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Venture Capital puzzles, solved step by step

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  1. 004A founder owns 100% before a seed round that sells 20%. At the Series A the investor buys 25% and a 10% option pool is created, both measured post-money and both diluting existing holders. If the founder wants to keep at least 50% after the Series B, what is the most the Series B can sell?Dilution and ownership riddlesHardSeed and early-stage VCSeries A to C VC

    Try it first

    What does the founder own going into the Series B?

    Show the worked solution

    About 3.85% of the company. Seed leaves the founder at 80%. The Series A investor and the new pool take 35% of the post-money together, so existing holders keep 65%, and the founder goes to 52%. To stay at 50%, the founder can keep no less than 50 over 52 of the Series B cap table, so the Series B can sell at most 1 minus 50/52, about 3.85%.

    Why does dilution multiply rather than subtract?

    Think of a pizza you own whole. Give a friend a fifth and you keep four fifths. If the pizza is then cut again and newcomers take a third of every slice, you lose a third of what you still hold, not a third of the original pizza. Each round shrinks every existing holder by the same factor, so the founder's stake is the product of the factors, not 100% minus the percentages sold. Subtracting 20, 25 and 10 from 100 gives 45% and is wrong for exactly this reason.

    How do the Series A investor and the pool combine?

    Both are measured on the post-money cap table of the same round, so they come out of the same pie at the same time. Existing holders keep 100% minus 25% minus 10%, which is 65%, and the founder goes from 80% to 52%. Had the terms said the pool was created after the investor bought in, you would chain them instead, 0.75 times 0.90, and the founder would hold 54%. Asking which way the pool is measured is the question that separates candidates here.

    The Series A leaves the founder at 52%, so only 2 points of room remain100%Start80.0%After seed52.0%After Series A50.0%After Series B50%floorFounderSeedSeries APoolSeries BSeries B can sellat most 3.85%1 - 50/52Every stage shrinks all existing holders by the same factor: 0.80, then 0.65, then 0.9615.
    The founder falls from 100% to 80% at the seed and to 52% at the Series A, when the investor's 25% and the 10% pool come out together; a Series B selling 3.85% takes the founder to exactly 50%.

    How big can the Series B be?

    The Series B shrinks the founder by a factor of one minus whatever it sells. The founder stays at or above 50% only if 52% times (1 minus x) is at least 50%, which gives x of at most 1 minus 50/52, about 3.85%. That is a tiny round. In practice it tells you the founder's goal and a normal Series B, which often sells 15% to 25%, cannot both happen.

    The relationship
    0.80×0.65×(1−x)≥0.50  ⇒  x≤1−0.500.52≈3.85%0.80 \times 0.65 \times (1 - x) \ge 0.50 \;\Rightarrow\; x \le 1 - \frac{0.50}{0.52} \approx 3.85\%
    0.80what the founder keeps after the seed round
    0.65what existing holders keep after the Series A and the pool
    xthe share of the company the Series B sells
    What it says in wordsMultiply the keep-factors of every round and require the product to stay at or above one half.

    Where candidates lose it

    The classic loss is subtracting: 100 minus 20 minus 25 minus 10 leaves 45%, so the founder is already below 50% and there is no answer. The interviewer wants to see you multiply.

    The quieter loss is chaining the investor and the pool as if they were separate rounds, which gives 54% and a Series B limit of 7.4%. Read how the pool is measured before you calculate.

    What the interviewer asks next

    • If the pool had been created before the seed round, what would the founder hold after the Series A?
    • The Series B sells 20%. What does the founder own, and what would a pool top-up of 5% do on top?
    • Why do founders negotiate for the option pool to be counted in the pre-money?
  2. 016A company has 1 crore shares outstanding and 20 lakh vested options with a strike price of Rs 50. The shares are worth Rs 200 each. How many shares does the treasury stock method count as fully diluted, and how many does counting every option as a share give?Dilution and ownership riddlesCoreGrowth equitySeries A to C VC

    Try it first

    How many new shares do the options add under the treasury method?

    Show the worked solution

    The treasury method gives 1.15 crore shares; counting every option gives 1.20 crore. Exercising 20 lakh options at Rs 50 brings in Rs 10 crore, and at Rs 200 a share that cash buys back 5 lakh shares. So the options add a net 15 lakh, not 20 lakh. Counting all 20 lakh ignores the strike money the option holders pay.

    Why does the strike price reduce the dilution?

