January 13, 2017 @ 04PM

It always strikes me as odd when a company claims it’s working on the discovery problem — for music, books, social media follows, or any other content domain. I’m not convinced a single solution exists, or even makes sense. A better company might claim it’s working on yet another vector for discovery.

We’re foragers by nature. I tend to value the albums I’ve collected in large part as a function of the circumstances of their discovery. The more unique the path to discovery, the higher a value I place on them. This is independent of obscurity; I might take a circuitous route to discover a well-known title. If my musical world collapsed down to a single recommendation algorithm, or even a single friend, I imagine I’d ultimately find none of it very interesting.

January 10, 2017 @ 11AM

I’m convinced that there’s never been a better time to build compelling and novel privacy businesses. My recent at-bat may be compelling but it’s not novel; the goal was simply to improve the user experience of a widely deployed security technology. Evolutionary enhancements are valuable and necessary, but I suspect the space is ripe for revolution. One question that seems to be at the tip of our collective tongues is how (and when) to move personal data out of central stores and back to edge devices under our control. There are many verticals where the benefits of such a move appear to be substantial and where there seem to be no fundamental economic or experiential arguments against. But I keep wondering if there’s a deeper horizontal play to be found. I consider it an accident of recent history that today’s personal data typically lives far from home. A business that builds a platform (and hardware?) to enable a privacy-local future might plausibly power an online revolution.

January 9, 2017 @ 10AM

It’s hard to believe ten years have passed since Steve Jobs first introduced the iPhone. It was a watershed event for our industry, a moment when several newly mature technologies converged and led to a radically better computing experience. I’ve always thought of Jobs’ announcement as a spiritual successor to Doug Engelbart’s 1968 Mother Of All Demos, which introduced the world to mice, bitmapped displays, window systems, hypertext, and more besides. I find both presentations inspirational and rewatch them regularly.

January 8, 2017 @ 03PM

Post-election, I’ve made a point of reading more diverse political opinion. Some of my favorite new voices include Evan McMullin, who ran as an independent presidential candidate in 2016 and who strikes me as the model of a true patriotic conservative; Lauren Duca, who writes sharply about politics for Teen Vogue (!); and Bess Kalb, a comedy writer who replies to Donald Trump as if she were his overprotective mother.

January 6, 2017 @ 11AM

Speaking of independent blogging tools: I just noticed that Desk 3 was released. Desk is a beautifully focused and thoughtful blogging app. I was actually a little worried that it had died the slow death of so many indie apps before it. Instead, it looks like a huge amount of energy went into Desk’s third version. More than that, it looks like John Saddington is building a second blogging app, mnml, that provides an elegant experience for posting to Medium. I count this as two more encouraging data points for the space.

Political Priority Alarms

January 6, 2017

Of all the political issues I might be worried about, why am I so concerned about trust and nuclear weapons?

Given Trump’s terrifying statements about nukes, I think the fear should be obvious. I don’t worry for the children of Seattle; I absolutely do worry for the children of cities across the Middle East. Do I think Trump would actually do something so nightmarish? No, not with high probability… but not with zero probability, either. The truth is, I genuinely have no idea. Does anyone?

Trust strikes me as the far more insidious concern. Trust may have been eroding before Trump, but he willfully accelerated the process. I have no doubt that he will continue to sow distrust in our government and media institutions throughout his tenure. This is a poison that will linger, harming our country long after Trump is gone.

A friend asked me whether these should truly be my top two concerns. After all, we should probably be alarmed by Trump’s autocratic tendencies, his malicious xenophobia, and the apparent conflicts of interest that could lead us to kleptocracy or worse. To all of these I say yes, I’m worried, but I also think we can muddle through this sort of madness. One doesn’t muddle through a nuke, however, and depending on how far one travels, one may never quite return from the poisonous road of distrust.

January 5, 2017 @ 06PM

The Indie Microblogging Kickstarter reached its $10k funding goal in under a day. This is an encouraging data point. I’ve been thinking quite a bit about software in this space; it’s nice to see that there’s at least modest demand. I’m curious what would have happened had the goal been more aggressive, say $100k or even $250k. I have a feeling — justified by zero data — that this sort of project can attract contributors with deep pockets and mission-driven zeal.

January 4, 2017 @ 01PM

The political moment feels extremely dark. The two things I fear most are a creeping erosion of trust in government institutions and media outlets, and a newfound disregard for the fearsome terror of nuclear weapons. Trump has done his gleeful best to sow distrust with his infuriating, borderline treasonous, and often literally insane tweets. In a recent post, Brent Simmons captures the depth of anger and fear I (also) feel about Trump’s alarmingly flippant attitude toward our nuclear arsenal.


November 10, 2016 :: musings

The trouble with black swans is that, even when we know we’re looking at them, it’s hard to foresee their consequences.

Trump is undoubtedly unique in the history of the American political experience. To attempt to parse his victory, or to shoehorn our expectations for his presidency, within the confines of politics-as-usual is to fail to see what’s right in front of us. Trump lives far outside the political norm; why should we expect his presidency to live within it? I don’t believe the republic is likely to collapse, but it strikes me as dangerous to assert that everything will be okay.

