Category: Startups

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Startups

Day 1572 and Re-Skilling

I’m having a Boomer moment. And I think I’m excited about it? I’m actually extremely excited.

It’s clear without a significant investment of time and effort, most millennials’ technical skills will be out of date in the next decade. I think it’s likely to happen faster but humans are slower than our tools.

The rate of change in artificial intelligence, and its subsequent impact on the business of software, is moving at such rapid clip that even if you put your total focus on the topic you will find yourself behind.

I doubt I’ll be the only millennial to find themselves up-skilling and re-skilling in this era. Hopefully we are quick enough on educational change for Gen Z and Alpha that they get exposed early.

And I am one of the lucky ones. I’ve been working in technology my whole career. I’ve been investing in the space for several years. I’ve been dreaming of the singularity since I was a kid. I just wish I had the neuroplasticity i did back then. But I know it will be worth the effort.

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Community Politics Startups

Day 1571 and Townie Done Good

I am excited to be a panelist at an academic conference at my hometown’s university later this week.

While I didn’t attend the University of Colorado at Boulder myself, as a townie kid it holds a special place as educational institution in my life.

Their libraries lent me books, I attended events like their famed Conference on World Affairs and I made use of campus facilities from sports fields to their planetarium.

CU Boulder helped make me who I am today. Which is apparently someone who is qualified to weigh in on challenging topics in technology and culture.

The conference is called Renegade Futurism: Tech and the New Political Counterculture

Tech” isn’t like other industries. In addition to money and products, it is now a source for politicians, policy, culture, and philosophies with unprecedented influence throughout the globe. Figures like Elon Musk and Peter Thiel hardly count as mere industrialists; they function as thought-leaders and government operatives.  
 

This two-day conference gathers actors from today’s tech world–entrepreneurs, makers, thinkers, observers, and critics–to discuss the meaning of the tech counterculture, and what it might entail for the future of technology and American democracy.     

Hosted by the Bruce D. Benson Center for the Study of Western Civilization on Friday April 25th and Saturday April 26th and it is open to the community so if you are nearby please consider registering and attending.

The speaker line up is very impressive from politicians like our very own governor Jared Polis to journalists like James Pogue and entrepreneurs, operators and industrialists like myself.

My topic is first thing and the panelists are well worth being up early to learn from.

April 25th Atlas Building ATLS 100 – Cofrin Auditorium

9:00AM-10:15AM “How dissident is today’s tech?”

Technology can be a democratizing tool or a weapon of centralized authority. If those are perennial alternatives in technology’s history, which has predominated during recent years?

Panel: Michael Gibson, Jeff Schullenberger, Patrick Deneen, Julie Fredrickson
Moderator: Paul Diduch

Categories
Culture Startups

Day 1561 and Just Don’t Die

I’m noticing a trend among more and more of my social circles of fear, confusion, depression and malaise. Which let’s be frank isn’t at all irrational given (hand waves) all this.

Rapid changes in technology are slamming into geopolitical changes and it is scaring the shit out of all kinds of people. Personal politics aside, many of the institutions, alliances and people we lived with our entire lives are changing.

But the rate of change is exciting! So much of what we took for granted in our youths is simply changing. Maybe (ok definitely) some of it will be worse for parts of it. It’s normal to be afraid of change. But what if we just need to survive the change?

I’ve been in tech my entire life. I was raised in it by my family. My father absolutely loved gadgets and hardware of all kinds and dove headfirst into selling software. I married someone who works in it with me.

I went to work in it by taking my skills in understanding new tools and translating it to an industry that adopted all of it. What an incredible privilege it was.

I worked in fashion and cosmetics so it was a mixed back but many incredible creative talents made and sold clothes that simply wouldn’t have been possible in an earlier more closed era.

The changes my father and I went through feel like slow lumbering industries compared to the rapid iteration of tooling we are seeing now. How we make things is being changed in ways that is almost impossible to keep up with.