    Suppose five friends own a flat together and a sixth may join by paying Rs 50 lakh towards a share worth Rs 2 crore. The newcomer dilutes the others, but the Rs 50 lakh he brings in offsets a quarter of that. An option holder pays the strike to get a share, and that cash is worth something to the existing owners, so only the part of the share's value not covered by the strike is true dilution. Here each option pays Rs 50 for a Rs 200 share, so three quarters of each option is real dilution, and 20 lakh x 0.75 is 15 lakh.

    How does the treasury method count it?

    It pretends every in-the-money option is exercised and the company spends the strike cash buying its own shares at today's price. Rs 10 crore of strike cash at Rs 200 a share buys back 5 lakh shares, so the share count rises by 20 lakh and falls by 5 lakh, ending at 115 lakh, or 1.15 crore. Counting every option as a full share gives 1.20 crore, which overstates the dilution by the 5 lakh shares the strike money pays for.

    The relationship
    FD=100+20−20×50200=100+20−5=115 lakh\text{FD} = 100 + 20 - \frac{20 \times 50}{200} = 100 + 20 - 5 = 115 \text{ lakh}
    100basic shares outstanding, lakh
    20vested options, lakh
    50strike price, Rs
    200share price, Rs
    What it says in wordsAdd every option, then take off the shares the strike money could buy back at the current price.
    The strike cash buys back 5 lakh shares, so the options add 15, not 20Basic shares100100 lakhTreasury method100+15-5115 lakhEvery option counted100+20120 lakh5 lakh bought backStrike cash: 20 lakh options x Rs 50 = Rs 10 croreShares it buys at Rs 200: Rs 10 crore / Rs 200 = 5 lakhNet new: 15 lakh
    Counting every option as a share gives 120 lakh shares, but the Rs 10 crore paid on exercise buys back 5 lakh at Rs 200, so the treasury method's fully diluted count is 115 lakh.

    How do you check that the treasury count is right?

    Price the company both ways. At Rs 200 a share, 115 lakh shares is an equity value of Rs 230 crore. A buyer paying Rs 200 for all 120 lakh shares would pay Rs 240 crore but collect Rs 10 crore of strike money back, a net Rs 230 crore. The two routes agree, which is the proof that the treasury method counts exactly what the options are worth, not more. Counting all options without the cash would value the company Rs 10 crore too high.

    Where candidates lose it

    The quick wrong answer is 1.2 crore shares, counting every option as a share. It forgets that option holders pay Rs 50 each, and the interviewer will ask where that Rs 10 crore went.

    The other slip is ignoring the options entirely because they are not yet exercised. Vested in-the-money options are a claim on the company today; say they are counted and show the buyback.

    What the interviewer asks next

    • If the share price falls to Rs 40, how many shares do the options add?
    • Should unvested options be counted in a fully diluted share count for an acquisition?
    • How does a convertible note enter a fully diluted count?
  3. 025A company goes through three funding rounds, each of which dilutes every existing holder by 20%. Is the total dilution 60%, or something else?Dilution and ownership riddlesWarm upSeed and early-stage VCSeries A to C VC

    Try it first

    What share of the original stake does a holder keep after three rounds?

    Show the worked solution

    Total dilution is 48.8%, not 60%. Each round takes 20% of whatever the holder owns going into it, so the holder keeps 80% each time and the keeps multiply. 0.8 x 0.8 x 0.8 is 0.512, so a founder who started with 100% holds 51.2% after three rounds. The rounds compound in the founder's favour compared with simple adding.

    Why can you not add the percentages?

    A shop that cuts a price by 20% three times does not sell the item at 40% of the original; each cut is taken on an already reduced price, so it ends at 0.8 x 0.8 x 0.8, 51.2%. Dilution works the same way: each round takes 20% of the stake you hold at that moment, and that stake is smaller every time, so the keeps multiply. After the first round you hold 80%; the second round takes 20% of that, 16 points, leaving 64%; the third takes 12.8 points, leaving 51.2%.

