Revisiting The Outcome Distortion Complex
In other words? “The ends rewrite the means.”
This is a free weekly newsletter about the art and science of building and investing in tech companies. To receive Investing 101 in your inbox each week, subscribe here:
I started writing this blog consistently at the beginning of 2022. That means I’ve written once a week every week for 225 weeks in a row. In that time, 26K of you have come along for the ride as subscribers. I appreciate you!
But every once in a while I think about some pieces that I wrote years ago when I only had a few hundred subscribers. Pieces that, despite having an outsized impact on my thinking and work, never got much attention because I published them so early in my writing career. I’ve revisited a few pieces in the past, like A Tale of Two Markets, Competitive Moats, The Death of a Venture Fund, and a bunch of others.
This week I’ve been thinking about outcomes and how they tend to reshape reality. At the time I wrote this piece originally, it was in July 2022 when the market was sinking into oblivion and everyone thought the world was ending. Pre-ChatGPT and post-ZIRP, we had nothing but self-loathing.
Today, the situation is very different. Despite a lot of speculative hesitation, markets continue to rip in a lot of ways. Even as SaaS stocks die all around us, the market roars ahead. In the same way that believing negative outcomes reshape reality, its also important to understand that positive outcomes don’t change reality either, though it certainly makes it easier to numb the obligation we have to reality.
So, here is my slightly revised take on The Outcome Distortion Complex.
--
The Regrets of a Tiger Mom
In 2015 my brother graduated from law school and the keynote speaker at his commencement was Amy Chua, a lawyer, Yale professor, and author of the book “Battle Hymn of The Tiger Mother.” She was a captivating speaker and I came away impressed by the way she talked about grit and approaching life with determination.
I didn’t think much about Amy Chua for the next 4 years other than knowing that her Tiger Mom book was on my list of things to read when I got the chance. In 2019 I finally read the book and was surprised by the contents. The book was much less Parenting 101 and more a long and uncomfortable story about what, to me, felt like verbal abuse and a tenuous relationship with her daughters at best.
She chronicled how she would berate, yell at, and ridicule her daughters into endless hours of practice on the violin and piano. I remember distinctly thinking to myself, “this doesn’t seem okay. But then again, how many musical prodigy’s have I raised? She must know what she’s doing.”
Soon after I finished the book I was googling Amy Chua and found out that in 2018 her husband (also a law professor) had been accused of sexual harassment. Any moral license I had been affording her for what felt like over-the-line parenting immediately went away. “No, there is a lot of weird stuff about her family. I don’t think I’ll listen to her.”
Now say what you will about tiger parents, law professors, and whether or not the bad behavior of a person’s spouse should determine your perspective on them but the key point I often think about is this. The outcome, in this case, shaped my comfort with the means surrounding it. Whether we like it or not we’re often not so much interested in the justification of the means so long as the outcome is something we can agree with.
In investing there is a question of whether something is a winner and, more importantly, whether you care very much about how it became a winner. I’ve always bristled at the idea in finance that any business has the fundamental purpose to “maximize shareholder wealth.” That always struck me as a way to hide a multitude of sins. You can justify any number of behaviors as long as you “maximize shareholder wealth.” Instead, it’s critical to understand the good and the bad of the way you invest. Because whether you like it or not the ups and downs are part of the journey to get where you’re going.
The Outcomes We Deserve
Some people have seen gains from Allbirds pivoting to AI or Leopold pitching memory stocks. While a huge swath of others are witnessing the wholesale slaughter of software stocks with no rhyme or reason, outside of an Anthropic announcement. For most traditional investors it can feel pretty bleak these days. But think back to a long, long time ago in a different world, to mid-2021. Companies and investors alike were caught up in excess. Larger and larger rounds, bigger and bigger valuations, more and more dramatic amounts of burn. For a brief moment we stopped and looked back in retrospect, thinking “maybe X wasn’t such a good idea after all.”
A lot of people looked at one-click checkout as a massive opportunity. They laid out the thesis for how winning the race to control the customer checkout would be a great frontier opportunity in owning the relationship with the customer across merchant sites. After over $1B in funding you now have a defunct hype machine that never generated more than $600K in revenue and another getting sued by their largest customer.
In the crypto world we saw the implosion of the Terra Luna ecosystem. They launched with a big vision of getting people to use Bitcoin as a payments mechanism as opposed to credit cards. But when LUNA lost 99.9% of its value it led to $40B of value in the crypto market getting wiped out. When you consider the fact that Bitcoin can process ~4 transactions per second vs. 3K+ with Visa you start thinking, “maybe the world wasn’t ready for this yet.”
