 15% the most common default in US-style term sheets. The right size is what your 12–18 month hiring plan requires — not a round number an investor copied from another deal.

03.10·MECHANICS

Pre-money vs post-money pool,
and who pays for the shuffle.

In a priced round, the term sheet states: "15% option pool" and whether the pool is included in the pre-money valuation or carved out after. Pre-money inclusion is the shuffle — the pool is created by diluting only the existing cap table before the new money is calculated.

Pre-money shuffle: investor says "$15M pre with a 15% pool included in pre." Founders dilute to create the pool first; then the investor buys their stake. The investor's percentage is calculated on a cap table that already includes the pool — founders paid 100% of the pool dilution.

Post-money pool: investor says "$15M pre, 15% pool created post-money." Founders and investor share the dilution from the pool. Founders keep more — how much more depends on the round size and pool %, but the gap is never zero.

This is standard Series A negotiation, not edge-case lawyering. Most founders only learn the phrase after their first term sheet. By then, the investor has anchored on pre-money inclusion because it is industry default — which is not the same as non-negotiable.

03.10·WORKED EXAMPLE

$15M pre, 15% pool —
pre-money shuffle vs post-money carve.

You agree a $15M pre-money valuation and a 15% option pool. You and your co-founder currently own 100% (simplified — no prior investors). A new investor puts in $5M.

Scenario A — 15% pool included in pre-money (shuffle): the pool is carved from the existing cap table before the investment. Founders drop from 100% to 85% to create the pool. Then the investor buys $5M at $15M pre on that diluted base. Post-money ≈ $20M. Investor ownership ≈ $5M ÷ $20M = 25.0%. Founders ≈ 63.75% (85% × 75%). The pool is 15%.

Scenario B — 15% pool created post-money: investor buys $5M at $15M pre first → investor ≈ 25.0%, founders ≈ 75.0% on a $20M post-money cap table. Then the 15% pool is created, diluting everyone. Founders ≈ 63.75% (75% × 85%), investor ≈ 21.25% (25% × 85%), pool 15%.

Founder ownership is similar in these simplified numbers — the investor pays in Scenario B (21.25% vs 25.0%). The shuffle's cost shows up in effective price per share and in who bears dilution when the pool is expanded later. The more common founder surprise: Scenario A with an oversized pool. Push to 20% pool pre-money when 12% would cover hires, and founders lose an extra 5 percentage points they never budgeted — because the pool was never tied to a hiring plan.

03.10·DECISION FRAMEWORK

Four questions before you accept the pool line,
in the term sheet.

  • 1. What does your 12–18 month hiring plan actually require?

    Build a bottom-up option budget: roles, grant sizes, vesting. If you need 12% for planned hires, do not accept a 20% pool because the template says so. Every extra point is founder dilution.

  • 2. Is the pool included in pre-money or carved post-money?

    Push for post-money pool creation or a smaller pre-money inclusion. This is negotiable. Investors will push back; that is the conversation. Silence means you accepted the shuffle.

  • 3. Are you including unallocated pool in the valuation conversation?

    A $15M pre with 15% pool pre-money is not the same effective valuation as $15M pre with no pool. Compare deals on fully-diluted basis, not headline pre.

  • 4. What happens at the next pool refresh?

    Series B will refresh the pool. Track how much was actually granted vs reserved. Unused pool that inflated dilution at Series A is a common founder regret.

Default: size the pool to the hiring plan, negotiate post-money carve when you can, and model fully-diluted ownership — not headline pre-money — before you sign the term sheet.

03.10·HOW PRISM FLAGS THIS

Prism extracts pool size and timing
from term sheets and flags the shuffle.

Upload the term sheet or SPA. Prism extracts: option pool size (%), whether the pool is included in pre-money valuation, refresh triggers, and any "promised" grants that should reduce the required pool. It models founder ownership post-close and compares pool size to your playbook ceiling.

The output flags oversized pools ("20% pool vs 12% playbook max for current headcount") and pre-money shuffle structures when your playbook requires post-money treatment. Severity reflects how many points of founder dilution are at stake — not whether option pools exist at all.

Every term sheet has a pool line. Most founders read the valuation line first. Prism reads both — because the shuffle lives one line below.

03.10·NEXT

Want Prism to flag the pool shuffle
before you sign the term sheet?

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03.10·RELATED TERMS

Other fundraising terms worth understanding before you sign.

Startup dilution — where the option pool fits in the fully-diluted math you should model before signing.

Priced round vs SAFE — the option pool shuffle appears in priced rounds — SAFEs defer the conversation until conversion.

Post-money vs pre-money SAFE — pre-money vs post-money shows up again in pool timing — same concept, different document.

If there's a term you're trying to understand right now and it's not here, tell us — the order we write these in is driven by what founders ask for.