I want to survive the Jackpot of change that is upon us. That’s a William Gibson reference. I agree with Bryan Johnson. Just don’t die. Imagine what we will find on the other side.

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Finance Startups

Day 1542 and Future Blind

I am confident in my capacity to judge directional trends over time. I’ve been doing it consistently for close to twenty years. I’ve made solid bets that outweigh the wrong calls.

But right now I feel lost. I feel blind to short and medium term outcomes. I don’t know what happens next or in what order.

I’ve got a lot of working theories about how we orient over the next decade or two but I’ve got low confidence on anything nearer.

Perhaps this is because I simply don’t want my near term predictions to be true. They are too depressing and too cynical and too heartless.

An essay from Venkatesh Rao today titled Low Roads to High Places emphasizes why.

If a necessary historical evolution can occur via a low road or a high road, it will almost always happen via the low road.

He notes the law of the low road may simply be a an emergent consequence of thermodynamics. Entropy being what it is the path of least resistance wins.

Or maybe, as Rao suggests, the low road is a corollary to Abraham Thomas’ principle that to call macro-trends correctly you have to have “boundless optimism about technology and bottomless cynicism about humans.”

I’m just not ready to have bottomless cynicism about humans though I have optimism about technology. It’s possible to change our consensus and narrative direction and we do so regularly. Vibe shifts happen once an hour these days

Abraham Thomas has a theory that venture investing is temporal arbitrage. We are front running narrative consensus.

That’s why we look like herd animals eventually no matter how contrarian the bet was at the start.

Because being optimistic about the material changes that technology can bring has been the road to success. But I can’t decide how cynical I am able to be about my fellow humans.

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Startups

Day 1534 and Certitude

I’ve been busy with a founder who is running an astonishingly competitive seed round. Let’s just say I’m glad I wrote the first check.

I back founders long before it’s possible to have any certainty. I have accumulated enough signal and taste over twenty years to feel like I know when someone has what it takes to try their hand at a startup. It doesn’t mean it will work but I always believe in their capacity to do the work required.

Proving that out is probably the work of millions of pages of business school papers. No wonder we are complaining about the lack of builders. Wouldn’t it be better if we just put those resources into starting actual businesses instead of theorizing?

I’m a huge fan of always being a bit entrepreneurial. The much maligned “side hustle” that millenials and zoomers maintain out of necessity has its upside.

I like all scales and all kinds of business. Alex and started dating thanks to a swap on an Airbnb rent arbitrage. I’d let someone book dates for my apartment when I was supposed to be out of town. Trip dates change. Alex offered his apartment up if we split the profit. We’ve been in business ever since.

I’m working through a new local business plan we think will have community benefit (both in terms of job creation and service offering). Am I certain it will work?

Actually more certain than you’d expect this small scale that we can boot something up. Startups are much harder to judge than an existing business model with a new offering.

Incidentally if you are in Montana and looking for a medical grade hyperbaric chamber oxygen treatment we should have ours in a month or so.

Categories
Culture Startups

Day 1522 and Rollercoasters

Startups are such rollercoasters. It’s always been cliche but starting something from nothing really is a wild ride. You can experience the lowest of lows and the highest of highs in the space of a day.

If you enjoy adrenaline being a part of a startup is fun as it is equal parts terror and exhilaration. There are presumably other careers where this is also true. I imagine mothers and marines can tell you a lot about dealing with intensity.

I have had to remind myself quite a bit lately that nothing is permanent. As we push against a higher and higher variance future I feel equal parts exhilaration and dread. I don’t feel as safe as I’d like. But I doubt I could be more prepared.

The stress of a startup can kill you if you let the stress of the wider world weigh too heavily on you. We can enjoy the fun of the ride. The safety is an illusion anyway. Well maybe not on the rollercoaster. Those have seatbelts.

