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Valuation Methods

Innovation & New Business Planning - TUHH Institute of Innovation Marketing & Institute of Entrepreneurship, Hamburg · part of my Technology Management MBA · study notes for revision.


Up to this point the course treated valuation as an input. We worked out ownership fractions and investor returns while simply assuming somebody had already agreed what the company was worth. This session opens that box. The defining feature of the problem, and the reason it cannot be solved the way a bank values an office building, is the uncertainty wrapped around the venture’s future.

The deck is honest about the awkwardness of the exercise. Valuing an entrepreneurial company is genuinely difficult and it eats time, so the first slide asks the fair question: why do it at all? The answer is that a number is the price of admission to a negotiation. Both sides need an informed opinion before they sit down, not because the opinion is correct but because it tells each of them how flexible they can afford to be on price. For the investor, valuation is one step inside a wider decision process about whether to invest at all. For the founder, doing the work is what makes you investor-ready, because a founder who cannot explain where a number came from has already lost the room.

What follows are three practical methods plus a fourth family of more sophisticated ones. They approach the same question from completely different directions: one models the company’s own cash flows, one models the investor’s cash flows, and one ignores modelling altogether and asks what the market pays for things that look similar. Running all three is not duplicated effort, it is triangulation.

1 · Why anybody bothers valuing a venture

Section titled “1 · Why anybody bothers valuing a venture”
For the investor valuation is part of deciding
  • The number feeds a decision-making process that is bigger than the number: invest or pass, at what size, on what terms
  • It sets the ceiling above which the deal stops clearing the fund’s required return
  • It fixes the ownership fraction the money has to buy
For the entrepreneur valuation is how you become investor-ready
  • Forces the financial plan, the exit story and the assumptions into one consistent object
  • Tells you your own walk-away point before somebody anchors you
  • Lets you answer the question every investor asks, which is not what is your valuation but how did you get to it
The shared reason sits underneath both columns: neither party can negotiate without an informed opinion, and neither can know how much room they have on price without one.

2 · Four reasons it is hard, and one trade-off

Section titled “2 · Four reasons it is hard, and one trade-off”

The deck lists four specific challenges. They are worth memorising as a set, because each one kills a different standard valuation technique.

A high degree of uncertainty not the same thing as risk
  • Risk means you know the possible outcomes and roughly their probabilities, so you can average over them
  • This is the deeper version, where even the list of outcomes and their probabilities is unknown
  • Nothing you can do with a spreadsheet makes that go away, which is why every method here ends up burying the uncertainty inside a single large discount rate
Asymmetric information the two sides do not know the same things
  • The founder knows the technology, the pipeline and the problems; the investor knows the market, the comparable deals and the exit routes
  • Neither can fully verify the other, so part of the price gap is really an information gap
Lack of value-relevant objective information no history to lean on
  • No long track record, no stable margins, often no revenue at all
  • Private markets publish little, so even the comparable transactions are partly invisible
Inadequate accounting for intangibles including human capital
  • Almost everything valuable in a young company sits outside the balance sheet: code, brand, data, patents, and above all the team
  • Book value is therefore close to meaningless as a valuation anchor

The trade-off between simplicity and complexity. The deck makes an elegant point here: the same uncertainty argues in both directions at once. On one reading, so much is unknown that a simple, reasonable approach is all that is honest, because elaborate machinery only dresses up guesses. On the other reading, precisely because so much is unknown, you need a precise, complex methodology that models the uncertainty explicitly instead of hiding it. The deck does not resolve this and says plainly that different people take different views. In practice this is why an investor may present a one-line venture capital calculation while a corporate finance team presents a fifty-tab model, and both think the other is being unserious.

1. Discounted cash flowfrom theory and practice · models the company’s cash flows · can become complicated and relies on demanding assumptions · gives an intrinsic, absolute valuation
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2. Venture capital modelfrom practice · models the investor’s cash flows · simple and consistent · the most common method in venture deals
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3. Comparablesfrom practice · uses market information · gives an extrinsic, relative valuation
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4. Probabilistic approachesscenario analysis, simulation and PROFEX · model the uncertainty explicitly instead of burying it in the discount rate
Intrinsic means the value comes out of the company’s own economics. Extrinsic or relative means the value is imported from what the market pays for other companies.

DCF is the main model of corporate finance and it is theoretically the most defensible of the three, yet it is the least popular in practice for ventures. The reason is stated directly: it models company cash flows, and doing that requires detailed assumptions and real knowledge of the business. The uncertainty of an entrepreneurial venture makes it less applicable, except at later stages when the company has enough history to project from. The deck also simplifies by ignoring debt financing, since ventures rarely use it.

The logic itself is not complicated. Estimate a terminal value some years ahead, then discount it and every interim cash flow back to today.

(1) The DCF modelV_PRE(DCF) = sum over t = 1 to T of [ FCF_t / (1 + d)^t ] + TV_T / (1 + d)^T + Cash_0

Reading the symbols d is the discount rate, T is the time to exit, FCF is free cash flow net of fundraising, TV is the terminal value, and Cash_0 is the cash the company already holds. The result is a pre-money valuation.

Time horizon T. Not an arbitrary window. It is the point from which the company reaches stable growth, and in practice it usually comes out similar in length to the time to exit.

Free cash flow. The deck gives one definition and it is the one to memorise.

Free cash flowFCF = Net income - change in net working capital - Capex + Depreciation

Depreciation is added back because it was subtracted to get net income but no cash left the building. Capex and working capital are subtracted because cash really does leave the building for them, even though neither is an expense on the income statement. For a growing venture the working capital line is brutal: every extra euro of revenue drags inventory and receivables along with it.

Terminal value. This is where most of the answer lives.

(2) Terminal valueTV_T = FCF_T x (1 + g) / (d - g)

where g is the growth rate of free cash flow after the horizon, and the formula only makes sense while d is larger than g.

