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HomeBusinessEntrepreneurshipPraying to the God of Valuation

Praying to the God of Valuation

Something occurred previously 7 years within the startup and enterprise capital world that I hadn’t skilled for the reason that late 90’s — all of us started praying to the God of Valuation. It wasn’t at all times like this and albeit it took a variety of pleasure out of the trade for me personally.

What occurred? How would possibly our subsequent part of the journey appear brighter, even with extra unsure days for startups and capital markets?


I began my profession as a programmer. In these days we did it for the enjoyment of problem-solving and seeing one thing we created in our brains be realized in the true world (or not less than the true, digital world). I’ve typically thought that artistic endeavors the place one has a fast turn-around between concept and realization of 1’s work as one of many extra fulfilling experiences in life.

There was no cash practice. It was 1991. There had been startups and a software program trade however barely. We nonetheless beloved each second.

The browser and thus the WWW and the primary Internet companies had been born circa 1994–95 and there was a golden interval the place something appeared attainable. People had been constructing. We wished new issues to exist and to resolve new issues and to see our creations come to life.

And then within the late 90’s cash crept in, swept in to city by public markets, immediate wealth and an absurd sky-rocketing of valuations primarily based on no affordable metrics. People proclaimed that there was a “new economy” and “the old rules didn’t apply” and if you happen to questioned it you “just didn’t get it.”

I began my first firm in 1999 and was admittedly swept up in all of this: Magazine covers, fancy conferences, synthetic valuations and simple cash. Sure, we constructed SaaS merchandise earlier than the time period even existed however at 31 it was exhausting to delineate actuality from what the entire monied folks round us had been telling us what we had been value. Until we weren’t.


The dot com bubble had burst. Nobody cared about our valuations any extra. We had nascent revenues, ridiculous price buildings and unrealistic valuations. So all of us stopped specializing in this and simply began constructing. I beloved these salad days when no person cared and every little thing was exhausting and no person had any cash.

I bear in mind as soon as seeing Marc Andreessen sitting in a sales space at The Creamery in Palo Alto and no person appeared to take any discover. If they didn’t care about him they definitely didn’t care about me or Jason Lemkin or Jason Calacanis or any of us. I might see Marc Benioff within the line for Starbucks at One Market in San Francisco and possibly few might decide him out of a line up then. Steve Jobs nonetheless walked from his home on Waverly to the Apple Store on University Ave.

In these years I realized to correctly construct product, worth merchandise, promote merchandise and serve clients. I realized to keep away from pointless conferences, keep away from non-essential prices and try for not less than a impartial EBITDA if for no different purpose than no person was excited about giving us any extra money.

Between 2006–2008 I bought each corporations that I had began and have become a VC. I didn’t make sufficient to purchase a tiny island however I made sufficient to alter my life and do some issues that I beloved out of a love for the sport vs. the need of enjoying.


While I used to be a VC in 2007 & 2008 these had been useless years as a result of the market once more evaporated due the the Global Financial Crisis (GFC). Almost no financings, many VCs and tech startups cratered for the second time in lower than a decade following the dot com bursting. In retrospect it was a blessing for anyone turning into a VC again then as a result of there have been no expectations, no stress, no FOMO and you may work out the place you wished to make your mark on this planet.

Starting in 2009 I started writing checks constantly, year-in and year-out. I used to be in it for the love of working with entrepreneurs on enterprise issues and marveling at know-how they’d constructed. I had realized that I didn’t have it inside me to be pretty much as good of a participant as a lot of them did however I had the talents to assist as mentor, coach, buddy, sparing accomplice and affected person capital supplier. Within 5 years I used to be on the board of actual companies with significant income, robust stability sheets, no debt and on the trail to a couple fascinating exits.

During this period, from 2009–2015, most founders I knew had been in it for constructing nice & sustainable corporations. They wished to construct new merchandise, remedy issues that had been unfilled by the final era of software program corporations and develop income year-over-year whereas holding prices in test. Raising capital remained tough however attainable and valuations had been tied to underlying efficiency metrics and all people accepted the the final word exit — whether or not by M&A or IPO — would even be primarily based on some degree of rational pricing.


Aileen Lee of Cowboy Ventures first coined the time period Unicorn in 2013, paradoxically to sign that only a few corporations ever achieved a $1 billion valuation. By 2015 it had come to suggest by the market a brand new period the place enterprise fundamentals had modified, corporations might simply and shortly be value $10 billion or MORE so why fear in regards to the “entry price!”

I wrote a publish in 2015 that memorialized on the time how I felt about all of this, titled, “Why I Fucking Hate Unicorns and the Culture They Breed.” I admit that my writing type again then was a bit extra carefree, provocative and opinionated. The final seven years has softened me and I yearn for extra internal peace, much less angst, much less outrage. But if I had been to rewrite that piece once more I might solely change the tone and never the message. In the previous 7 years we constructed cultures of fast cash, immediate wealth and valuations for valuations sake.

This period was dominated by a ZIRP (zero rate of interest coverage) of the federal reserve and simple cash searching for excessive yields and inspiring progress in any respect prices. You had the entry into our ecosystem of hedge funds, cross-over funds, sovereign wealth funds, mutual funds, household places of work and all different sources of capital that drove up valuations.

And it modified the tradition. We all started to wish to the altar of the almighty valuation. It was no person’s fault. It’s only a market. I discover it humorous when folks attempt to blame VCs or LPs or CEOs as if anyone might select to manage a market. Ask Xi or Putin how that’s going for them.

Valuations had been a measure of success. They had been a technique to collect low-cost capital. It was a technique to make it exhausting in your competitors to compete. It was a technique to entice the very best expertise, purchase the very best startups, seize headlines and continue to grow your … valuation.

In stead of rising income and holding down prices and constructing nice firm cultures the market chased valuation validation. In a market doing this it turns into very exhausting to do in any other case.

And the valuation occasion lasted till November ninth, 2021. We had lamp shades on our heads, tequila in our glasses, loud music and maybe an excessive amount of sand, and burning males, and artwork displays and tres commas. The cling over was sure to be searing and last more and drive some folks to cease enjoying the sport altogether.

We’re nonetheless looking for our sober equilibrium. We at the moment are there but however I appear indicators of sobriety and a brand new era of startups who by no means had entry to the Kool Aid.


Valuation obsession wasn’t restricted to startups. In a world when LPs benchmark VC efficiency on a 3-year time horizon from deploying one’s fund (is your 2019 fund within the prime quartile!!??) you’re sure to wish to the valuation Gods. Up and to the proper or perish. I see your $500 million fund and I increase you with a $1.5 billion fund. Top that! Oh, $10 billion? Whoa. Hey, we acquired to lift once more subsequent yr. Let’s deploy quicker!

We had been advised that Tiger was going to eat the VC trade as a result of they deployed capital yearly and didn’t take board seats. How’s that recommendation holding up?

So now our collective corporations are value much less. If we took them public we’re bare now. The tide has gone out. If they’re personal we nonetheless have fig leaves that cowl us as a result of some rounds would possibly increase debt vs. fairness or would possibly fund with phrases like a number of liquidation preferences or full-ratchets or convertible notes with caps. But that is nonetheless all about valuations and none of it’s any enjoyable anymore.


I don’t have a crystal ball for 2023–2027 however I’ve some guesses as to the place the brand new sober markets could go and similar to in our private lives rather less alcohol could make us essentially happier, more healthy, in it for the proper causes and in a position to get up each morning and proceed our journeys in peace and for the proper causes.

I’m having fun with extra discussions with startups in regards to the ROI advantages for purchasers who use our merchandise relatively than the coolness of our merchandise. I’m having fun with extra give attention to find out how to construct sustainable companies that don’t rely in ever extra capital and logarithmically growing valuations. I discover consolation in founders in love with their markets and merchandise and visions — regardless of the financial penalties. I’m assured cash will likely be made be individuals who frugally and doggedly observe their passions and construct issues of actual substance.

There will at all times be outliers like Figma or Stripe or maybe OpenAI or the like who create some elementary and chronic and big change in a market and who collect outsized returns and valuations and rightly so.

But nearly all of the trade has at all times been made by superb entrepreneurs who construct out of the intense highlight of the trade and construct 12-year “overnight successes” the place they get up and have $100m+ in income, optimistic EBITDA and an opportunity to manage their very own future.

I’m having enjoyable once more. Truly it’s the primary time I’ve felt this manner in 5 years or so.

I advised my colleagues at our annual vacation occasion this previous week that 2022 has been my most fulfilling as a VC and I’ve been doing this for > 15 years and practically 10 extra as an entrepreneur. I really feel this manner as a result of regardless of how a lot founders are kicked within the shins by the monetary markets or by buyer markets I at all times discover some who mud themselves off, lower their coats in response to their material, and keep it up decided to succeed.

Deep down I really like working with founders and merchandise, technique, go-to-market, monetary administration, pricing and all features of constructing a startup. I suppose if I beloved spreadsheets and valuations and benchmarking I might work within the much more profitable world of late-stage personal fairness. It’s simply not me.

So we’re again to constructing actual companies. And that personally brings me far more pleasure than the obsession with valuations. I really feel assured if we give attention to the previous the latter will care for itself.

Photo by Ismael Paramo on Unsplash



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