A lot of people are ready to jump up and down on these failures and even use the outcome as evidence of a bygone conclusion. But most of the time these are companies that got built around a lot of good ideas that just turned out to be wrong. And often investors are the fuel on the fire that is raging in the wrong direction.
At the time, there was a quote that attempted to take to task the investors who drove these behaviors of excess:
“Private companies haven’t adjusted for today’s market—and venture capitalists are in part to blame for that. We collectively [told] companies to build [in] a very different culture than the culture we have today, economically. You read all of these blogs out there from investors saying, ‘Here’s what you need to do, companies,’ and the reality is, investors told companies to do a very different thing for the last two years. I think we collectively as investors need to acknowledge our huge role in this.”
That was in 2022. Fast forward to today; 2026. And we’re right back at it again. How you needed to build going into the Black Swan of COVID was the opposite of how you needed to build in the heyday of ZIRP, which was immediately reversed course in the downfall of 2022, that has now come roaring back in the post-ChatGPT heyday of AI mania. Where does it end? What is normal anymore?
The insane prisoner’s dilemma we’ve been in the for the last few years with investors and founders triggering each other’s FOMO deserves a post all its own. But the key question that never got asked in 2022 among investors is “what role did I play in these companies that got ahead of their skis? What do I owe to those companies I’ve led astray? And how can I make sure that doesn’t happen again?”
And today, again. What accountability do we take for the excess we’re plowing into these companies? “This time is different” is the clarion call of every major capital destruction event. This one is likely no different.
The difference between now vs. 2022 is the outcome isn’t yet known. We’re still flying high on hubris. And, certainly, there will be no reckoning until the hype machine dies down. Unfortunately, if 2022 is instructive at all, there still won’t be a reckoning after the hype machine dies down either.
You’d Better Be Right
I’ve written before about two case studies of excess: Uber and WeWork. Uber is a $152B+ company generating $52B+ in revenue. WeWork is a ~$3M company currently going through bankruptcy. One company is seen as a success, one a failure. The failure wiped out ~$20B of capital invested. But the success had accusations of covering up sexual assault and harassment, property theft, and more.
The amount of cover an outcome can provide an investment is staggering. Bets on growth that don’t work out are labeled ponzi schemes and huge financial successes are able to brush just about anything under the rug.
When you look at a company like Tesla, the reality is they’ve produced more cars than any company founded after 1967. Lots of people are still skeptical of the company, which is totally fair given Elon’s unorthodox methods (to say the least). But those people will feel like they must be crazy because the outcome puts pressure on their healthy skepticism.
In 2022, Josh Wolfe said:
“I still, and I will sound like I’m absolutely crazy, but I still believe there is massive accounting fraud [at Tesla] and maybe it gets uncovered one day, maybe it doesn’t.”
The reality of capitalism may be that there isn’t much you can do to change this. More investors, regulators, founders, and employees should try to hold companies accountable for the good and the bad that they produce. But if the outcome is making people money most of the time “the ends justify the means.”
As an individual investor I can’t change that that’s how a large swath of the world works. But I can take that into account when I determine my own priorities and values. I can focus on my own circle of influence. I can work hard to make sure that my efforts are focused not just on the ends, but also understanding and feeling good about the means.
What Does This Mean For Venture Capital?
Katherine Boyle has done a lot of writing about “American Dynamism.” She’s chosen to focus much of her investing efforts on companies “that support the national interest, including but not limited to aerospace, defense, public safety, education, housing, supply chain, industrials and manufacturing.” She looks at venture as a vehicle that, for all its faults, is actually more effective in tackling these areas than a lot of government efforts.
“Venture capital is better at monitoring outcomes: it turns out that professional investors, even in a bull market, care more about value creation than bureaucrats who are not measured by or compensated for their success.”
There is a “Good -> Better -> Best“ framework in measuring outcomes in venture. “Business as usual” is focusing on investing in companies that seem to check the boxes and are on track to financial success. Having a focus on financial success vs. the alternative isn’t bad; it’s good. But there are better ways investors to align their efforts to the best outcomes.
The world needs more conviction-driven investors. Investors who aren’t focused on what other people are doing or just on what can make money. Imagine the world you believe should exist, and then wonder whether the companies you’re investing in will make that world more realistic or not.
Thanks for reading! To receive Networked Conviction: My Investing Journal, a collection of portfolio updates, Requests for Startups, and investing ideas for paid subscribers, you can sign up below:





