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Venture Capital puzzles, solved step by step

Puzzles
100
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30
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All topicsPower law and portfolio maths10SaaS and unit economics riddles10Probability and expected value10Dilution and ownership riddles9Fund economics riddles8Market sizing and estimation9Growth and compounding8Valuation riddles9Preferences, payouts and protections8Logic and brainteasers6Mental maths and speed tests7Decision and game theory6
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Showing 91–100 of 100
  1. 091If you were to open a restaurant, the first concern is whether it can cover its costs. A 60-seat restaurant pays rent of Rs 3 lakh, staff costs of Rs 4 lakh and other fixed costs of Rs 1 lakh a month. The average bill is Rs 600 a cover and food costs 35% of the bill. How many covers a day does it need to break even, and how many table turns is that?Market sizing and estimationCoreGeneral AtlanticBeijing · 2014

    Try it first

    Roughly how many covers a day does it need?

    Show the worked solution

    About 68 covers a day, a little over one turn of its 60 seats. Each cover leaves Rs 390 once food is paid for. Fixed costs are Rs 8 lakh a month, so the restaurant needs 8,00,000 / 390 = 2,051 covers a month, or 68.4 a day over 30 days. That is 1.14 turns. Open 26 days a month and the bar rises to about 79 a day.

    What does each cover actually contribute?

    A tea stall that sells a cup for Rs 15 and spends Rs 5 on milk, leaves and sugar has Rs 10 a cup to pay its rent and wages. Break-even is fixed costs divided by contribution per unit, the price less the cost that rises with each unit, never fixed costs divided by the full price. Here a Rs 600 bill with 35% food cost leaves Rs 390 a cover. The rent, the staff and the other Rs 1 lakh do not change with covers, so they add to Rs 8 lakh a month that the Rs 390s must clear.

    Break-even comes at about 68 covers a day, a little over one turn4812160306090120Covers a dayRs lakh a month1 turn = 60 coversFixed costs: Rs 8 lakh a monthContribution, Rs 390 a coverBreak-even: 68.4 a daylossprofitPer cover600 x (1 - 35%) = Rs 390Covers a month8,00,000 / 390 = 2,051Covers a day, 30 days2,051 / 30 = 68.4Turns of 60 seats68.4 / 60 = 1.14
    Contribution of Rs 390 a cover over 30 days crosses Rs 8 lakh of monthly fixed costs at 68.4 covers a day, so the 60-seat restaurant loses money until it fills every seat a little more than once a day, 1.14 turns.
    The relationship
    c∗=Fp(1−f) d=8,00,000600×0.65×30≈68.4c^{*} = \frac{F}{p(1-f)\,d} = \frac{8{,}00{,}000}{600 \times 0.65 \times 30} \approx 68.4
    c*covers a day needed to break even
    Ffixed costs a month, Rs 8 lakh
    paverage bill, Rs 600
    ffood cost as a share of the bill, 35%
    dtrading days a month, 30
    What it says in wordsDivide the month's fixed costs by what each cover leaves after food, then by the days the restaurant is open.

    Is one turn a day an easy bar or a hard one?

    It depends on the meals the restaurant serves. A place open for lunch and dinner gets two chances to fill the room; at 1.14 turns it needs each seat filled a little over once across both services. The sensitivity matters more than the point estimate: if the average bill falls to Rs 500, the bar rises to 82 covers a day, and if it closes four days a month it rises to about 79. At 90 covers a day it earns about Rs 2.5 lakh a month before tax, which shows how much of each extra cover falls to profit once fixed costs are covered.

    What else would an investor ask about?

    This puzzle leaves out costs that scale with sales besides food: delivery platform commissions, card fees and electricity on busy nights. Each one lowers the Rs 390 and raises the break-even. Then there is the opening cost, the fit-out and deposit, which break-even ignores but payback does not. A growth investor asks the same three questions of a chain: what each outlet contributes per cover, how many covers a mature outlet does, and how long a new one takes to get there.

    Where candidates lose it

    The common slip is dividing fixed costs by the full Rs 600 bill, which gives about 44 covers a day. Food is paid out of every bill before anything is left for rent, so the right divisor is Rs 390, and the answer is half as large again.

    The second loss is giving 68 covers and stopping. The interviewer asked about turns because covers alone mean nothing without the seat count: say 1.14 turns and whether that looks achievable for a lunch and dinner restaurant.