The deck’s warning about this is the single most important sentence in the DCF section: the terminal value is the main component of a DCF valuation for an entrepreneurial company, because the interim cash flows are mostly negative. Those early years are investment years. So the honest description of a venture DCF is that you spend weeks projecting cash flows that subtract from the answer, and then the answer is decided by two numbers you guessed at the end, d and g.

Worked figures from the deck: the WorkHorse DCF

Section titled “Worked figures from the deck: the WorkHorse DCF”

Inputs: discount rate 15 percent, company growth rate 5 percent. Amounts in dollars, negatives in parentheses.

Year ending Jan202020212022202320242025
EBIT(408,812)(416,784)1,068,4261,968,5504,034,3357,583,253
Taxes00(160,264)(295,283)(605,150)(1,137,488)
Depreciation1,41215,42423,15725,30025,30034,300
Capital expenditure29,00098,0003,00015,000045,000
Change in net working capital0(978,016)(1,340,531)(1,660,351)(2,645,636)(4,626,105)
Free cash flow(436,400)(1,477,376)(412,212)23,217808,8501,808,960
Discount factor0.8700.7560.6580.5720.4970.432
Discounted FCF(379,478)(1,117,109)(271,036)13,274402,141782,063

The terminal value is computed off the final year and discounted with the same year-6 factor.

Terminal valueTV = 1,808,960 x 1.05 / (0.15 - 0.05) = 18,994,081
Discounted terminal value18,994,081 x 0.432 = 8,211,665
Net present value-379,478 - 1,117,109 - 271,036 + 13,274 + 402,141 + 782,063 + 8,211,665 = 7,641,521

Look at what that arithmetic says. The six years of operating cash flow contribute about minus 570,000 dollars in total. The terminal value contributes 8.2 million. More than the whole valuation is the terminal value, and the operating projections actively reduce it. That is the deck’s point made in numbers.

The sensitivity grid, which is the real lesson

Section titled “The sensitivity grid, which is the real lesson”

The deck then reprices the same company across discount and growth rates. Blank cells are combinations where growth is not below the discount rate, so the formula breaks.

Net present value, in dollars

Discount rateg = 0%g = 5%g = 10%g = 15%g = 20%
5%26,916,296
10%9,844,70921,076,928
15%4,641,2867,639,19616,632,925
20%2,307,6433,519,2785,942,54613,212,351
30%343,672668,4761,155,6821,967,6913,591,709
40%(396,304)(276,180)(116,014)108,218444,566
50%(719,029)(666,092)(599,920)(514,843)(401,406)

Terminal value, in dollars

Discount rateg = 0%g = 5%g = 10%g = 15%g = 20%
5%36,179,202
10%18,089,60137,988,162
15%12,059,73418,994,08139,797,122
20%9,044,80112,662,72119,898,56141,606,083
30%6,029,8677,597,6329,949,28113,868,69421,707,521
40%4,522,4005,426,8806,632,8548,321,21710,853,761
50%3,617,9204,220,9074,974,6405,943,7267,235,840

The same company, the same cash flows, is worth 26.9 million dollars or minus 0.7 million depending on two assumptions nobody can verify. A venture investor discounting at 40 to 50 percent gets a negative valuation from exactly the projections the founder used to justify 7.6 million. This is not a flaw in the arithmetic, it is the honest signature of the method, and it explains why practitioners drifted to something simpler.

5 · Where the discount rate comes from, and why it is so high

Section titled “5 · Where the discount rate comes from, and why it is so high”

The deck derives d from the capital asset pricing model, a cornerstone of modern finance developed in the 1960s and recognised with a Nobel prize in 1990.

The key intuition is that risk splits in two. Risk that is specific to one company, sometimes called idiosyncratic, can be eliminated by holding many companies at once, because one firm’s bad year offsets another’s good year. That is diversifiable risk, and the market does not pay you for carrying it, since you could have removed it for free. Risk that is common to all companies, called systematic, cannot be diversified away, and a recession is the standard example. The financial risk premium is the extra return investors demand for bearing exactly that.

Required discount rate under CAPMd = Riskless rate + Beta x (Market rate - Riskless rate)

Beta how strongly this company’s returns move with the market as a whole. Beta of 1.0 means it moves with the market, above 1.0 means it amplifies market swings.

For a young venture the CAPM number on its own is nowhere near high enough, and the next section explains why: an investor in a private company is also carrying illiquidity, a very real chance of total failure, and the cost of the work they will personally do. Those are not systematic risks, so CAPM does not price them, but the investor still charges for them.

This is the one investors actually use. Its trick is to stop modelling the company and model the investor’s cash flows instead, which are almost trivially simple: put money in at the start, wait, receive a share of an exit. The whole method is three equations.

(1) Post-money valuationV_POST = X_e / (1 + rho)^T
(2) Pre-money valuationV_PRE = V_POST - I
(3) The investor’s ownership fractionF_INV = I / V_POST

Read in order they tell a complete story. Guess what the company sells for at exit. Shrink that back to today at the return the investor demands, and call the result the post-money value. Subtract the money being put in to get the pre-money value, which is what the existing shareholders are being credited with. Finally, the investor’s share is simply their cheque divided by the post-money value. That is the entire method.

InputWhat it isWhere it comes from
I, investment amountHow much money the venture needs and, just as important, when it needs itRecovered from the financial plan, which needs knowledge of the business model and the economics of the sector
T, time to exitYears from the investment to the liquidity eventNeeds knowledge of exit markets, that is acquisitions and IPOs, but cannot really be planned in advance; different investors and founders hold different horizons, so it should be discussed openly at the time of the deal
X_e, exit valueThe value if the company succeedsEither a DCF terminal value, or an estimate built from exits of comparable companies
rho, required rate of returnThe target rate, hurdle rate or required return the investor chargesBuilt up from five components, see below

The subtlety about X_e is worth a moment. It is an exit valuation estimate, not an expected value in the statistical sense. The venture capital model assumes the venture either succeeds or fails outright, so the only value worth carrying in the numerator is the success value. The probability of failure does not get netted off the exit value; it is charged for inside the discount rate instead. Mixing the two, by using a probability-weighted exit value and a venture-level discount rate, double counts the failure risk and produces a nonsense number.