    The relationship
    kept=(1−0.20)3=0.512dilution=1−0.512=0.488\text{kept} = (1 - 0.20)^3 = 0.512 \qquad \text{dilution} = 1 - 0.512 = 0.488
    0.20the dilution in each round
    3the number of rounds
    keptthe share of the original stake still held
    What it says in wordsMultiply the share kept in each round, then subtract from one to get the total dilution.
    Each round takes 20% of what is left, so three rounds leave 51.2%Start: 100%After round 1: 80%After round 2: 64%After round 3: 51.2%Areas drawn to scale: each square is 80% of the one before.Adding: 20% + 20% + 20%= 60% diluted, 40% kepttreats each round as a slice of the originalMultiplying: 0.8 x 0.8 x 0.8= 51.2% kepttotal dilution 48.8%, not 60%It takes 7 such rounds to fall below 25%.
    Drawn to scale, each round leaves 80% of the stake before it, so 100% becomes 80%, 64% and then 51.2%; adding three 20% rounds would wrongly leave 40%, a 60% dilution instead of the true 48.8%.

    Where does this matter in a real cap table?

    Everywhere a founder plans ahead. Because dilution compounds, each later round takes fewer percentage points than the one before even at the same rate: 20 points, then 16, then 12.8. It also means a founder's stake shrinks more slowly than the headline numbers suggest, which is why a founder can raise several rounds and still hold a meaningful share: at 20% a round it takes 7 rounds to fall below a quarter. Rounds of different sizes multiply the same way: a 20% round followed by a 25% round is a total dilution of 40%, not 45%.

    One honest caveat: this assumes every holder is diluted equally. Option pool top-ups, anti-dilution protection and investors taking up their pro rata rights all change who absorbs each round, so a real cap table should be built line by line.

    Where candidates lose it

    Saying 60% is the whole trap. It treats each round as a slice of the original company, and an interviewer will ask what happens after six rounds, when adding would leave the founder with less than nothing.

    The quieter slip is getting 51.2% and calling it the dilution. Keep the two numbers apart: 51.2% kept, 48.8% diluted.

    What the interviewer asks next

    • How many 20% rounds before a founder who starts at 100% falls below 25%?
    • A 20% round is followed by a 25% round. What is the total dilution?
    • How does taking up pro rata rights in each round change an investor's dilution?
  4. 027A company has 10 lakh shares and a Rs 50 crore pre-money valuation, and raises Rs 12.5 crore. The investor insists that a new option pool of 1.5 lakh shares be created inside the pre-money. What is the price per share, and how many new shares does the investor get?Dilution and ownership riddlesCoreSeed and early-stage VCIndia VC

    Try it first

    Before you calculate: what does putting the pool inside the pre-money do to the price per share?

    Show the worked solution

    The price is Rs 434.78 a share and the investor gets 2,87,500 new shares. The Rs 50 crore pre-money is divided across 11.5 lakh shares, the 10 lakh existing plus the 1.5 lakh pool, so each is worth Rs 434.78. Rs 12.5 crore buys 2,87,500 shares, 20% of the 14,37,500 after the round. With the pool left out of the pre-money the price would be Rs 500.

    Why does the pool change the price but not the headline valuation?

    Picture four friends agreeing that a flat is worth Rs 1 crore, and then agreeing, inside that same Rs 1 crore, to set aside a fifth room for a flatmate who has not arrived yet. The value of the flat has not moved, but each friend's share of it is smaller. A pool created inside the pre-money is paid for entirely by the existing holders, because the fixed pre-money value is spread across more shares before the new money comes in. This is the option pool shuffleSetting the size of the employee option pool inside the pre-money valuation, so the dilution from the pool falls on existing shareholders rather than on the new investor., and the price falls from Rs 500 to Rs 434.78 even though the term sheet still says Rs 50 crore.

    The relationship
    price=pre-moneyexisting+pool=50,00,00,00011,50,000=434.78new shares=12,50,00,000434.78=2,87,500\text{price} = \frac{\text{pre-money}}{\text{existing} + \text{pool}} = \frac{50{,}00{,}00{,}000}{11{,}50{,}000} = 434.78 \qquad \text{new shares} = \frac{12{,}50{,}00{,}000}{434.78} = 2{,}87{,}500
    pre-moneythe agreed value of the company before the new money, Rs 50 crore
    existing + poolthe 10 lakh shares already issued plus the 1.5 lakh pool shares counted before the round
    new shareswhat the Rs 12.5 crore cheque buys at that price
    What it says in wordsDivide the pre-money by every share that exists before the round, including the new pool, and that is the price the investor pays.
    Shares after the round, lakh: where the pool sits sets the priceHeadline: pool left out of the pre-moneyFounders 10.0Investor 2.50Rs 500a shareAs asked: 1.5 lakh pool created inside the pre-moneyFounders 10.0Pool 1.5Investor 2.875Rs 434.78a share69.6%10.4%20.0%Pre-money Rs 50 crore / (10 + 1.5) lakh shares = Rs 434.78; Rs 12.5 crore buys 2,87,500 sharesFounders' 10 lakh shares x Rs 434.78 = Rs 43.48 croreTheir real pre-money is Rs 43.48 crore, not Rs 50 crore. The pool's Rs 6.52 crore comes out of their side.
    Leaving the pool out prices the round at Rs 500 a share; counting the 1.5 lakh pool shares inside the pre-money cuts the price to Rs 434.78, so the founders' 10 lakh shares are worth Rs 43.48 crore, their real pre-money.