    What the interviewer asks next

    • Delivery is 30% of covers and the platform takes 25% of those bills. What is the new break-even?
    • How many covers a day would pay back a Rs 60 lakh fit-out in two years?
    • What would you want to know before backing a chain of these restaurants?

    Asked at General Atlantic, Generalist, Beijing, 2014 (Wall Street Oasis): If you were to open a restaurant, what are some key concerns?

  2. 092A fund invests Rs 100 and gets Rs 200 back five years later. Instead of calling its investors' money on day one, it pays for the investment with a bank credit line and calls the investors' money one year later to repay it. The exit date is unchanged. Ignoring the interest, what is the investors' IRR in each case?Fund economics riddlesHardFund of funds and LPsGrowth equity

    Try it first

    What does the credit line do to the investors' IRR and multiple?

    Show the worked solution

    14.9% without the credit line and 18.9% with it, and the multiple is 2.0x either way. IRR measures time as well as money. Without the line, Rs 100 doubles over five years: 2 to the power one fifth, less 1. With it, the investors' Rs 100 is out for four years, and 2 to the power one quarter, less 1, is 18.9%. Nobody made an extra rupee; with 8% interest, investors actually make less.

    Why does paying later raise the IRR?

    Lend a friend Rs 100 and get Rs 200 back: whether that is a good deal depends on whether it took five years or four. IRR is the yearly rate that turns the money paid in into the money paid out, so shortening the time the money is out raises the IRR even when the rupees are identical. Without a credit line, the investors' Rs 100 grows to Rs 200 over five years, 14.9% a year. With one, the investors pay at year 1 and still receive Rs 200 at year 5: four years, 18.9% a year.

    Moving the capital call one year later lifts IRR without adding a rupeeYr 0Yr 1Yr 2Yr 3Yr 4Yr 5No credit lineinvestors pay at year 0-100+2002.0x, IRR14.9%Credit lineinvestors pay at year 1-100+2002.0x, IRR18.9%bank paysthe sellerWith 8% interest the call is Rs 108: 1.85x and 16.7% IRR
    The same Rs 100 in and Rs 200 out gives investors an IRR of 14.9% when they pay at year 0 and 18.9% when a credit line lets them pay at year 1, while the multiple stays 2.0x and the interest on the line, if counted, takes the multiple down to 1.85x.
    The relationship
    IRR=M1/n−121/5−1=14.9%21/4−1=18.9%\text{IRR} = M^{1/n} - 1 \qquad 2^{1/5} - 1 = 14.9\% \qquad 2^{1/4} - 1 = 18.9\%
    Mmoney multiple to the investors, 2.0
    nyears the investors' money is out, 5 or 4
    What it says in wordsWith one payment in and one out, IRR is the multiple spread evenly over the years the money was at work.

    What happens once you count the interest?

    The bank is not free. At 8% for one year, the fund calls Rs 108 at year 1 to repay Rs 100 plus interest. The investors now pay more for the same Rs 200, so the multiple falls to 1.85x, yet the IRR is still 16.7%, higher than the 14.9% without the line. Less money, better-looking IRR. That gap is why investors in a fund ask for the multiple and the IRR side by side, and increasingly ask for the IRR with the credit line stripped out.

    Why would a fund use a credit line at all?

    There are honest reasons: it lets the fund close a deal quickly without waiting ten business days for a capital call, and it smooths many small calls into a few large ones, which investors find easier to manage. The concern is the IRR effect. A fund that ranks high on IRR partly because of the line may have made less money for its investors than one that ranks lower. Say both reasons, then say which number you would compare funds on: the multiple, and the IRR measured from the date the investment was made.

    Where candidates lose it

    The first slip is saying nothing changes because the deal is the same. The interviewer is testing whether you know that IRR depends on when the investors' money moves, not just how much.

    The second is thinking the higher IRR means the investors are better off. Once interest is counted they get 1.85x instead of 2.0x: the IRR rose while the money made fell, and saying that clearly is the point of the question.

    What the interviewer asks next

    • If the credit line is drawn for two years instead of one, what is the IRR, ignoring interest?
    • At what interest rate does the credit line stop raising the IRR?
    • Why might an investor in a fund still welcome a credit line?
  3. 093A software company's ARR is Rs 10 crore and grows 8% every month. If that growth holds, how many months until ARR reaches Rs 100 crore?Growth and compoundingCoreSaaS-focused VCSeed and early-stage VC

    Try it first

    Pick the closest before you calculate.