The required rate of return has five parts

Section titled “The required rate of return has five parts”

Riskless rate financial
The pure time value of money, what a government bond pays for doing nothing

Financial risk premium financial
Compensation for systematic risk, the part CAPM prices with beta

Illiquidity premium financial
These are long-term investments with almost no secondary market, so the money is locked in and the investor charges for that

Failure rate premium non-financial
Reflects the high mortality of new ventures, and it is usually the largest single component

Service premium non-financial
Payment for what the investor does beyond writing the cheque: monitoring, advice, mentoring, networking

Three financial and two non-financial components. Stack them and a required return of 40 to 60 percent a year stops looking greedy and starts looking arithmetic.

The service premium is the one founders forget, and it is the most negotiable of the five, because it is the one you can argue about by asking what the investor will actually do for you.

Turning a failure probability into a discount rate

Section titled “Turning a failure probability into a discount rate”

The deck gives two crude ways to set the failure rate premium, plus one elegant middle path. The crude ways are to input a large number based on past experience, or to build a full model of uncertainty. The middle path converts an annual failure probability directly into a required return.

Notation z is the annual failure probability, d is the ordinary discount rate. The probability of surviving all the way to exit at T is therefore (1 - z)^T.

Expected exit valueX_e x (1 - z)^T
Discounted at the ordinary rateV_POST = X_e x (1 - z)^T / (1 + d)^T
Set equal to the venture capital formX_e x (1 - z)^T / (1 + d)^T = X_e / (1 + rho)^T
Which collapses to(1 - z)^T / (1 + d)^T = 1 / (1 + rho)^T
And thereforerho = (d + z) / (1 - z)

This one formula is the bridge between the two methods. A perfectly ordinary discount rate of 14 percent combined with a 20 percent annual chance of dying gives rho equal to 0.34 divided by 0.80, which is 42.5 percent. Nothing exotic happened. The venture capital model’s frightening hurdle rates are just a normal cost of capital plus a mortality rate, and the formula lets you argue about the mortality rate directly instead of arguing about the hurdle rate in the abstract.

Handling later rounds: the recursive version

Section titled “Handling later rounds: the recursive version”

A single round is rarely the truth. When more rounds are coming, the model is applied recursively, from one period back to the previous one. The exit value is discounted back to the last round, that round’s pre-money becomes the target value for the round before it, and so on.

(1-MR) Post-money at round rV_POST(r) = V_PRE(r+1) / CCM_r
(2-MR) Pre-money at round rV_PRE(r) = V_POST(r) - I(r)
(3-MR) Ownership fraction at round rF_INV(r) = I(r) / V_POST(r)
The cash-on-cash multiple between two roundsCCM_r = (1 + rho)^tau, where tau is the number of years between round r and round r+1

This is how expected dilution is handled, and it is handled implicitly rather than with a separate dilution adjustment. Because round one is now valued off round two’s pre-money value rather than off the exit, and because that pre-money already has the later investment subtracted from it, the anticipated future rounds automatically push the current round’s valuation down and the current investor’s ownership fraction up. The first investor ends up owning a larger slice of a smaller number, which is exactly the compensation they need for the dilution that is coming.

Worked figures from the deck: the WorkHorse venture capital model

Section titled “Worked figures from the deck: the WorkHorse venture capital model”

All amounts in millions of dollars. Exit value 25, required return 50 percent in both scenarios.

Single roundTwo rounds
Exit value X2525
Required return rho0.50.5
Years from the last round to exit, T54
Investment at that round, I2.52
Cash-on-cash multiple7.5945.063
Post-money at that round3.2924.938
Pre-money at that round0.7922.938
Years between round 1 and round 21
First-round investment I10.5
First-round CCM1.500
First-round post-money1.959
First-round pre-money1.459

Trace the two-round column, because it is the recursion in action. The multiple over four years at 50 percent is 1.5 to the power 4, which is 5.063. Twenty-five divided by 5.063 gives a second-round post-money of 4.938, and taking out the 2 invested leaves a pre-money of 2.938. That pre-money is then the target for round one: discount it one year at 1.5 to get a first-round post-money of 1.959, and take out the 0.5 invested to get a first-round pre-money of 1.459. The ownership fractions follow: the second investor takes 2 divided by 4.938, about 40.5 percent, and the first takes 0.5 divided by 1.959, about 25.5 percent.

Time-varying rho, falling as the venture matures and becomes less riskyQuote a cash-on-cash multiple instead of rho, since CCM equals (1 + rho)^TForecast only to the next round, which just pushes the need to estimate the exit value down the road

The comparables method is the most popular of all among practitioners, and the deck’s description of it is nicely blunt: it is short on modelling and long on using market valuations as an indication of what a valuation could be. The logic is one sentence. Find companies the market has already priced, decide what makes them comparable, and carry their pricing across. It comes in two flavours.

Investment comparables private deals
  • Compare the venture’s valuation directly with similar deals done by investors
  • Conceptually simple, because you are comparing the same type of company at the same stage
  • Practically difficult on two fronts. Similar has to mean similar in business model, stage, sector and amount raised, all at once
  • And the information barely exists in public. Investors hold part of it, founders usually do not
Exit comparables public markets
  • A different logic: look at how the markets value comparable mature companies, then apply that pricing to your projected exit
  • Two crucial choices, and they carry the whole result: the set of comparable companies, and the comparison metric
  • Data is abundant because the peers are listed
  • But the honest question is whether a listed, mature, diversified company is comparable to a venture at all
Different reference points, private deals against public markets. Different valuation criteria, expected performance against actual present valuation. And different treatment: exit comparables reach a venture valuation derivatively, through a projected exit, while investment comparables read it off directly.
(7) The multiple for one comparable company jM_j(comp) = V_j(comp) / PM_j(comp)
(8) The multiple for the peer setM(comp) = average of the M_j(comp)
(9) The resulting valuationX_e = PM_e x M(comp)

where PM is the performance metric, V is the observed valuation, and PM_e is your own venture’s projected value of that same metric at exit.