    What is the founders' real pre-money, and what does each party own?

    Value the shares the founders actually hold. 10 lakh shares at Rs 434.78 is Rs 43.48 crore, so the founders have in effect accepted a pre-money of Rs 43.48 crore, not Rs 50 crore. The Rs 6.52 crore gap is the pool, valued at the round price. A 2.5 lakh pool on the same terms would cut their real pre-money to Rs 40.00 crore, which is why founders negotiate the pool size as hard as the headline.

    Then give the ownership table, because the interviewer will ask for it. After the round there are 14,37,500 shares: founders hold 69.6%, the pool 10.4% and the investor 20.0%. The investor's 20% is fixed by Rs 12.5 crore over a Rs 62.5 crore post-money; the pool only decides who inside the other 80% gives it up. Had the same pool been created after the round, the investor would share the dilution: founders 71.4%, investor 17.9%, pool 10.7%.

    Where candidates lose it

    The common loss is dividing Rs 50 crore by the 10 lakh existing shares and answering Rs 500, as if the pool sat outside the pre-money. The question told you where the pool sits precisely to see whether you add it to the share count before you price.

    The second loss is thinking the investor pays for the pool. The investor's 20% is set by the cheque and the post-money; the pool comes out of the founders' side, and saying so is the point of the question.

    What the interviewer asks next

    • The founders push the pool out to after the round. What is the price now, and what does each party own?
    • What pool size inside the pre-money would leave the founders with exactly 70% after the round?
    • Why might an investor prefer a larger pool now to a smaller one topped up at the next round?
  5. 039You own 10% of a company that is selling 25% of itself for Rs 50 crore. How much must you invest in the round to keep exactly 10%?Dilution and ownership riddlesWarm upSeed and early-stage VCMulti-stage VC

    Try it first

    How much of the Rs 50 crore round do you need to take?

    Show the worked solution

    Rs 5 crore, which is 10% of the round. Selling 25% for Rs 50 crore values the company at Rs 200 crore after the round. If you sit out, your 10% becomes 7.5%. To get back to 10% you need another 2.5% of a Rs 200 crore company, which costs Rs 5 crore. The general rule: to hold your stake, take the same share of the round as you own of the company.

    Why does your stake fall to 7.5% if you sit out?

    Think of a pizza cut into ten slices, one of them yours. If the owner adds enough new pizza that the old one becomes three quarters of the total, your slice is unchanged in size but now a smaller share of the whole. A new round does not take shares away from you; it adds shares for someone else, so every existing holder is scaled down by the same factor, here 0.75. Ten per cent times 0.75 is 7.5%, and the other holders' 90% becomes 67.5%.

    Holding 10% through a round that sells 25% for Rs 50 croreBeforeYou 10%Other holders 90%Sit out7.5%Other holders 67.5%New money 25%Pro rata7.5%Other holders 67.5%New 22.5%+2.5% for Rs 5 crore, back to 10%Post-money Rs 200 crore. Your Rs 5 crore buys 2.5%; 7.5% + 2.5% = 10%. You take 10% of the round.
    Sitting out leaves you with 7.5% after a round that sells 25% of the company; putting Rs 5 crore into the Rs 50 crore round buys the 2.5% you lost, which is why holding 10% costs exactly 10% of the round.

    Why is the answer exactly 10% of the round?

    Do the sum, then see the pattern. The round sells 25% for Rs 50 crore, so the post-money is Rs 200 crore and 2.5% costs Rs 5 crore. Taking 10% of the round gives you 10% of the new shares, and you already hold 10% of the old ones, so you hold 10% of everything. This is what a pro rata rightA right, usually written into the investment terms, that lets an existing investor buy a share of a new round equal to its current ownership, so its stake is not diluted. gives an investor: the option to take its ownership share of each new round. It works the same at any round size.

    The relationship
    cheque=s×round=0.10×50=5s(1−f)+5200=0.075+0.025=0.10\text{cheque} = s \times \text{round} = 0.10 \times 50 = 5 \qquad s(1 - f) + \frac{5}{200} = 0.075 + 0.025 = 0.10
    syour current stake, 10%
    fthe share of the company the round sells, 25%
    200the post-money valuation, Rs 50 crore divided by 25%
    What it says in wordsTo keep your stake, invest your ownership share of the round; the new shares you buy exactly replace what dilution takes.

    When would a fund choose not to take its pro rata?

    The arithmetic says what it costs; it does not say it is worth paying. Rs 5 crore at a Rs 200 crore post-money is a new investment decision at a higher price, and a seed fund with limited reserves may prefer to back a new company instead. The limitation of the clean answer is that it assumes the round stays at Rs 50 crore with your cheque inside it. If your money comes on top of a Rs 50 crore round from others, the round grows and you need slightly more to hold 10%.

    Where candidates lose it

    The common loss is trying to buy back the 2.5% you lose by pricing it against the old company, or confusing per cent with crores and answering Rs 2.5 crore. The stake you buy is a share of the post-money company.

    The second loss is getting Rs 5 crore by trial and error and missing the rule. Say it out loud: to hold your stake, take the same share of the round as you own. It is the answer to every version of this question.

    What the interviewer asks next

    • If your Rs 5 crore comes on top of a Rs 50 crore round from others at the same price, what do you own afterwards?
    • You own 10% and can only invest Rs 2 crore in this round. What stake do you end with?
    • Why do later-stage investors often try to limit earlier investors' pro rata rights?
  6. 055A founder owns 40% of a company worth Rs 100 crore. It raises money at Rs 300 crore post-money, selling 20% of the company. A year later it raises again at Rs 250 crore post-money, selling another 20%. What is her stake worth after each round?Dilution and ownership riddlesCoreSeed and early-stage VCSeries A to C VC

    Try it first

    What is her stake worth after the second round?

    Show the worked solution

    Rs 40 crore today, Rs 96 crore after the first round, Rs 64 crore after the second. Each round sells 20% of the company, so she keeps 80% of her stake: 40% becomes 32%, then 25.6%. Her rupees are that stake times the post-money value: 32% of Rs 300 crore is Rs 96 crore, and 25.6% of Rs 250 crore is Rs 64 crore. Dilution cut her percentage both times; only the down round cut her value.

    Why does selling 20% leave her with 32%, not 20%?

    Cut a pizza into ten slices and give four to a friend. If the host then takes a fifth of every plate for a late guest, the friend loses a fifth of her four slices, not two of them. A round that sells 20% of the company shrinks every existing holder by the same fifth, so her stake is multiplied by 0.8, not reduced by 20 points. 40% x 0.8 is 32%. The second round does it again: 32% x 0.8 is 25.6%.

    Her percentage falls every round; her rupees follow the priceHer ownership40%TodayRs 100 cr32%Round 1Rs 300 cr post25.6%Round 2Rs 250 cr postHer stake in rupeesRs 40 crTodayRs 100 crRs 96 crRound 1Rs 300 cr postRs 64 crRound 2Rs 250 cr postRound 1 is an up round (pre-money Rs 240 cr); round 2 is a down round (pre-money Rs 200 cr).
    Her ownership falls from 40% to 32% to 25.6% as each round takes a fifth of it, while her stake's rupee value rises from Rs 40 crore to Rs 96 crore through the up round and falls back to Rs 64 crore through the down round.

    If her percentage fell both times, why did her wealth rise the first time?

    Because the first round was priced well above today's value. A Rs 300 crore post-money with Rs 60 crore raised means a pre-money of Rs 240 crore, so the company was repriced from Rs 100 crore to Rs 240 crore before the new money arrived. Dilution is a smaller slice; whether it costs you money depends entirely on the price the new investor pays for the slice. The second round sold 20% at Rs 250 crore post-money, which is Rs 50 crore raised on a pre-money of Rs 200 crore, below the Rs 300 crore she was last marked at. Her percentage fell by the same fifth, and this time her value fell too, from Rs 96 crore to Rs 64 crore.