    Show the worked solution

    About 30 months. By the rule of 72, 8% a month doubles ARR roughly every 9 months: Rs 20 crore at month 9, 40 at month 18, 80 at month 27. Ten times is about 3.3 doublings, so about 30 months. The exact figure is ln 10 over ln 1.08, which is 29.9, so ARR first passes Rs 100 crore in month 30. Few companies hold 8% a month that long.

    How do you get to 30 in your head?

    Money in a deposit that doubles every nine years has gone up eight times after twenty seven. Turn the growth rate into a doubling time with the rule of 72, then count doublings: ten times is a little over three doublings, because 2 to the power 3.3 is about 10. 72 divided by 8 is 9 months per doubling, and 3.3 x 9 is about 30 months. The exact doubling time at 8% is 9.01 months, so the rule is very close here.

    8% a month doubles ARR about every 9 months, so 10x takes about 3040801201600Rs 100 crore target09182736MonthsARR, Rs crorex2 = 20x2 = 40x2 = 80month 29.9Rule of 7272 / 8 = 9 months to doubleDoublings in 10x2, 4, 8 ... about 3.3Estimate3.3 x 9 = about 30 monthsExact: ln 10 / ln 1.08 = 29.9
    Growing 8% a month from Rs 10 crore, ARR doubles to about Rs 20 crore at month 9, Rs 40 crore at month 18 and Rs 80 crore at month 27, and crosses Rs 100 crore at month 29.9, so a tenfold rise takes about 30 months.
    The relationship
    10(1.08)n=100  ⇒  n=ln⁡10ln⁡1.08=2.3030.0770≈29.910(1.08)^n = 100 \;\Rightarrow\; n = \frac{\ln 10}{\ln 1.08} = \frac{2.303}{0.0770} \approx 29.9
    nmonths of growth
    1.08one month's growth factor at 8%
    ln 10natural log of the tenfold rise, about 2.303
    What it says in wordsDivide the log of the total rise by the log of one month's growth.

    Check the answer: at month 29 ARR is Rs 93.2 crore and at month 30 it is Rs 100.6 crore. The crossing falls just before the end of month 30, so say about 30 months, or month 30 if the interviewer wants a whole number.

    Is 8% a month believable for two and a half years?

    8% a month compounds to about 152% a year, two and a half times ARR every twelve months. Young companies from a small base sometimes do that for a while; holding it from Rs 10 crore to Rs 100 crore is rare. Monthly growth rates usually decay as the base grows, so a plan built on a constant 8% overstates how soon the company reaches scale. Saying that limit turns a compounding exercise into a judgement about the plan in front of you.

    Where candidates lose it

    The linear slip is the expensive one: 8% of Rs 10 crore is Rs 0.8 crore a month, so Rs 90 crore of growth takes about 112 months. That ignores compounding entirely and is off by a factor of almost four.

    The second loss is going silent to grind logs. Say the rule of 72 estimate first, then refine. The interviewer wants a fast, defensible number, and 30 months with a reason beats 29.92 after a long pause.

    What the interviewer asks next

    • How many months to reach Rs 100 crore at 5% a month?
    • If growth decays from 8% a month by a tenth of a point each month, does it ever reach Rs 100 crore within three years?
    • Why do investors often prefer to see growth quoted per year rather than per month?
  4. 094A founder holding a term sheet can keep shopping it to other investors, but cannot go back to an offer she turned down. Model each offer as a fair die roll that pays the face value in Rs crore. She may stop after any roll. With at most two rolls, and then with at most three, what stopping rule maximises her expected value, and what is it worth?Probability and expected valueCoreSeed and early-stage VCSeries A to C VC

    Try it first

    With three rolls allowed, which first rolls should she keep?

    Show the worked solution

    With two rolls, keep a 4, 5 or 6 and the game is worth 4.25; with three, keep only a 5 or 6 on the first roll and it is worth about 4.67. Work backwards. The last roll is worth 3.5 on average, so on the roll before it keep anything above 3.5. That makes two rolls worth 4.25, which becomes the bar for the first of three rolls: only a 5 or 6 beats it.

    Why work backwards from the last roll?