Earnings, but they may be negative or volatileCash flow, which has a clear economic interpretationRevenues, which work even when cash flow is negativeOperating measures, which have only a tenuous link to income

The ranking is really a compromise between economic meaning and availability. Cash flow means the most but young companies rarely have any. Revenue means the least of the three financial metrics but every company has some. Operating measures such as users or subscribers are the last resort, used when there is nothing financial to multiply, and the deck’s warning about their tenuous link to income is the reason revenue-per-user arguments collapse so often.

Worked figures from the deck: investment comparables

Section titled “Worked figures from the deck: investment comparables”

Five private deals, amounts in dollars.

Comparable companyLocationDescriptionInvestmentPost-money
CavalavoroMilano, ItalyAdvanced lightweight solar panels500,0003,000,000
FoalPlayBoulder, Colorado, USPortable hybrid petrol and solar power generators200,0006,000,000
GongZuoMaShenzhen, ChinaSmall solar battery packs1,500,0005,500,000
PferdWerkJohannesburg, South AfricaSmall solar battery packs100,000800,000
TrachevailMontreal, Quebec, CanadaPortable liquefied natural gas generators1,000,0002,000,000
Average660,0003,460,000
Median500,0003,000,000
Highest1,500,0006,000,000
Lowest100,000800,000

Note the spread: post-money valuations run from 0.8 million to 6 million, a factor of more than seven, for companies in the same broad space. The average of 3.46 million is dragged upward by FoalPlay, which raised the second smallest amount at the highest valuation. This is precisely why the deck insists on looking at the distribution rather than the mean.

Worked figures from the deck: exit comparables

Section titled “Worked figures from the deck: exit comparables”

Amounts in millions of dollars.

ComparableLocation and businessExit typeAgeFundingExit valueRevenueRev multipleNet earningsP/E
BieBieNanjing, China, portable diesel enginesAcquisition by a Chinese manufacturer232540301.3358.00
FergieTechBurnaby BC, Canada, LNG pushback tugs for airlinesIPO on TSX Venture6815121.25115.00
NoodlesMenlo Park CA, US, cloud energy managementIPO on NASDAQ5501501212.50-15not available
UniCorNioTel Aviv, Israel, solar patent portfolioAcquisition by a US engineering company6415101.5053.00
ZellieAugsburg, Germany, solar automotive componentsAcquisition by a German automotive group9612150.8026.00
Average1018.646.415.83.5-0.48.0
Median68.015.012.01.32.07.0
Highest2350.0150.030.012.55.015.0
Lowest54.012.010.00.8-15.03.0

Applying those multiples to the venture’s own projections, which are an exit at age 5 with cumulative funding of 2,500,000 dollars, revenues at exit of 21,110,000 and net earnings of 3,430,000:

Exit value on the average revenue multiple21,110,000 x 3.476 = 73,392,433
Exit value on the median revenue multiple21,110,000 x 1.333 = 28,146,667
Exit value on the average P/E multiple3,430,000 x 8.0 = 27,440,000
Exit value on the median P/E multiple3,430,000 x 7.0 = 24,010,000

Three of the four answers cluster between 24 and 28 million. The fourth, 73 million, is more than double any of them, and it comes entirely from one peer whose revenue multiple of 12.5 pulls the average from about 1.2 up to 3.5. Change nothing except swapping the average for the median and the company loses 45 million dollars of value. That is the single most useful thing to remember about multiples.

A second worked example: the listed-peer approach

Section titled “A second worked example: the listed-peer approach”

The deck also prices a subscription clothing company against listed peers at a snapshot date of 17-11-18, using trailing twelve month revenue of 1,037 million dollars and trailing EBITDA of 23 million.

ComparableEBITDA multipleValuation on EBITDASales multipleValuation on sales
Lands End18.0415,800,0000.5518,350,000
Guess8.8203,280,0000.5518,350,000
Abercrombie and Fitch5.3122,430,0000.3311,010,000
1-800-FLOWERS8.6198,660,0000.6622,020,000
Amazon43.61,007,160,0003.53,628,450,000
TripAdvisor21.5496,650,0002.42,488,080,000
Snapnot availablenot available19.019,697,300,000
Blue Apronnot availablenot available0.6622,020,000
Highest43.61,007,160,00019.019,697,300,000
Lowest5.3122,430,0000.3311,010,000
Mean17.6407,330,0003.43,550,697,500
Median13.4309,540,0000.6622,020,000

The sales column runs from 311 million to 19.7 billion dollars, a spread of sixty times, purely because a social media company sits in the peer set alongside a catalogue retailer. The mean sales valuation of 3.55 billion is nearly six times the median of 622 million. This table is a warning label, not an answer.

Measure consistentlythe multiple has to be defined the same way for every comparable and for your own company, or you are adding apples to oranges
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Look at the whole distributionnot just the average · report the mean, the median, the highest and the lowest, and explain the outliers
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Remember multiples are market pricesso they are prone to herding · the peer set is expensive when the whole sector is fashionable and cheap when it is not
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Choosing peers is the hard partespecially for innovative companies · being innovative is not a similarity, so it cannot be the basis of a peer set
The last one is the sharpest. Two companies that are both innovative have nothing in common except a word, and a peer set assembled on that basis will produce whatever answer you wanted.

One further adjustment the deck flags is the liquidity discount between public and private firms. Shares in a listed company can be sold on any trading day; shares in a private venture cannot. That difference alone means a multiple lifted from public markets should be marked down before it is applied to a private company, and it is one of the legitimate reasons an investor’s number lands below the one a founder computes from listed peers.

8 · The fourth family: modelling uncertainty explicitly

Section titled “8 · The fourth family: modelling uncertainty explicitly”

These approaches are, as the deck puts it, conceptually solid but not very popular in practice. They address the one thing both DCF and the venture capital model quietly avoid: neither of them explicitly models the probability of different events. Both bury all of it inside a single discount rate.