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Startups

Day 1521 and Reconsidering

I’ve been rereading the work of my internet friends Luke Burgis recently. His hugely influential book Wanting: The Power of Mimetic Desire in Everyday Life introduced popular culture to philosopher Rene Girard. 

I’d first encountered Girard at university and through Peter Thiel’s influence pursued further understanding of the work thanks to Luke’s scholarship on the topic. A quick orientation on the thesis is as follows. 

What Gravity Is To Physics, Mimetic Desire Is To Psychology”

I’ve found Luke’s thoughts on topics like existential safety and mimetic collapse to be regularly illuminating and would recommend reading his newsletter.

I am reconsidering some of the mimetics that are driving my life. We’ve had some amazing startup investments. I’ve been able to move policy issues into law. And I do it all with the added weight of chronic health issues.

It brings me joy to help the next generation of founders. It’s as close as I’ve come to a deep desire. I do it believe I love it.

I also have an idea of how it should look. The formality of funds and institutional investors has been the default way things are done in startups. I’ve never been too concerned with prestige but I have some attachments to what it should look like.

The irony being startups and the venture business are all about the big hit. There is no right way of achieving them as playbooks get rewritten every time we have a new technology.

So I wonder why I want things to look any way at all when the ultimate objective is to achieve a type of performance that is already emerging. Am I stuck wanting only because I want to mimic others? It seems possible.

That realization makes me want to let go of any preconceived notions of structure or aesthetic and to simply commit to my own process and how I find outliers.

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Emotional Work Startups

Day 1520 and Reflexively Negative

When I was younger I would try to demonstrate my cleverness by pointing out problems. Like many precocious youngsters, I was certain that this behavior provided value.

It’s exciting to feel the power that comes with understanding. It is especially intoxicating to students. No one is so fervent as a new convert.

Finding errors in reasoning, gaps in knowledge, poorly laid plans, and lapses in judgement can all be helpful when they are put to use in finding a path to success.

Being able to humbly accept corrections to one’s worldview or understanding when in error is crucial to being able to understand your reality. No one values that more than people who must succeed.

Alas, because finding and correcting misunderstanding is so important, it’s easy to slip into reflexive negativity as your only tactic. You mistake finding errors with being the only valuable contribution. It’s a classic problem with engineers. And unlike the young they rarely outgrow the habit.

Any founder who has had a pitch with a venture capitalist who can only focus on the problems and not the potential, understands why this it is unproductive to rely only on spotting issues. Being right about something being wrong doesn’t build anything.

Categories
Chronic Disease Startups

Day 1519 and Steady

I am doing my best to remain steady. The world at large doesn’t make it easy. Every day we have a new crisis, impending doom and looming fascism.

I would be more inclined to reactivity if it didn’t seem much more important to pay attention to the actual problems over which I have some agency.

Some days that agency is used on frustratingly small things and others it’s the most fantastical science fiction come to life in our day to day reality. The indignities of human embodiment and the miracles of applying knowledge to problems exist in the same reality.

There is so much pretending and posturing in the process of pursuing any goal, it’s understandable that people mistake the symbols of things for the thing itself.

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Startups

Day 1518 and FOMO

I’m not fit for travel this week as I’ve got a couple physical issues that would do better without additional stress.

I am missing an event for a startup that is close to my heart. Being the first person to believe in a company and a founder is a special thing.

The people who said yes first on my own companies still years later mean so much to me. Their opinions still matter to me and succeeding for them remains a goal across decades and investment vehicles because that faith is so precious.

Being a part of someone’s story is risky. Especially on the first chapter you don’t know where the story goes. And that’s the beauty of it. Faith when there is nothing to go on.

I want more than anything to be the first believer. To see what no one else can. That’s part of my drive in investing. To be early is rewarding beyond the finances of it.

And so tonight I’ll have FOMO, or maybe just MO, as I will be missing out as Valar reveals Ward One. I feel like I live a pretty cool life if it has been writing checks into nuclear reactors. Hopefully soon I’ll be able to see it in person.