    Deciding whether to take a flat today depends on what the next viewing is likely to offer, and that depends on whether there is another after it. The value of rolling again is the value of the game that remains, so solve the last stage first, where there is no choice, and carry its value back as the bar for the stage before. With one roll left she takes whatever comes, worth 3.5 on average. That 3.5 is what she gives up by keeping an earlier roll.

    Keep an offer only if it beats what rolling again is worthOne roll leftno choice: keep it123456Value3.50Two rolls leftroll on is worth 3.5123456bar 3.5Value4.25Three rolls leftroll on is worth 4.25123456bar 4.25Value4.67keep and stoproll again
    With one roll left every face is kept and the game is worth 3.5; with two rolls left she keeps only faces above 3.5, which lifts the value to 4.25; with three rolls left the bar rises to 4.25, so she keeps only a 5 or 6 and the game is worth 4.67.

    How do you compute each value?

    With two rolls: keep 4, 5 or 6 on the first, each with chance one in six, and roll again on 1, 2 or 3, which is worth 3.5. Each stage's value is the average, over the six faces, of the better of keeping that face and rolling on. That gives (4 + 5 + 6) / 6 + (3/6) x 3.5 = 2.5 + 1.75 = 4.25. With three rolls the bar is 4.25: keep 5 or 6, worth (5 + 6) / 6, and roll on otherwise, worth (4/6) x 4.25. Together that is 4.67.

    The relationship
    Vk=16∑f=16max⁡(f, Vk−1)V1=3.5,  V2=4.25,  V3≈4.67V_{k} = \frac{1}{6}\sum_{f=1}^{6}\max(f,\,V_{k-1}) \qquad V_1 = 3.5,\; V_2 = 4.25,\; V_3 \approx 4.67
    V_kvalue of the game with k rolls left, Rs crore
    fthe face showing
    max(f, V_{k-1})keep the face or roll on, whichever is worth more
    What it says in wordsAt each stage, keep the face if it beats the value of continuing, and average over the faces.

    What does this say about shopping a real term sheet?

    Two things. The bar for accepting rises with the number of chances left, so an early offer that is merely average should be declined if the process has room. But each extra roll adds less: the second roll adds 0.75, the third only about 0.42, and in real fundraising each roll costs weeks and the dice are not fair, since an offer turned down rarely comes back and a long process can scare off the next investor. The model is a way to think about the bar, not a reason to keep shopping.

    Where candidates lose it

    The most common slip is using 3.5 as the bar at every stage, so candidates keep a 4 on the first of three rolls. With two rolls still to come, continuing is worth 4.25, and a 4 falls short of that.

    The second is computing the value of keeping 4, 5 or 6 as their average, 5, and forgetting the half of the time she rolls again. Weight every branch by its chance: the answer for two rolls is 4.25, not 5.

    What the interviewer asks next

    • What is the game worth with four rolls, and what does she keep on the first?
    • Each extra roll now costs Rs 0.3 crore. How many rolls should she plan for?
    • How would the rule change if she could return to any offer she turned down?
  5. 095An investor paid Rs 100 a share for 10 lakh preferred shares. The company has 1 crore shares fully diluted. It now raises a down round, issuing 20 lakh new shares at Rs 40. How many shares does the investor convert into under full ratchet anti-dilution, and under broad-based weighted average anti-dilution?Preferences, payouts and protectionsHardSeries A to C VCMulti-stage VC

    Try it first

    Under broad-based weighted average, what is the investor's new conversion price?

    Show the worked solution

    25 lakh shares under full ratchet and about 11.1 lakh under broad-based weighted average. Full ratchet resets the conversion price to the new Rs 40, so the Rs 10 crore converts into 10 crore / 40 = 25 lakh shares. Weighted average resets it to 100 x (100 + 8) / (100 + 20) = Rs 90, so the investor gets 10 crore / 90 = 11.1 lakh. Either way, the extra shares dilute the other holders.

    What does anti-dilution protection actually change?

    A shop that promises to refund the difference if the price drops within a month is protecting its customer against a later, cheaper sale. Anti-dilution keeps the investor's rupees the same and lowers the price at which they convert into common shares, so the investor ends up with more shares. The investor put in Rs 10 crore at Rs 100. If the conversion price falls to P, it converts into 10 crore / P shares. The whole question is how far P falls, and the two formulas answer differently.