Scenario analysis models a handful of possible trajectories, for example a bad, a middle and a good one. It runs in three steps: identify the scenarios and their probabilities, compute a valuation in each scenario, then average.

Scenario-weighted valueV = sum over s of [ p_s x V_s ]

The deck’s worked case runs four scenarios on the same venture, with a 20 percent discount rate throughout. Amounts in dollars.

Quick winHome runLong slugBig flop
Exit value20,000,00080,000,00040,000,0000
Total dilution75.00%37.50%30.00%
Diluted exit value15,000,00030,000,00012,000,0000
Years to exit479
Discount factor2.073.585.16
Discounted diluted exit value7,233,7968,372,4492,325,6800
Scenario probability15%10%15%60%
Probability-weighted value1,085,069837,245348,8520

The four weighted values add to an expected value of 2,271,166 dollars. Notice how brutal an honest 60 percent failure probability is: the home run scenario, worth 80 million at exit, contributes only 837,000 dollars to the answer once dilution, nine years of discounting and a 10 percent probability have all been applied.

Simulation goes further, modelling outcomes continuously rather than in discrete buckets, focusing on a few key parameters and modelling them jointly. The deck’s honest reservation is that the challenge is doing this convincingly, since a simulation is only as good as the distributions fed into it.

PROFEX, short for probability of exit, extends the venture capital model by modelling uncertainty about exit outcomes directly. It computes consistent valuations for all financing rounds, and it represents the company’s life as a series of likely crossroads at each of which it can exit profitably, continue, or fail. At every crossroad there is a probability distribution and a set of valuations. At each round the post-money valuation is the discounted value of the next round’s expected valuation, and the deck notes that the key round is the first, when uncertainty is at its highest.

PROFEX stages, dollarsStage 1Stage 2Stage 3Stage 4Stage 5
Conditional probability of exit0%30%40%100%
Conditional probability of refinancing50%50%60%0%
Conditional probability of liquidation50%20%0%0%
Probability of reaching the stage100%50.0%25.0%15.0%
Investment500,0002,000,00012,000,0006,000,000
Exit value0020,000,00080,000,00040,000,000
Stage date, years01479
Discount rate20%20%20%20%20%
Post-money valuation2,310,9877,546,36826,080,24727,777,778
Pre-money valuation1,810,9875,546,36814,080,24721,777,778

The deck does not give a formula for blending three valuations into one. What it gives instead is a comparison of what each method is actually good for, and the implicit instruction is to know which number you are leading with and why.

MethodWhose cash flowsWhat it deliversIts main weakness
Venture capital modelThe investor’sThe most common approach in practice, simple and internally consistent, and it produces the ownership fraction directlyEverything hangs on getting the exit value right, and the exit value usually has to be imported from comparables anyway
Discounted cash flowThe company’sAn intrinsic valuation grounded in the business itselfRequires strong assumptions, and it is not suited to modelling fundamental uncertainty or multiple rounds of financing
ComparablesNobody’s, it uses market information external to the companyA relative valuation anchored in observable prices, and it is the natural source of the exit value the other methods needExit comparables rely on listed companies that may not be comparable to a venture at all; investment comparables get closer to true peers, but only just, and the data is scarce
Probability-based modelsModelled explicitlyA sounder treatment of uncertainty than a single fat discount rateThey swap one set of strong assumptions for another, namely strong assumptions about how to model the probabilities

Two closing warnings from the deck deserve their own line. First, all of these methods rest on strong assumptions about what the right discount rate is, and that single input can swing the answer by an order of magnitude, as the sensitivity grid showed. Second, and more subtly, all of them assume the investor receives common equity. That is almost never true. Most venture investors take more complex securities with preferences and protections attached, and working out how those securities change the economics of the deal is a genuinely complex problem requiring sophisticated analysis. It is also the subject of the next chapter.

OutReach Networks, first venture round. The setting is November 2011. The founder and CEO of OutReach Networks, a company he started in 2007 after cashing out 50,000 dollars of stock options from his previous employer, is holding an offer from a venture capital firm and is not sure whether to be pleased or insulted.

The venture. OutReach sells wireless networking products for the unlicensed radio frequency spectrum: high-performance radios, antennas and management tools. The founding insight came from his work as a wireless engineer, where he found that an unlicensed part of the spectrum could carry a wireless signal across a far broader area than the licensed spectrum could. The unlicensed spectrum has two decisive advantages: it is free, and it is available in ample supply. The target is the roughly 75 percent of the world’s population that had no internet access in 2011, plus the 30 percent of the United States that had limited or no broadband. The bottleneck everywhere is the last mile from the core network to the individual home, which wired solutions can bridge only at great expense and with long lead times.

Combining commodity hardware with proprietary software, OutReach gear cuts the up-front capital expenditure needed to build a last-mile network so far that entirely new kinds of operator become viable. A person with basic networking skills, an elevated site, access to commercial-grade internet and about 5,000 dollars of OutReach equipment can build a network covering 100 subscribers, delivering 15 to 20 Mbps against the 3 to 4 Mbps that DSL topped out at. With as few as 20 customers paying 50 dollars a month, the hardware cost including customer premise equipment is covered in the first five months. That economics created a growing community of wireless internet service providers, and their demand pulls OutReach equipment through.

Why this venture is unusual. It has been profitable since the beginning, for two structural reasons. It sells indirectly through channels rather than building a direct sales force, which eliminates the largest cost line most hardware companies carry, and it outsources manufacturing because the product designs are simple, which keeps property, plant and equipment near zero. Fewer than 100 employees in 2011. Operating margins around 30 percent since 2010, projected to stay there. Revenue went from 9 million dollars in 2009, its first full year, to 63 million in 2011. The downside of selling indirectly is limited visibility into future sales and few levers to accelerate them if needed. Only 31 percent of 2011 revenue came from North America, with 26 percent from South America, 35 percent from Europe, the Middle East and Africa, and 9 percent from Asia Pacific. The founder holds 75 percent, the CFO 15 percent, and other senior staff and employees the remaining 10 percent, on 50 million shares outstanding.

The valuation question. The venture firm has offered 30 million dollars for 30 percent of the company. The founder believes that money should buy no more than 15 percent. He cannot see how the firm arrives at 30 percent, even allowing for the fact that venture investors typically look for a 40 to 60 percent compounded return, and he notes that even when he heavily discounts the projected free cash flows, cutting them to half of their projected values, he still gets a much higher valuation than the offer implies. The firm’s answer is that 30 million dollars is large relative to a typical first round, that first-round IT investments over the previous two years averaged around 5 million, and that this single deal would tie up a significant share of the firm’s 350 million dollar fund.

What the offer impliesV_POST = 30 / 0.30 = 100 million, so V_PRE = 100 - 30 = 70 million
What the founder’s counter impliesV_POST = 30 / 0.15 = 200 million, so V_PRE = 200 - 30 = 170 million

The comparables exercise. The investor supplied a set of publicly traded comparables, the peers he thought any investor would look at. Amounts in millions of dollars, multiples as of November 2011.

CompanyMarket capRevenueRevenue growth, 1 yearEBITDA marginDebt to capitalTEV to forward EBITDAForward P/EBeta
Acme Packet2,24429545.6%30.1%not available13.724.31.50
Aruba Networks2,25843348.2%3.0%not available13.331.51.95
Aviat Networks1084633.9%0.2%7.6%4.221.31.35
Cisco Systems100,20643,7244.7%25.3%26.3%6.410.31.20
Mean26,20411,22925.6%14.6%17.0%9.421.81.50
Median2,25144825.2%14.1%17.0%9.922.81.43

The exhibit also states the two inputs needed for a CAPM discount rate: the ten-year US Treasury rate was assumed to be 5 percent and the market risk premium 6.0 percent.

The relevant forward figures for OutReach come from the projections: 2012 revenue of 137 million, EBITDA of 38.84 million and net income of 26.71 million, rising to 2017 revenue of 525 million, EBITDA of 157.85 million and net income of 108.66 million. Since the company carries no debt, its enterprise value and its equity value are the same thing, so the enterprise value multiples can be applied without adjustment.

Value on the peer median forward EBITDA multiple38.84 x 9.85 = 383 million
Value on the peer mean forward EBITDA multiple38.84 x 9.4 = 365 million
Value on the peer median forward P/E26.71 x 22.8 = 609 million
Value on the peer mean forward P/E26.71 x 21.8 = 583 million

Now run the comparison in the other direction, which is the more revealing way to read it. Ask what multiples the two negotiating positions imply.

Implied byPost-money valueForward EBITDA multipleForward P/E
The investor’s offer, 30 percent for 30 million1002.63.7
The founder’s counter, 15 percent for 30 million2005.17.5
Peer median9.922.8
Peer mean9.421.8
Cheapest single peer4.210.3

Read that table slowly. The offer prices a profitable, fast-growing company at 2.6 times forward EBITDA when the cheapest listed peer trades at 4.2 and the median at 9.9. Even the founder’s own supposedly aggressive counter is below the cheapest peer on both metrics. On the comparables evidence alone, the founder’s 15 percent is not an aggressive ask, it is a conservative one.

Why the peer set does not settle it. The four peers illustrate every caveat from section 7 at once. Cisco is 45 times the size of the other three combined and drags every mean into meaninglessness, which is why the mean market capitalisation of 26 billion sits eleven times above the median of 2.25 billion. Two of the four are growing at 4 to 5 percent a year, nothing like OutReach’s 117 percent, while the other two grow at 46 to 48 percent. EBITDA margins run from 0.2 percent to 30 percent, which makes an EBITDA multiple almost incomparable across the set. And every one of them is listed, so a liquidity discount is owed before their multiples touch a private company. All four objections push the same way: the peer-implied values of 365 to 609 million are an upper bound, not a target.

Cross-checking with the venture capital model. This is where the investor’s logic becomes visible. Take the exit value from the comparables, apply the peer median forward EBITDA multiple to the 2017 projection, and assume an exit five years out at the end of 2016.

Exit value from exit comparablesX_e = 157.85 x 9.85 = 1,555 million
At a 50 percent required return over 5 yearsV_POST = 1,555 / 1.5^5 = 1,555 / 7.594 = 205 million, so F_INV = 30 / 205 = 14.6 percent
At a 40 percent required returnV_POST = 1,555 / 1.4^5 = 1,555 / 5.378 = 289 million, so F_INV = 30 / 289 = 10.4 percent
At a 60 percent required return, the top of the stated rangeV_POST = 1,555 / 1.6^5 = 1,555 / 10.486 = 148 million, so F_INV = 30 / 148 = 20.2 percent

Across the entire 40 to 60 percent band that the case itself says venture investors look for, the venture capital model hands back an ownership fraction of 10 to 20 percent. The founder’s 15 percent sits in the middle of that range. To justify 30 percent, the required return has to be far higher.

The return implied by the offer(1 + rho)^5 = 1,555 / 100 = 15.55, so rho = 15.55^(1/5) - 1 = 73 percent per year
And what failure probability that would need, using rho = (d + z) / (1 - z) with d = 14 percent from CAPM0.73 = (0.14 + z) / (1 - z), which gives z = 34 percent per year

The CAPM rate there comes straight from the exhibit: 5 percent riskless plus a mean peer beta of 1.50 times a 6 percent market risk premium gives 14 percent. A 34 percent annual chance of failure is a plausible number for a pre-revenue startup. It is not a plausible number for a company with 63 million dollars of revenue, 17 million of EBITDA and a history of profitability since inception. Apply a more defensible 20 percent annual failure rate instead and the formula gives rho equal to 0.34 divided by 0.80, that is 42.5 percent, which lands squarely in the normal band and implies an ownership fraction near 11 percent.