    The relationship
    Value=s0(1−d1)(1−d2)×Post2=0.40×0.8×0.8×250=64\text{Value} = s_0 (1-d_1)(1-d_2) \times \text{Post}_2 = 0.40 \times 0.8 \times 0.8 \times 250 = 64
    s_0her starting stake, 40%
    d_1, d_2the share of the company sold in each round, 20%
    Post_2the post-money value after round two, Rs 250 crore
    What it says in wordsHer stake shrinks by what each round sells; her wealth is that stake times the latest price.

    One limit is worth stating. The Rs 64 crore is a paper value at the last round's price, and it assumes her shares are worth the same per share as the investors' preferred shares, which carry preferences hers do not. In a sale below the preferences, her real payout would be less.

    Where candidates lose it

    The classic slip is subtracting points: 40% minus 20% is 20%, then zero after the second round. It sounds absurd once said, but candidates rushing through it say it anyway.

    The second trap is reading the percentage drop as the whole story. Say both numbers each time, percentage and rupees, and point out that the first round made her richer and the second made her poorer, even though both cost her the same fifth.

    What the interviewer asks next

    • What pre-money would the second round have needed for her value to stay at Rs 96 crore?
    • How would an option pool created in round one change her stake?
    • Why might she prefer a smaller round at a lower price to a bigger one at a higher price?
  7. 067A founder signs three post-money SAFEs before her first priced round: Rs 2 crore at a Rs 20 crore valuation cap, Rs 3 crore at a Rs 30 crore cap, and Rs 4 crore at a Rs 40 crore cap. Assume the priced round comes in above all three caps. What do the SAFE holders own just before that round, and why does the order of signing not matter?Dilution and ownership riddlesCoreSeed and early-stage VCIndia VC

    Try it first

    Together, the three SAFE holders own:

    Show the worked solution

    30% together, 10% each, and the founder keeps 70%. A post-money SAFE converts into its amount divided by its cap, as a share of the company measured after all the SAFEs: Rs 2 crore over Rs 20 crore, Rs 3 crore over Rs 30 crore and Rs 4 crore over Rs 40 crore are each 10%. Because each percentage is fixed against that full capitalisation, a later SAFE cannot dilute an earlier one; only the founder is diluted, so the order does not matter.

    What does 'post-money' fix that older SAFEs did not?

    Three friends each promised a tenth of a home-cooked biryani know exactly what they get, however many friends were promised a share before them; the cook's portion is what shrinks. A post-money SAFEA simple agreement for future equity whose conversion stake is fixed as the amount invested divided by the post-money valuation cap, measured after all SAFEs convert. promises its holder a fixed percentage, amount over cap, of a company that already counts every SAFE, so SAFE holders never dilute one another and the founder carries all of it. 2/20, 3/30 and 4/40 are each 10%, and the founder goes from 100% to {founder67*100:.0f}%. Under the older pre-money SAFE, each holder's stake was measured before the other SAFEs converted, so they diluted each other and no one could read their percentage until the round.

    Each post-money SAFE fixes its own 10%; only the founder shrinksSigned 20, 30, 40Founder 70%10%10%10%SAFEs 30%Signed 40, 30, 20Founder 70%10%10%10%SAFEs 30%0%25%50%75%100%Rs 2 cr / Rs 20 cr cap = 10%Rs 3 cr / Rs 30 cr cap = 10%Rs 4 cr / Rs 40 cr cap = 10%
    Signed in either order, the three post-money SAFEs each take a fixed 10%, so together they own 30% before the priced round and the founder alone falls to 70%.
    The relationship
    si=amounticapi:220+330+440=0.10+0.10+0.10=0.30s_i = \frac{\text{amount}_i}{\text{cap}_i}: \quad \frac{2}{20} + \frac{3}{30} + \frac{4}{40} = 0.10 + 0.10 + 0.10 = 0.30
    s_iSAFE holder i's stake just before the priced round
    amount_iwhat holder i invested
    cap_iholder i's post-money valuation cap
    What it says in wordsEach SAFE's stake is its own amount over its own cap, so the stakes simply add up and the founder keeps the remainder.

    What happens at the priced round, and when does the 10% change?

    The priced round then dilutes everyone, SAFE holders included. If the Series A sells 20% of the company, each SAFE holder goes from 10% to 8% and the founder from 70% to 56%. The cap is a ceiling on the price a SAFE converts at, so if the round is priced below a holder's cap, that holder converts at the round price and gets more than 10%, at the founder's expense again. That is why the question fixes the round above all three caps.