    Full ratchet hands the investor 25 lakh shares; weighted average about 11No protectionprice stays Rs 10010.0 lakh shares8.3% of 120.0 lakhWeighted averageprice resets to Rs 9011.1 lakh shares9.2% of 121.1 lakhFull ratchetprice resets to Rs 4025.0 lakh shares18.5% of 135.0 lakhthe 10 lakh it boughtOther holders' 90 lakh shares: 75.0% with no protection, 74.3% weighted average, 66.7% full ratchet
    After a down round at Rs 40, the investor keeps 10 lakh shares with no protection, gets 11.1 lakh under broad-based weighted average at a Rs 90 conversion price and 25 lakh under full ratchet at Rs 40, and the other holders' share falls from 75.0% to 66.7% in the full ratchet case.

    How does each formula set the new price?

    Full ratchet is blunt: the conversion price becomes the new round's price, Rs 40, however few shares were sold there. Broad-based weighted average moves the price only in proportion to how much cheap stock was issued relative to the whole company. The Rs 8 crore raised would have bought 8 lakh shares at the old Rs 100; it actually bought 20 lakh. Against a fully diluted base of 1 crore shares, the price moves by 108 over 120, to Rs 90.

    The relationship
    P2=P1×A+BA+C=100×100+8100+20=90P_2 = P_1 \times \frac{A + B}{A + C} = 100 \times \frac{100 + 8}{100 + 20} = 90
    P_1, P_2conversion price before and after, Rs
    Ashares fully diluted before the round, 100 lakh
    Bshares the new money would buy at P_1, 8 lakh
    Cshares actually issued, 20 lakh
    What it says in wordsLower the conversion price by the ratio of shares the money should have bought to shares it did buy, measured across the whole company.

    Who pays for the extra shares?

    Everyone without the protection, mostly the founders and employees. With no protection the investor holds 8.3% after the round; under weighted average 9.2%; under full ratchet 18.5%. Full ratchet hands the investor 15 extra lakh shares against about 1.1 lakh under weighted average, and the other holders' 90 lakh shares fall from 75.0% to 66.7% of the company. That is why broad-based weighted average is the common market term and full ratchet a sign that a company had little negotiating power. New investors in the down round also dislike a ratchet, because it dilutes them too, and often ask for it to be waived as a condition of investing.

    Where candidates lose it

    The common slip is to apply the new price under both formulas, or to treat weighted average as a simple average of Rs 100 and Rs 40. Weighted average weighs the cheap shares against the whole share base, which is why it barely moves when the down round is small.

    The second loss is stopping at share counts. The interviewer wants to hear who pays: every extra share the investor gets comes out of the founders' and employees' percentage, and that is the real negotiation behind the clause.

    What the interviewer asks next

    • Under narrow-based weighted average, counting only the 1 crore shares minus the option pool, would the price fall more or less?
    • How many shares does the investor get if the down round is at Rs 80 instead?
    • Why might the new down-round investor insist that existing investors waive their anti-dilution?
  6. 096A timed cognitive test item: if 4 associates screen 60 pitch decks in 3 hours, how many decks do 6 associates screen in 5 hours, working at the same rate?Mental maths and speed testsWarm upSeed and early-stage VCMulti-stage VC

    Try it first

    Answer in under thirty seconds.

    Show the worked solution

    150 decks. Reduce everything to one unit first: 4 associates working 3 hours is 12 associate-hours, and 60 decks over 12 is 5 decks per associate-hour. Six associates for five hours is 30 associate-hours, so 30 x 5 = 150. As a check, scale the original: 60 x 6/4 x 5/3 is also 150. This assumes everyone works at the same steady rate.

    Why reduce to a rate per associate-hour?

    If 2 cooks make 40 rotis in an hour, one cook makes 20 an hour, and any kitchen size or shift length follows from that one number. Work problems become simple once you find the output of one worker in one unit of time, because the total is then that rate times workers times hours. Here 60 decks came from 4 x 3 = 12 associate-hours, so the rate is 5 decks per associate-hour. Everything else is multiplication.