What I would conclude. The offer is not arrived at by valuation, it is arrived at by habit. The investor is applying the ownership fraction a fund typically takes in a first round, and a 30 percent stake for a lead investor is the industry default. The valuation numbers were reverse-engineered to fit it. The genuine arguments on the investor’s side are real but small: a private company deserves a liquidity discount against those listed multiples, the projections come from the investor’s own model rather than a track record, revenue visibility is poor because the sales model is indirect, the intellectual property is not properly protected, and 30 million dollars is an unusually large first cheque that consumes a meaningful slice of a 350 million dollar fund. None of those adds up to a 73 percent required return. The right move is to negotiate hard with exactly this arithmetic on the table, and the founder’s strongest card is the one the whole case rests on: he does not need the money. A company profitable since inception can walk away, and that is the only negotiating position in venture capital that never weakens.

A venture of my own, valued three ways. Call it a small industrial sensor analytics company, currently at 1.2 million euros of revenue, raising 2.0 million euros and holding 0.1 million of cash. All figures in millions of euros.

Projected free cash flows, a discount rate of 30 percent reflecting a young private company, and a long-run growth rate of 4 percent.

Year12345
Free cash flow(0.80)(0.50)0.401.202.00
Discount factor at 30%0.7690.5920.4550.3500.269
Discounted free cash flow(0.615)(0.296)0.1820.4200.539
Terminal value at the end of year 5TV_5 = 2.00 x 1.04 / (0.30 - 0.04) = 2.08 / 0.26 = 8.00
Discounted terminal value8.00 x 0.269 = 2.154
Sum of discounted operating cash flows-0.615 - 0.296 + 0.182 + 0.420 + 0.539 = 0.230
Pre-money valuationV_PRE = 0.230 + 2.154 + 0.10 = 2.48

The terminal value is 90 percent of the discounted total, exactly as the deck predicts. And the sensitivity is savage: raise the discount rate to 40 percent, change nothing else, and the operating cash flows contribute almost exactly zero while the terminal value falls to 2.08 divided by 0.36, that is 5.78, discounted at 0.186 to 1.07. The pre-money valuation drops to 1.18, less than half, on a change of assumption nobody could prove wrong.

Assume an exit at 40 million euros in five years and a required return of 50 percent, which the failure-rate formula justifies with an ordinary discount rate of 20 percent and a 20 percent annual failure probability, since 0.40 divided by 0.80 is 0.50.

Cash-on-cash multipleCCM = 1.5^5 = 7.594
Post-money valuationV_POST = 40 / 7.594 = 5.27
Pre-money valuationV_PRE = 5.27 - 2.00 = 3.27
Investor ownership fractionF_INV = 2.00 / 5.27 = 38.0 percent

Now handle the round that is really coming: a second round of 3.0 million euros in year 2, three years before the exit. Apply the recursion.

Round 2, three years to exitV_POST(2) = 40 / 1.5^3 = 40 / 3.375 = 11.85, V_PRE(2) = 11.85 - 3.00 = 8.85, F_INV(2) = 3.00 / 11.85 = 25.3 percent
Round 1, two years earlier, valued off round 2’s pre-moneyV_POST(1) = 8.85 / 1.5^2 = 8.85 / 2.25 = 3.93, V_PRE(1) = 3.93 - 2.00 = 1.93, F_INV(1) = 2.00 / 3.93 = 50.8 percent
Consistency check on the first investor50.8 percent x (1 - 0.253) = 38.0 percent at exit, worth 0.380 x 40 = 15.2, which is 7.59 times the 2.00 invested

That check is the point of the whole method. Anticipating the second round cuts the first-round pre-money from 3.27 to 1.93 and raises the investor’s fraction from 38 to 51 percent, and the two effects exactly cancel so the investor still earns their required 7.59 times multiple. Dilution is not an afterthought bolted onto the model, it is already inside it.

Two readings. For a current value, five recent private financings of similar companies at a similar stage had post-money valuations of 3.0, 4.0, 5.0, 6.5 and 9.0 million euros, a median of 5.0 and a mean of 5.5. For an exit value, listed peers in industrial software trade at a median of 3.0 times revenue, and the year-5 revenue projection is 12 million euros.

Investment comparables, value todayV_POST = median post-money of 5.0, so V_PRE = 5.0 - 2.0 = 3.00 and F_INV = 2.0 / 5.0 = 40 percent
Exit comparables, feeding the venture capital modelX_e = 12 x 3.0 = 36, close enough to the 40 assumed above to say the exit story is not fantasy
MethodPre-money, million eurosInvestor share for 2.0 millionWhat actually drives the number
Discounted cash flow, d = 30% and g = 4%2.4844.6%The terminal value, which is 90 percent of the answer
Discounted cash flow, d = 40% and g = 4%1.1862.9%The same terminal value, discounted harder
Venture capital model, single round3.2738.0%The 40 million exit and the 50 percent required return
Venture capital model, with the second round1.9350.8%The same exit, minus the dilution from a 3.0 million round two
Investment comparables3.0040.0%The median post-money of five similar private deals

Why they differ, and which I would lead with. The spread runs from 1.2 to 3.3 million euros pre-money, a factor of nearly three, and every one of those numbers is defensible. They differ because they are answering slightly different questions. The DCF asks what this company’s own cash generation is worth and is dominated by a growth rate five years out. The venture capital model asks what an investor can pay and still hit their fund’s return, and is dominated by the exit value and the hurdle rate. Comparables ask what the market is currently paying for things that look like this, and is dominated by whoever ended up in the peer set. The three answers are not competing estimates of one true value, they are three different lenses.

I would lead with the venture capital model, two-round version, at roughly 1.9 to 2.0 million pre-money, for three reasons. It is the language the investor is already thinking in, so the negotiation happens on shared terms. It produces an ownership fraction directly, which is the thing actually being negotiated. And it accounts honestly for the round two that everyone knows is coming, which the other two methods ignore. I would then put comparables next to it as the market sanity check, since 3.0 million is what similar companies raised at and that is a real observed price rather than a projection. The DCF I would keep in the appendix and use defensively, because it does not persuade anybody but it does prove I know my own cash flows, and the gap between the 30 percent and 40 percent versions is the most honest thing on the page: it shows what the negotiation is really about, which is not the projections, it is the discount rate.