President-elect Trump arrives at the White House on the winds of alarming political, economic, and racial unrest. There can be no argument that he channeled our lesser instincts — those of the bully, the bigot, the racist, the anti-factual, the petty authoritarian — into an effective political weapon. This is unforgivable, but it doesn’t diminish the validity of at least some of the unrest that led half of America to vote for him. I can understand how the economically downtrodden and culturally sidelined might, in some warped way, have felt like a vote for Trump was the only viable path forward.

There’s so much work to do. We need to understand and address the root causes of the unrest that led us here. Perhaps a Trump presidency will give us the opportunity and impetus we need to get started.

But the KKK? The Nazis? They never left us. Now, emboldened by our President-elect’s words and deeds, they’re coming out of the woodwork. On this count, I think Trump is already a tragedy of unimaginable scale.

September 11, 2016 @ 02PM

Hard to believe it’s been fifteen years. I don’t think about 9/11 much anymore, but the memory is never truly distant; the day’s clear blue sky is somehow just as clear. Dan Gillmor’s words from 2003 still resonate with me:

The world didn’t unravel to match our worst fears. There’s been some progress, and some steps backwards. We are, as usual, muddling along as a species. We can do better, and somehow I think we ultimately will.

August 18, 2016 @ 02PM

Fifteen years ago, I was apparently nervous about reaching the quarter century mark. Today? That’s just hilarious! Although I will admit that the whole aging and arrow-of-time thing can be a bit of a drag. Not cool, Stephen Hawking. Not cool.

August 2, 2016 @ 02PM

I’m taking a leave of absence from Twitter. There’s nothing enjoyable about reading a 140-character political opinion, clicking on it to see discussion, and finding racism at every turn. This isn’t coded racism, either, unless you think “gas the jews” and “hang the *****rs” is somehow coded. Such vileness was bubbling long before Donald Trump, but I’m convinced he’s given it renewed focus and legitimacy — not just on Twitter, but in America at large.

June 7, 2016 @ 11AM

It’s taken quite some time, but I have finally found a trinity of great finance writers: Matt Levine, whose writing for Bloomberg shines bright light on many convoluted corners of modern finance and fintech; Tren Griffin, who shares witty and essential lessons learned from investors past and present; and Josh Brown, a reformed broker whose perspective on modern financial advice is akin to a cleansing fire.

Inflection Points

May 27, 2016

It’s been a nutty couple months.

Peter, Nick, and I sold Cloak! It turns out selling a company can keep you plenty busy.

The sale was a surprise ending for us. It’s also an exciting new beginning.

We didn’t need to sell; Cloak was happily profitable, and those profits were growing. We didn’t necessarily think we wanted to sell, either, at least at first.

However, as we began to plot out Cloak’s next eighteen months, we realized we were at an inflection point. Our investments in engineering automation had allowed us to run lean almost to a point of absurdity. But our leanest days were clearly numbered.

It didn’t take long to realize that we couldn’t take the next steps without growing our team. We needed to ship native apps for Android and Windows. We had to move aggressively to better serve our growing list of corporate customers. We wanted to scale our VPN network. We hoped to make our apps behave more gracefully even in the face of less common network failures.

All told, it was clear that Cloak in mid-2017 was going to look quite different than Cloak in early 2016. We assumed we would lead that charge… until a few potential suitors knocked on our door. The question then became: would we lead the charge? Or would we team up with a larger organization to make the next big push?

In StackPath we found an ideal suitor. Their plans nicely complemented and strengthened our own. They had a deep bench of business, sales, and marketing talent that we knew we needed. And it didn’t hurt that StackPath understood the value of what we’d built, and was willing to pay a fair price.

So here we are! I’m a full-time employee of StackPath. I have a boss. We have a mission. It’s the same as the old mission, only bigger. I’m excited to see what we can build.

An Absolutist View of Encryption

March 11, 2016

President Obama spoke at length today about privacy and encryption. He cautioned against an “absolutist view of encryption”, claiming that search warrants can apply to the virtual world just as well as the physical provided we build our technology wisely.

Alas, Obama is fundamentally wrong. Digital encryption has no analogue in the physical world. Doors locked by lost keys can be busted down. Digital doors locked by lost encryption keys can never be re-opened.

What Obama misunderstands is that “encryption absolutism” is not an ideological position. It’s a technical one.

March 3, 2016 @ 10AM

Today, Mitt Romney delivered an unprecedented speech addressing the toxic state of the 2016 presidential race. I agree with Romney completely when it comes to The Donald: Trump represents an existential threat to our country; he must be stopped.

My Microblog

February 22, 2016

A trip to the Wayback Machine reminded me that back in 2001, my blog looked like this:

What my blog looked like in 2001. It was on the delver.org domain back then.

Later, it looked like this:

What my blog looked like in 2003. It was on the delver.org domain back then.

It seems my early blog was a microblog! (I was tempted to go all hipster-than-thou about this, but I’ll refrain.)

In any case, there’s a lot of interesting energy around microblogs again today; I thought I’d revive my own.

My original plan was to import my entire Twitter history and merge that with my original microposts, but that led to sadness: Jekyll fares poorly when faced with tens of thousands of posts.

Instead, I simply revived my old microposts and placed them at davepeck.org/micro/. New microposts will also appear on my site’s front page. To see just the meaty blog posts (and I use the word “meaty” rather loosely), you can visit davepeck.org/blog/. I’ve also introduced new master, blog-only, and micro-only RSS feeds for your reading pleasure.