    Find the rate per associate-hour once, then count the cells3 hours4 assoc.55555555555512 associate-hours60 decks60 / 12 =5 decksper associate-hour5 hours6 assoc.55555555555555555555555555555530 associate-hours x 5150 decksCheck by scaling: 60 x 6/4 x 5/3 = 150
    Four associates working three hours make 12 associate-hours, and 60 decks over 12 cells is 5 decks per associate-hour; six associates working five hours make 30 such cells, so they screen 30 x 5 = 150 decks.
    The relationship
    D=r×a×hr=604×3=5D=5×6×5=150D = r \times a \times h \qquad r = \frac{60}{4 \times 3} = 5 \qquad D = 5 \times 6 \times 5 = 150
    Ddecks screened
    rdecks per associate-hour
    anumber of associates
    hhours worked
    What it says in wordsOutput is the rate of one person for one hour, times the people, times the hours.

    How do you avoid the slip under time pressure?

    Ask which way each change pushes the answer before you multiply. More associates and more hours both raise output, so both ratios must be greater than one: 6/4 and 5/3, never 4/6 or 3/5. The fast wrong answer, 90, applies the 6/4 and stops. On a timed test the danger is not hard arithmetic but a missed step, so a five-second check that the answer moved in the right direction by roughly the right amount is worth it: one and a half times the people for two thirds more time should give about two and a half times the output, and 60 x 2.5 is 150.

    Where would this break down in a real deal team?

    The model assumes every associate screens at the same steady pace and that output scales with hours. Real screening slows late in a long day, and a bigger team spends time coordinating and avoiding duplicate work. Saying so is unnecessary on the test itself, but it is the right instinct if the same question comes up in an interview: the arithmetic answer is the ceiling, and the real number is usually lower.

    Where candidates lose it

    The common slip is to scale for only one of the two changes, giving 90 from the associates alone or 100 from the hours alone. Under a clock, candidates grab the first ratio they see and move on.

    The other loss is inverting a ratio, as if more associates meant fewer decks. Find the unit rate first and the direction takes care of itself.

    What the interviewer asks next

    • How many associates are needed to screen 300 decks in 4 hours?
    • If two of the six associates work at half speed, how many decks are screened in 5 hours?
    • A partner reviews 20% of screened decks at 3 decks an hour. How many partner-hours does the 5-hour session create?
  7. 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?
  8. 098Strategy A makes 20 equal bets and strategy B makes 5 equal bets with the same total money. Every bet, independently, has a 10% chance of returning 20x and otherwise returns nothing, so both strategies expect to return 2x. What is the chance that each strategy returns less than the money invested?Power law and portfolio mathsHardSeed and early-stage VCFund of funds and LPs

    Try it first

    What is the chance the 5-bet strategy loses money?

    Show the worked solution

    About 12% for 20 bets and 59% for 5 bets. In both strategies a single hit returns at least the whole fund: 20x on 5% is 1x, and 20x on 20% is 4x. So a strategy loses money only when every bet misses. Twenty bets all miss with chance 0.9 to the twentieth, 12.2%; five bets all miss with chance 0.9 to the fifth, 59.0%. Expected value is 2x either way.

    When does each strategy lose money?

    Buying one lottery ticket in each of twenty draws and buying four tickets in each of five draws can cost the same and win the same on average, yet the second leaves you empty-handed far more often. Find the outcome that loses money first: here one hit already pays back the whole fund in both strategies, so losing means getting no hits at all. With 20 bets each worth 5% of the fund, a hit returns 20 x 5% = 1x the fund, exactly the money back. With 5 bets of 20%, a hit returns 4x. Either way, zero hits is the only losing outcome.

    Same 2x expected; concentration lifts the chance of losing money from 12% to 59%20 bets of 5% eacheach hit returns 1x the fund20%40%60%12%27%29%19%9%3%0x4x8x12xexpected 2xChance of losing money: 12.2%5 bets of 20% eacheach hit returns 4x the fund20%40%60%59%33%7%0x4x8x12xexpected 2xChance of losing money: 59.0%
    Both strategies expect 2x, but 20 bets spread the outcomes across 0x to about 6x with only a 12.2% chance of 0x, while 5 bets put the outcomes at 0x, 4x, 8x and 12x with a 59.0% chance of returning nothing.
    The relationship
    P(loss)=(1−p)n0.920=12.2%0.95=59.0%P(\text{loss}) = (1-p)^n \qquad 0.9^{20} = 12.2\% \qquad 0.9^{5} = 59.0\%
    pchance each bet returns 20x, 10%
    nnumber of equal bets, 20 or 5
    What it says in wordsA strategy loses only when every bet misses, and the chance of that falls fast as bets are added.

