Introducing DOC

Late last year I wrote about my transition from being work-driven to being life-driven. It hit a chord – many of you are on similar journeys, particularly those of us who are looking toward, and past, middle age. Buried a couple of thousand words into that post, in the section about what I was up to after selling The Recount, was this line: “I’m helping to stand up a new kind of gathering at the intersection of science, medicine, and longevity.” My partners and I have spent the past six months developing that gathering, and I’m very proud to announce it’s got a name, a date, and most importantly, a program with a purpose.

My co-founders Dr. Jordan Shlain and Kevin Ryan and I have christened the community we’re forming DOC. Our inaugural gathering is October 24th – 26th at The Estate Yountville in Napa, California. DOC is invitation only and close to full, but if you’re interested in learning more, you can request an invite here.

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Can GenAI Change Big Companies?

A quick note to point you toward this piece I wrote for P&G’s Signal publication. Since its inception, I’ve been co-editor of the monthly outlet, which covers innovation in large enterprise. This month I went in search of proof that the hype around generative AI – fueled in large part by both Google and Microsoft – had any merit. Turns out, it actually does. It’s still early, but the two examples I found, at Air India and Bayer, show tangible results and some promising implications for more impact to come.

Back in the day, I used to cover what was once called “corporate computing.” I got to dust off some old skills and talk to some interesting folks. Give it a read, and let me know what you think.

Working with AI in the Enterprise

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Wrestling With The Gray Lady

Find the Search button…

The other day my wife and I heard a report on our local public radio station that mentioned the Biden Administration’s American Climate Corps (ACC) initiative, a new program seeking to recruit 20,000 young people into jobs on the front line of the climate crisis. Modeled on Franklin Roosevelt’s Depression-Era Civilian Conservation Corps (CCC), the program is a signature element of Biden’s response to what anyone with a pulse knows is the most pressing issue of our day: we’re destroying the planet through misguided economic incentives.

But despite the fact that the ACC was launched with much fanfare last Fall, my wife and I had never heard of it. We have three young adult children whose future feels in doubt because of climate change, and they’d never heard of it either – not a good sign for a program that hopes to recruit tens of thousands of people just like them. All five of us feel like we’re reasonably well informed. I mean, we read The New York Times, don’t we?

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Google’s “Left of Home” Newsfeed Gets Confused

It’s disconcerting when your phone doesn’t know you anymore.

I’ve had a Google phone for more than a decade, from its initial incarnation as the “Nexus” to its current apex form, the Pixel 8 Pro. Somewhere along the way, Google introduced a Google News feed “left of home,” that valuable real estate that smartphone users access by swiping right from the home screen. My old Pixels reliably gave me a newsfeed that, despite its wonkiness, gave me a respectable set of news stories patterned somewhat to my actual interests. Unfortunately, it seemed highly attuned to my search and location histories, so if I was buying headphones or reading about a wind farm off Rhode Island, my “news” stories would instantly shift to local news from Providence, or junky reviews of electronics I’d never want to buy. But it was worth putting up with, because it gave me useful news and information most of the time.

My new Pixel 8 (I got it for myself as a Christmas present!) effortlessly ported all my apps, and even most of my passwords and permissions, but when I checked my left of home newsfeed yesterday, it seemed to have utterly lost its way. Besides being convinced that I somehow have a fetish for stories like “Are McDonald’s Hotcakes Made Fresh Every Day” and  “How Mike Tindall Became The Brother Prince William Needs,” the service began pushing sponsored stories at me with the urgency of an Instagram feed. It was a very strange feeling to realize my phone seemed to have utterly forgotten who I was.

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Eat Sleep Drink Dream – Flipping Work and Life For A Year

I will not forsake you. But I might not call as often as I used to.

I don’t often write about personal things here, but the two most-read posts of this past year were Mastering The Rudiments, about my journey with learning the drums, and Unretirement, a personal reflection on my career.

I wrote both of those back in May – a shoulder month between seasons. In May, the year hasn’t hardened into disappointment or routine, there’s still time to change course. Now that the year has passed, I’ve found myself wanting to Think Out Loud a bit, in particular about a goal I set for myself this year. In “Unretirement” I explained that after seven companies, I had decided to get off the startup train for good: “As any founder can tell you, being in charge of millions of dollars of invested capital and scores of trusting employees is exhausting.” What I didn’t mention was that I promised myself I’d not commit to anything full time – no new startup, to be sure, but also, no project of any kind that would dominate my time and warp reality in its wake. My goal was to simply…be.

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Why Prime Time TV Might Make a Comeback

I hate to admit it, but I miss prime time.