    Two limits worth saying. The figures leave out an option pool, which is usually added before the round and also comes out of the founder's side. And the SAFE is a US instrument; Indian startups raise early money through structures such as compulsorily convertible preference shares or notes whose conversion terms vary, so read the actual conversion clause rather than assuming post-money SAFE mechanics.

    Where candidates lose it

    The common error is diluting each SAFE by the ones signed after it and arriving near 27%. That is how pre-money SAFEs behave; the question says post-money precisely to test whether you know the difference.

    The second trap is forgetting who pays. The SAFE holders' 30% comes entirely out of the founder's stake, and founders who sign several SAFEs often discover this only when the round's cap table arrives.

    What the interviewer asks next

    • If the Series A is priced at a Rs 25 crore post-money valuation, what does the Rs 30 crore cap holder get?
    • How would the answer change if these were pre-money SAFEs?
    • Where would a 10% option pool created before the round come from?
  8. 085A founder has two offers, each raising Rs 25 crore. Offer A is Rs 90 crore pre-money and requires a new option pool of 20% of the post-money, created inside the pre-money. Offer B is Rs 80 crore pre-money with a 10% pool on the same basis. Which leaves the founders more, and what is each offer's effective pre-money?Dilution and ownership riddlesHardSeries A to C VCIndia VC

    Try it first

    Which offer leaves the founders the larger share of the company?

    Show the worked solution

    Offer B leaves the founders 66.2% against 58.3% under Offer A, and its effective pre-money is Rs 69.5 crore against Rs 67.0 crore. A pool created inside the pre-money is paid for by the existing holders. Offer A's 20% pool is Rs 23 crore of a Rs 115 crore post-money, so the founders' shares are really valued at Rs 67 crore. Offer B's 10% pool costs only Rs 10.5 crore.

    Why does a pool inside the pre-money lower the real price?

    A flat sold for Rs 90 lakh, where the seller must also leave Rs 23 lakh of new furniture for the buyer, really sold for Rs 67 lakh. A pool created inside the pre-money is paid for entirely by the existing holders, so the effective pre-money is the headline pre-money minus the pool's value. Offer A: post-money is 90 + 25 = Rs 115 crore, the pool is 20% of that, Rs 23 crore, and the founders' shares are worth 90 - 23 = Rs 67 crore. Offer B: post-money Rs 105 crore, pool Rs 10.5 crore, effective pre-money Rs 69.5 crore.

    The lower headline offer leaves the founders more once the pool is countedOffer ARs 90 crore pre, 20% poolFounders 58.3%Rs 67.0 crPool 20.0%Rs 23.0 crInvestor 21.7%Rs 25.0 crPost-money Rs 115 crore. Effective pre-money = 90 - 23.0 = Rs 67.0 croreOffer BRs 80 crore pre, 10% poolFounders 66.2%Rs 69.5 crPool 10%, Rs 10.5 crInvestor 23.8%Rs 25.0 crPost-money Rs 105 crore. Effective pre-money = 80 - 10.5 = Rs 69.5 croreFounders keep 66.2% under B against 58.3% under A: the pool is paid for by the existing holders
    Offer A's Rs 115 crore post-money splits into 21.7% investor, 20% pool and 58.3% founders, while Offer B's Rs 105 crore splits into 23.8% investor, 10% pool and 66.2% founders, so the lower headline leaves the founders more.

    What share do the founders keep under each offer?

    Take the investor's share and the pool off the whole. The founders keep one minus the investor's share minus the pool: 58.3% under Offer A and 66.2% under Offer B. The investor gets a smaller share under A, 21.7% against 23.8%, which is why the headline looks better; the extra 10 points of pool more than cancel it. This assumes the founders own everything before the round and there is no existing pool.

    The relationship
    f=1−IPre+I−pfA=1−25115−0.20=58.3%fB=1−25105−0.10=66.2%f = 1 - \frac{I}{\text{Pre} + I} - p \qquad f_A = 1 - \frac{25}{115} - 0.20 = 58.3\% \qquad f_B = 1 - \frac{25}{105} - 0.10 = 66.2\%
    fshare the founders keep
    Inew money, Rs 25 crore
    ppool as a share of post-money
    What it says in wordsWhatever the investor and the new pool take comes out of the founders' share.

    What would you push back on?

    The pool size, not the headline. A pool should be sized to the hires planned before the next round, not to a round number. If the founder can show that 10% covers the hiring plan, Offer A's pool falls to Rs 11.5 crore, its effective pre-money rises to Rs 78.5 crore and the founders keep 68.3%, better than either offer as written.