    If the expected value is the same, why does it matter?

    Because a fund's investors live through one draw, not the average of many. Concentration leaves the expected multiple at 2x but stretches the outcomes: B loses money 59% of the time, yet also returns 4x or more 41% of the time, against 13% for A. A returns at least 3x 32% of the time and rarely does spectacularly. Neither is better in the abstract; the choice depends on how much the fund's investors can bear a blank.

    What does the model leave out?

    It assumes the bets are independent and identical. In practice a concentrated fund argues that it can pick better and support each company more, raising p; a diversified one argues that nobody can pick reliably at seed. Correlation also matters: if all twenty companies depend on the same funding climate, the 12% understates how often A has a blank decade. Say the result, then say which assumption you would test first.

    Where candidates lose it

    The trap is stopping at expected value: both strategies return 2x on average, so candidates call them equivalent. The question asks about the chance of loss, which depends on the spread, not the mean.

    The second slip is computing the loss chance for A as something like one minus 20 times 10%, which goes negative. Use the chance that every bet misses, which multiplies.

    What the interviewer asks next

    • How many bets does strategy A need for the chance of losing money to fall below 5%?
    • If the 5-bet strategy can raise p to 15% through better selection, what is its chance of losing money?
    • Why might an investor in many funds prefer each fund to be concentrated?
  9. 099A company's last round valued it at Rs 1,200 crore post-money, for preferred shares. A secondary buyer now offers to buy some of the founders' common shares at a 40% discount to that round's price per share. What valuation does that price imply if you apply it to every share, and why is it not a markdown of the company?Valuation riddlesCoreSecondariesMulti-stage VC

    Try it first

    Does the offer mean the company is now worth Rs 720 crore?

    Show the worked solution

    Applied to every share, the offer implies Rs 720 crore, but it prices common shares, not the company. The Rs 1,200 crore figure was a price for preferred shares, which are paid back first in a sale and carry protections. Common is paid last, is illiquid and usually needs company consent to sell. A buyer discounts for all of that. Neither Rs 1,200 crore nor Rs 720 crore is the company's value.

    Why do the two prices differ for the same company?

    A first-class and a general ticket on the same train cost different amounts, but the fare gap says nothing about the train's speed. Preferred and common are different securities in the same company: preferred is paid back before common in a sale, so a rupee of preferred is worth more than a rupee of common whenever a weak exit is possible. Multiplying the preferred price by every share gives the headline Rs 1,200 crore; multiplying the common offer, 60% of that price, by every share gives Rs 720 crore. Both are prices of a security scaled up, not a measure of what the business is worth.

    Rs 720 crore prices a junior security, not a smaller companyRs 1,200 crPreferred pricex all sharesRs 720 crCommon pricex all sharesNeither is the company's valueWho is paid, illustration: preferred own 40%and hold a Rs 400 crore 1x preferenceSale at Rs 400 crorePreferred 400Common gets 0Sale at Rs 2,000 crorePreferred 800Common 1,200Common takes the losses first in a weak sale,and cannot easily be sold: both lower its price
    Rs 1,200 crore is the preferred price times every share and Rs 720 crore the common price times every share; in an illustrative sale at Rs 400 crore the preferred holders' Rs 400 crore preference takes everything and common gets nothing, while at Rs 2,000 crore both share pro rata, which is why common trades below preferred.

    Where does the discount come from?

    Take an illustration: preferred holders own 40% and are owed Rs 400 crore first in any sale. In a Rs 400 crore sale they take everything and common gets nothing; only above Rs 1,000 crore, where 40% of the sale beats Rs 400 crore, do the two classes share pro rata. Common holds the first loss in the bad outcomes. On top of that come illiquidity, the company's right to block or match a sale, and the lack of information rights. Each adds to the discount, and none says the company is worth less than at the last round.

    When would a secondary price be a real markdown signal?

    When the discount is to the same security, or much larger than the structure explains. A buyer offering a deep discount for preferred shares from the latest round is a stronger signal, because the security is identical to the one that set the headline. Ask which class is being sold, how big the preference stack is relative to the likely exit range, and how much stock is on offer; a small, forced sale tells you about the seller's need for cash as much as the company.

    Where candidates lose it

    The common slip is announcing that the company has been marked down 40% to Rs 720 crore. The offer is for common shares, a junior and illiquid claim, so a lower price is expected even if nothing about the business has changed.

    The opposite slip is dismissing secondary prices altogether. Say what the discount does reflect, the preference stack and illiquidity, and what would make it a genuine warning.

    What the interviewer asks next

    • How would a 1x participating preference change the common discount?
    • Why might a company want to limit or approve secondary sales by founders?
    • An auditor must value the fund's preferred stake. Should it use Rs 1,200 crore, Rs 720 crore or something else?
  10. 100A software company's quarterly revenue rose from Rs 25 crore to Rs 30 crore. Its sales and marketing spend in the previous quarter was Rs 16 crore. What is its magic number, and what does it become if Rs 2 crore of the increase was one-off implementation services?SaaS and unit economics riddlesCoreSaaS-focused VCSeries A to C VC

    Try it first

    With the one-off services taken out, what is the magic number?

    Show the worked solution

    1.25 on the headline numbers, and 0.75 once the one-off services are removed. The magic number is the quarter's revenue increase, annualised, divided by the previous quarter's sales and marketing spend. Headline: Rs 5 crore x 4 = Rs 20 crore over Rs 16 crore is 1.25. But only Rs 3 crore will recur; Rs 12 crore over Rs 16 crore is 0.75. Two crore of services flattered the efficiency by two thirds.

    What is the magic number measuring?

    A coaching centre that spends Rs 1.6 lakh on advertising one month and signs students paying an extra Rs 50,000 a month in fees has bought Rs 6 lakh a year of fees for Rs 1.6 lakh. The magic number is the annualised increase in recurring revenue divided by the sales and marketing spend that produced it, usually the previous quarter's. It is a quick read on how efficiently a company turns sales spend into new revenue. Annualise because the spend buys a full year of revenue from each new customer, not just one quarter.

    Take out the one-off services and the magic number falls from 1.25 to 0.75S&M 16Q1 sales andmarketing spend25Q1 revenue25+3+2Q2 revenueone-offrecurringAll of the increaseAnnualised increase / prior S&M5 x 4 / 16 =1.25Recurring onlyAnnualised increase / prior S&M3 x 4 / 16 =0.75Spend repaid by new recurring revenue in9.6 months on the headline, 16 months on recurring
    Quarterly revenue rose by Rs 5 crore, of which Rs 3 crore recurs and Rs 2 crore was one-off services, so against Rs 16 crore of prior-quarter sales and marketing the magic number is 1.25 on the headline but 0.75 on recurring revenue alone.
    The relationship
    MN=4 (Rt−Rt−1)St−1=4×516=1.254×316=0.75\text{MN} = \frac{4\,(R_t - R_{t-1})}{S_{t-1}} = \frac{4 \times 5}{16} = 1.25 \qquad \frac{4 \times 3}{16} = 0.75
    R_trecurring revenue in the quarter, Rs crore
    S_{t-1}sales and marketing spend in the previous quarter
    4annualises a quarterly increase
    What it says in wordsAnnualise the new recurring revenue and divide by the sales spend that bought it.

    Why does the one-off revenue matter so much?

    Because the measure is built on a small difference. A Rs 2 crore swing in a Rs 5 crore increase is 40% of the numerator, so a one-off item moves the magic number far more than it moves revenue. Read as recurring revenue, a magic number of 1 means a year of the new revenue repays the quarter's sales spend; 1.25 suggests about 9.6 months, but the true 0.75 means about 16 months, and that is before the cost of serving the customers. Some investors multiply by gross margin for that reason: at a 75% margin the recurring figure becomes 0.56.

    Ask three things before trusting the number: is the revenue recurring, is the spend fully counted, including sales salaries and commissions, and is one quarter representative. A single strong quarter can follow a deal that slipped from the quarter before, so investors look at a rolling average across several quarters.

    Where candidates lose it

    The first slip is forgetting to annualise: 5 over 16 gives 0.31 and makes a healthy sales engine look broken. The second is counting services revenue, which inflates the numerator with money that will not recur next quarter.

    The interviewer included the Rs 2 crore precisely to see whether you ask what kind of revenue moved. Give both numbers, then say which one you would use and why.

    What the interviewer asks next

    • If sales and marketing spend rises to Rs 20 crore and the recurring increase stays Rs 3 crore, what is the magic number?
    • How would you adjust the magic number for gross margin, and why?
    • Why might a company's magic number fall as it grows, even with a good sales team?
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