  1. Decide first what the valuation is for. A number to open a negotiation, a number to test whether an offer is fair, or a number to prove you are investor-ready. The three uses tolerate very different levels of precision, and only the second one has to survive an investor’s scrutiny.

  2. Write down your four venture capital model inputs before anything else, because these are the ones an investor will ask for: how much you need and when, how many years to a plausible exit, what the company would sell for if it works, and what return the investor will demand. If you cannot state all four, you are not ready to discuss a valuation.

  3. Build the exit value from comparables, not from ambition. Find real exits in your space, record the exit value and the metric behind it, compute the multiple for each, and report the mean, median, highest and lowest. Then apply the median, not the mean, to your own projected metric.

  4. Justify your required return rather than accepting a folk number. Build it up from the five components: riskless rate, financial risk premium, illiquidity premium, failure rate premium and service premium. Then sanity-check it with the formula rho equals (d plus z) divided by (1 minus z) by asking what annual failure probability the investor’s rate implies. If the implied number is absurd for a company at your stage, you have found your negotiating argument.

  5. Run the recursion for the rounds you know are coming. Value round two off the exit, then value round one off round two’s pre-money. The lower first-round number that comes out is not a defeat, it is the honest price of a plan that needs more money later.

  6. Run a DCF as an internal discipline, not as a pitch document. Project free cash flow properly as net income minus the change in net working capital minus capex plus depreciation, compute a terminal value, and then immediately build the sensitivity grid across discount and growth rates. The grid, not the point estimate, is the useful output.

  7. Assemble the investment comparables you can actually get. Similar business model, stage, sector and round size. Record the post-money valuations, not just the amounts raised, and be honest about how thin the sample is.

  8. Put every answer in one table with its driving assumption written next to it, the way the worked example above does. Never present a single number without the range around it, and never present an average without the median beside it.

  9. Choose the number you will lead with and prepare to defend the two behind it. Say out loud which method it comes from and why that method fits your stage. An investor is testing your reasoning, not your arithmetic.

  10. Remember what all of this assumes. Every method here prices common equity. The moment preferences, liquidation rights and anti-dilution enter the term sheet, the headline valuation stops describing what anybody actually owns, which is the subject of the next chapter.

TermWhat it means in plain words
Pre-money valuationWhat the company is agreed to be worth immediately before the new money arrives
Post-money valuationThe pre-money value plus the money just invested, and the denominator that fixes ownership fractions
Intrinsic or absolute valuationA value derived from the company’s own economics, which is what a discounted cash flow produces
Extrinsic or relative valuationA value imported from what the market pays for other companies, which is what comparables produce
Free cash flowNet income minus the change in net working capital minus capital expenditure plus depreciation, that is the cash the business actually throws off
Terminal valueThe value of everything beyond the projection horizon, computed as the final year’s cash flow grown by g and divided by d minus g. For ventures it is usually most of the answer
Discount rate dThe annual rate at which future money is shrunk back to today, derived under CAPM as the riskless rate plus beta times the market risk premium
BetaHow strongly a company’s returns move with the market as a whole, which is the measure of its undiversifiable risk
Systematic riskRisk common to all companies, such as a recession, which no amount of diversification removes and which investors must therefore be paid to bear
Idiosyncratic riskRisk specific to one company, which disappears in a large portfolio and which the market therefore does not pay you to carry
Required rate of return, rhoThe hurdle rate a venture investor charges, built from a riskless rate, a financial risk premium, an illiquidity premium, a failure rate premium and a service premium
Illiquidity premiumExtra return demanded because a private stake cannot be sold, there being almost no secondary market
Failure rate premiumExtra return demanded because most new ventures die, converted from an annual failure probability z by rho equals (d plus z) divided by (1 minus z)
Service premiumExtra return charged for the work the investor does beyond the money: monitoring, advice, mentoring and networking
Exit value X_eWhat the company sells for if it succeeds, from an acquisition or an IPO. It is a success-case estimate, not a probability-weighted expected value
Cash-on-cash multiple, CCMThe gross multiple of money returned over money invested, equal to (1 plus rho) to the power of the number of years held
Investment comparablesValuations read off similar private financings, which are the closest true peers but the hardest data to obtain
Exit comparablesValuations read off listed mature companies, which are easy to observe but questionably comparable to a venture and owed a liquidity discount
Liquidity discountThe markdown applied to a public-market multiple before using it on a private company, because private shares cannot be sold on demand
PROFEXProbability of exit, an extension of the venture capital model that treats the venture as a series of crossroads at which it can exit, continue or fail
  1. Valuing a venture is difficult and time consuming. Give the reason the deck gives for doing it anyway, then list the four challenges that make it hard, and explain the trade-off between a simple and a complex approach.
  2. A venture’s year 6 free cash flow is 1,808,960 dollars, the discount rate is 15 percent and the long-run growth rate is 5 percent. Compute the terminal value, then discount it back six years using a discount factor of 0.432. If the six years of discounted operating cash flows sum to minus 570,144 dollars, what is the net present value, and what share of it is the terminal value?
  3. An investor is putting 3 million euros into a venture, expects an exit at 30 million euros in four years, and requires a 45 percent annual return. Compute the cash-on-cash multiple, the post-money valuation, the pre-money valuation and the investor’s ownership fraction.
  4. Using the peer figures from the case, a peer median forward EBITDA multiple of 9.85 and a peer median forward price to earnings ratio of 22.8, value a company whose forward EBITDA is 38.84 million dollars and whose forward net income is 26.71 million dollars. Then say what multiples an offer of 30 million dollars for 30 percent would imply, and comment.
  5. An ordinary discount rate for a company is 25 percent and its annual probability of failure is 15 percent. Compute the required rate of return a venture investor should charge, and explain in one sentence why this formula matters in a negotiation.
  6. Give the two crucial choices in the exit comparables method and the four caveats on using multiples, then explain why the mean and the median of a peer set can differ so violently.

Next: Term Sheets → - the clauses that decide who really controls the company.