    Where candidates lose it

    Comparing headline pre-money is the whole trap: Rs 90 crore beats Rs 80 crore, so candidates pick Offer A. The pool is a second price term hidden inside the first, and the interviewer set the numbers so that it flips the answer.

    The second slip is computing the pool as a share of pre-money, 20% of 90, which gives Rs 18 crore rather than Rs 23 crore. Read which base the term sheet uses before you multiply.

    What the interviewer asks next

    • How high must Offer A's headline pre-money go before its effective pre-money matches Offer B's?
    • Why do investors want the pool inside the pre-money rather than the post-money?
    • The company already has a 5% unallocated pool. How does that change the comparison?
  9. 097A lead investor wants 20% of the company post-money, and insists on a new option pool of 10% of the post-money created before the round. The founder will not raise more than Rs 30 crore. If she raises the full Rs 30 crore, what post-money valuation does that set, what is the pre-money, and what share of the company do the existing holders keep?Dilution and ownership riddlesCoreSeries A to C VCIndia VC

    Try it first

    What share of the company do the existing holders keep?

    Show the worked solution

    Post-money Rs 150 crore, pre-money Rs 120 crore, and existing holders keep 70%. The cheque sets the price: Rs 30 crore for 20% means the whole company after the round is 30 / 0.2 = Rs 150 crore, so the pre-money is Rs 120 crore. The pool is 10% of 150, Rs 15 crore, created inside the pre-money. Existing holders keep 70%, Rs 105 crore, which is their real price.

    How does a cheque and a percentage set the valuation?

    If Rs 30 buys a fifth of a pizza, the whole pizza costs Rs 150. Post-money is the cheque divided by the share it buys, and pre-money is post-money less the cheque. Rs 30 crore for 20% gives Rs 150 crore post-money and Rs 120 crore pre-money. The founder's cap on the raise works here as a cap on the valuation too: at 20%, raising only Rs 24 crore would set the post-money at Rs 120 crore.

    Rs 30 crore for 20% sets a Rs 150 crore post-money; existing holders keep 70%Existing holders 70%Rs 105 croreNew pool 10%Rs 15 croreLead investor 20%Rs 30 crorePost-money: 30 / 0.20 = Rs 150 crorePre-money: 150 - 30 = Rs 120 crore, pool includednew moneyExisting holders' shares are really priced at Rs 105 crore, not Rs 120 croreThe Rs 15 crore pool sits inside the pre-money, so it comes out of their side of the table
    Rs 30 crore for 20% sets a Rs 150 crore post-money; the new pool takes 10%, Rs 15 crore, inside the Rs 120 crore pre-money, so the existing holders keep 70% of the company, worth Rs 105 crore.

    Where does the pool come from, and why does it matter?

    The lead wants the pool created before its money arrives, so new shares for the pool are carved out of the pre-money. A pool inside the pre-money dilutes only the existing holders, so their shares are really valued at the pre-money less the pool: 120 - 15 = Rs 105 crore. The headline pre-money of Rs 120 crore is true for the company and flattering for the founders, which is why experienced founders negotiate the pool size as hard as the valuation.

    The relationship
    Post=Is=300.20=150e=1−s−p=1−0.20−0.10=70%\text{Post} = \frac{I}{s} = \frac{30}{0.20} = 150 \qquad e = 1 - s - p = 1 - 0.20 - 0.10 = 70\%
    Inew money, Rs 30 crore
    slead investor's post-money share, 20%
    pnew pool as a share of post-money, 10%
    eexisting holders' share after the round
    What it says in wordsThe cheque over the share it buys gives the post-money; everything not bought or set aside stays with existing holders.

    One assumption to state: there is no existing unallocated pool. If there were, it would count towards the 10%, the new carve-out would be smaller, and the existing holders would keep more.

    Where candidates lose it

    The common slip is answering 80%, as if the investor's 20% were the only dilution. The pool is a second slice taken before the round, and the interviewer included it to see whether you count it.

    The other loss is treating the pool as a percentage of what is left, which gives 72%. Read the base: here both percentages are of post-money, so they subtract directly.

    What the interviewer asks next

    • If the pool were created after the round instead, from everyone pro rata, what would existing holders keep?
    • The company has 80 lakh shares before the round. What is the price per share?
    • The lead will accept 18% instead of 20% if the pool rises to 12%. Which is better for the founders?
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