For those of you born after Seinfeld went off the air, “prime time” dominated an era when television viewers only had three or four choices at any given time. Before streaming took over our devices, before cable devolved to 500 channels with nothing to see, there was “prime time television.” If you’re old enough to remember when Friends ruled “Must-See TV,” you (and tens of millions of others) likely spent a fair amount of your weeknights engaged with prime time’s three-hour post-dinner programming block.

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The Sites That Never Get Built: Why Today’s Internet Discourages Experimentation

 

The Dude knows the pitfalls of scattering a loved ones’ ashes…

Every so often I get an idea for a new website or service. I imagine you do as well. Thinking about new ideas is exciting – all that promise and potential. Some of my favorite conversations open with “Wouldn’t it be cool if….”

Most of my ideas start as digital services that take advantage of the internet’s ubiquity. It’s rare I imagine something bounded in real space – a new restaurant or a retail store. I’m an internet guy, and even after decades of enshittification, I still think the internet is less than one percent developed.  But a recent thought experiment made me question that assumption. As I worked through a recent “wouldn’t it be cool” moment, I realized just how moribund the internet ecosystem has become, and how deadening it is toward spontaneous experimentation.

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Digital Is Killing Serendipity

The buildings are the same, but the information landscape has changed, dramatically.

Today I’m going to write about the college course booklet, an artifact of another time. I hope along the way we might learn something about digital technology, information design, and why we keep getting in our own way when it comes to applying the lessons of the past to the possibilities of the future. But to do that, we have to start with a story.  

Forty years ago this summer I was a rising Freshman at UC Berkeley. Like most 17- or 18- year olds in the pre-digital era, I wasn’t particularly focused on my academic career, and I wasn’t much of a planner either. As befit the era, my parents, while Berkeley alums, were not the type to hover – it wasn’t their job to ensure I read through the registration materials the university had sent in the mail – that was my job. Those materials included a several-hundred-page university catalog laying out majors, required courses, and descriptions of nearly every class offered by each of the departments. But that was all background – what really mattered, I learned from word of mouth, was the course schedule, which was published as a roughly 100-page booklet a few weeks before classes started. 

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Unretirement

Nope.

I’ve been thinking about retirement lately. I’m not retired, at least I don’t think I am, though moving on from The Recount has left me uncertain about how to answer the inevitable “so what do you do” questions – the ones that anchor nearly every social gathering I attend:

Person I Just Met: So what do you do besides hang out at dinner parties? 

Me: I’ve been trying to come up with a good answer for that one.

Person I Just Met: So, you’re retired? 

Well no, in fact, I’m not retired. Why does everyone jump to that term? The word has always bothered me. It lands poorly, evoking decay and senescence. Its cousin “retiring” conjures a person who wishes to disengage from the world, and its root is, well, tired. I mean, who wants to be tired, much less, thanks to the prefix “re” – tired over and over again?

I know there are tens of millions of proudly retired folk, people who embrace the term as an achievement. Fine, but I’m not joining that team. To me, it signals that you’re done adding anything productive to the world in terms of your career. You’re on the penultimate leg of life, and the only meaningful stop left is a long dirt nap.

So maybe it’s time to retire the word’s first definition: “to leave one’s job and cease to work, typically upon reaching the normal age for leaving employment.” It’s such an industrial framing.

I suppose I am technically leaving one aspect of my life, a core narrative that’s driven me for more than thirty years: That of a founding executive in a startup. But I’ve always had a number of projects that ran alongside those companies – conferences like Signal and Web 2.0, board positions on private, public, and non-profit corporations, writing, investing, speaking, consulting – all of which are happily expanding to fill my days just as work with The Recount subsides. And yes, I’m thinking about taking on or starting any number of new projects – but I’ve a new rule for them: They can’t be venture-backed companies with me as the founding CEO. That era is over.

But none of this fixes that problem above: What the hell do I say to the question about what I’m doing with myself these days? Given I have stopped doing the one thing that nearly everyone understands as “having a job,” I need a better answer. Any founder can tell you, being in charge of millions of dollars of invested capital and scores of trusting employees is exhausting. Having done it over the course of seven different startups, then stopping cold turkey earlier this year, I can tell you one thing for certain: I’ve never felt less tired than I do right now. I’m finally not tired, in fact, I’m refreshed, invigorated, and getting more gassed up each and every week that passes.  Is there a word for that? If you’ve got one, please do share. For now, I think I’ll just claim I’m unretired, and see how that goes…

You can follow whatever I’m doing next by signing up for my site newsletter here. Thanks for reading.

 

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We Dream of Genies – But Who Will They Work For?

Of all the structural problems “Web 2” has brought into the world – and there are too many to list – one of the most vexing is what I call the “meta-services” problem. Today’s commercial internet encourages businesses and services to create silos of our data – silos that can not and will not connect to each other. Because of business model  constraints (most big services are “free,” revenues come from advertising and/or data sales), it’s next to impossible for anyone – from an individual consumer to a Fortune 50 enterprise – to create lasting value across all those silos. Want to compare your Amazon purchase history to prices for the same goods at Walmart? Good luck! Want to compare the marketing performance of your million-dollar campaigns between Facebook and Netflix? LOL!

For the past 15 or so years, I’ve written about a new class of “meta-services” that would work across individual sites, apps, and platforms. Working on our behalf, these meta-services would collect, condition, protect, and share our information, allowing a new ecosystem of services and value to be unlocked. OpenAI’s recent announcement of plugins, along with their already robust APIs, has brought the meta-service fantasy tantalizingly close to reality. But it’s more likely that, just as with the “open internet,” the fantasy will remain just that.  Internet business models have been built to collect short term rent. Truly open systems rarely win over time – regardless of whether the company uses the word “open” in its name.

But maybe – just maybe – this time could be different. After all, it’s happened a few times before – once with the printing press, and again in the mid 1990s, with the birth of the Internet itself.

So what’s it going to be?

I Dream of Genies

I’ve admired the meta-service problem endlessly – here’s a wishful post from twelve years ago:

While a year ago I’d only see a “service connection” happen between an app and Facebook or Twitter, lately I’ve noticed such connections happening all over the place – with LinkedIn, Google, Foursquare, and many others. I think it’s only a matter of time – and not much of it – before we have a “metaservice” hit on our hands – an entirely new and delightful service that curates our digital lives and adds value above the level of a single site.

Well, no. It’s been a lot more time than “not much.” A few years later, I thought maybe mobile deep links were going to help fix the problem. Again, I was wrong.

Frustrated, in 2018 I suggested a regulatory fix through what I called “The Token Act” – a proposal that would force companies to offer up the data they hoard as “tokens” that consumers can trade. (This was before the crypto craze went mainstream, and was not about crypto per se). I imagined a fantastic new innovation economy built on “freeing the data.” I imagined the rise of “user agents” that watched everything you did and suggested ways to enrich your life based on data you’d created or shared. But of course, expecting enlightened regulation that delivered what amounted to an innovator’s dilemma for the reigning tech oligarchs was pure fantasy.

Now, with generative AI, all my imaginings seem possible again – but only if we get the business models right.

I’m not optimistic we will.

First, while at-scale platforms like ChatGPT or Bing Chat (or Bard, if and when it launches at scale) are fun and cool, to me they’re not where the revolution lies. To me the critical element is what, during the open web/search era, we used to call “personalized search” or “desktop search” – the application of the technology not at scale, but in a bounded environment specific to the individual using it.

In the context of generative AI, this concept might be called “Local Language Models” – bounded, specific corpus of information upon which at AI is trained (the term already exists – Ben Thompson revived it in the context of off-cloud instances earlier this month).  In short, we’d train GPT “meta-services” to pay attention to all of our personal data, then apply the intelligence gathered to negotiate on our behalf with services all around the web.

It’s worth pausing and really thinking about this for a minute. Imagine a GPT chatbot that you own, trust, and control. Let’s call it a genie, because honestly, that’s the most appropriate word for this new entity. This genie has access to everything you do on your phone, your computer, and sure, why not – your Alexa, your car, basically every digital surface with which you interact. Imagine it’s bounded by immutable rules that state you and you alone can tell it what to do, what information to share, what services to connect to, on what terms, and so on. Now imagine you can ask that genie to perform all manner of magic on your behalf – pretty much any question you can think of, it will figure out an answer. That Amazon/Walmart query at the top of this post? Dead easy. How about remembering the password you used once to log into your healthcare provider three years ago? How about negotiating a way better deal with that service by threatening to move to competitors? Done! Once you’re happy with that healthcare provider, can you ask your genie to file  all your claims and make sure you get reimbursed by checking your bank statements? Why yes you can! Your wish has been granted!

The value you could unlock by having natural language control of all the information you interact with every day is … mind boggling. At some point I’ll write tens of thousands of words imaginging all the questions you could ask such a data source – not to mention what might happen if you started federating and sharing it – but let’s just agree it’d be amazing.

But the key to genies is that they work for you. If you have a choice between having your own health care genie coded by genius Valley hackers on a mission to keep you healthy (and not broke), or using the one provided by Blue Cross Blue Shield Anthem Empire Incorporated and given the stamp of approval by Apple or OpenAI, which one would you want to use?!

Enter Terms of Service

Whatever we call these magical meta-services (and I like genies), they’ll never come to pass if we continue our current model of platform data dominance. Before Google consolidated the search market, and before all our data dissolved into iPhones and/or “into the cloud,” consumer tech had multiple domains and markets. Yes, there was “internet search,” but there was also “desktop search” – for a brief moment it seemed to make sense to have a search engine for the realm of our personal computing – back when we kept important files and communications locally on our own devices.  It seemed sensible to apply the wizardry of Google’s algorithms to our personal data – but as our information migrated to the services and devices owned by Apple, Google, Microsoft, Amazon, and a few others, desktop search waned as a category.

In essence we slouched toward an architecture that favored convenience over consumer/user leverage. It was convenient to let big platforms manage our documents, photos, communications, and interactions with apps and service.  But we lost a lot of potential in the trade. Instead of encouraging an ecosystem that allowed consumers to wield their data as an instrument of value, we accepted an ecosystem that delivered that data to large platforms, who built exactly what any rational actor in a capitalistic system would build: Walled gardens that favored their own services. (Cory Doctorow has been ruthless in his recent documentation of this phenomenon, which he calls “enshittification.”)

Large corporate entities, no strangers to enshittification, are already figuring out the magic of AI genies. In short, they have begun to train GPT services against their private data storehouses, and then leverage the insights and output they gather in any way they see fit. Morgan Stanley, for example, “built a tool to train an instance of GPT-4 on roughly 100,000 Morgan Stanley internal market intelligence documents.” Across thousands of large corporates and trillions of dollars of our economy, big companies are busy building corporate genies that they hope we’ll have to use. But imagine the same power for all of us? Why can’t we treat our interactions with every digital service as a ‘market intelligence document’ that empowers us all? Could we perhaps leverage GPT tools to escape the “enshittification” of today’s internet (and by extension, our interactions with all large corporate entities)?

Perhaps, but unfortunately, the same forces that built last year’s model of the Internet are now hard at work building this one. OpenAI’s “plug in” architecture is bound by its Developer Terms of Service, and as I’ve written elsewhere, absent enlightened government intervention, Terms of Service (TOS) have become the defacto regulatory framework for the entire Internet.

Here’s what OpenAI’s plugin TOS have to say when it comes to what you can and cannot do if you create a plugin, which I like to think of as the equivalent of a website circa 1998.

(e) Restrictions. Your API and Plugin Responses will not: (i) pose a security vulnerability or threat to our users, us, or any third party; (ii) interact with our users in a manner that is deceptive, false, misleading, or harassing; (iii) return or contain illegal, defamatory, pornographic, harmful, infringing, or otherwise objectionable content; (iv) include any malware, viruses, surveillance, or other malicious programs or code; (v) interfere with, damage, or access in any unauthorized manner any software, technology or services of ours or any third party; (vi) use Plugin Requests to develop models that compete with OpenAI; or (vii) send us any personal information of children under 13 or the applicable age of digital consent.

That’s a lot of wiggle room, plenty enough to allow OpenAI to deem any plugin “competitive” and any third party to complain that any given plugin “interferes” with their business. Imagine those kinds of restraints in the late 1990s, when any and everyone was throwing websites up just to see what would happen. The commercial Internet as we know it would have simply – not happened. Imagine OpenAI’s TOS regulating the Internet in the early 2000s, when Mark Zuckerberg lit up Facebook – I imagine Friendster or MySpace’s founders might have seen Mr. Zuckerberg as “interfering” with their businesses.

Put bluntly, there’s nothing in OpenAI’s terms of service that make me feel like anything is going to change once AI becomes mainstream – and that’s just … tragic.

We can’t entirely blame the platforms for this sorry state of affairs. Startups like OpenAI may have made quite a show of being “open,” but in the end they just want to be the next Google (don’t be evil!) or Apple (bicycles for the mind!). Building an ecosystem driven by a consumer’s ability to instrument their own personal data would mean coughing up quite a technical and socio-economic hair ball. It would require the coordinated effort of all major platforms – and that’s like asking them all to declare a truce in a four-decade long war for market dominance. That ain’t gonna happen by itself.

If generative AI really does mark a moment similar to the dawn of the Internet, or hell, as once senior Big Tech executive recently quipped to me privately, “a moment as big as the introduction of the Gutenberg printing press” – well damn, folks, maybe we should think about taking advantage of that fact, instead of crossing our fingers and hoping the next Google or Apple turns out better than the last one?

There’s a ton more to say about this, including a deeper dive on whether advertising is going to play a role (the more I think about it, the less I think it will). But I’ll save that for the next post.

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