You know what hasn't gotten an update in a while? This blog! What else? The cute kittens of digital security over at I can haz digital security?.

The world is busy and imperfect. But hey, kittens!

Also - an SSL update. I've added in Cloudflare's Universal SSL to my site, and it communicates with mt backend over the old kinda-broken-ish (but not really!) CA SSL cert. I'll be moving to EFF's Let's Encrypt as soon as it's open for business. This should clear up most SSL errors for you, and if you really, really care about a direct SSL connection to this site, I trust your ability to securely contact me about getting that working for you.

I am far from the first to compare digital security practices to safer sex practices; Jillian York even rapped about it on stage at re:publica in 2014 (direct link removed as the video also includes a known abuser).

Talking about software and trust gets both very boring and very depressing quickly. Let's instead move on to the juicy sex-ed part!

Talking about software and trust gets both very boring and very depressing quickly. Let's instead move on to the juicy sex-ed part!

A quick disclaimer: First, apologies for the at-times male and/or heteronormative point of view; I'd welcome more inclusive language, especially around the HTTPS section. Second, I am unabashedly pro-Tor, a user of the tor network, and am even lucky enough to get to collaborate with them on occasion. The garlic condom photo comes from The Stinking Rose..

Super-duper Unsafe Surfing

Using the Internet without any protection is a very bad idea. The SANS Institute's Internet Storm Center tracks "survival time" - the time a completely unprotected computer facing the raw Internet can survive before becoming compromised by a virus - in minutes. Not days, not even hours. This is so off the charts, that with a safer sex metaphor, using no protection is more akin to just injecting yourself with an STD than engaging in a risky behavior.

Barely less unsafe surfing

Adding in a constantly-updated anti-virus tool, and a firewall, and making sure that your operating system is up to date is akin to being healthy. You have a basically operational immune system - congrats!. You'll be fine if the person you're sleeping with has the common cold, but anything more serious than that and you're in trouble.

Using HTTPS - visiting websites which show up with a green lock icon - is also a good practice. You can even install some browser plugins like HTTPS Everywhere and CertPatrol that help you out.

HTTPS is kind of like birth control. You may successfully prevent *ahem* the unauthorized spread of your information, but you're still relying on a significant amount of trust in your partner (to have taken the pill, to withdraw), and there are things out of your knowledge that can go wrong - the pharmacist provided fake pills, or you have a withdrawal failure (please note this is about digital security advice, and not at all giving good safer sex advice - a quick visit to wikipedia is a good start for effective -- and non effective birth control methods!). With SSL Certificates, you are still trusting that the website has good practices to protect your information (insert the constant litany of password reset links you've had to deal with this year here), and there have been cases of stolen SSL certificates) and are tools to help an attacker try and intercept your encrypted traffic.

Slightly Safer Surfing

With digital security, a lot like with safer sex, some methods can be combined for a greater effect, but layering other methods can be a horrible idea. Adding using anti-virus tools, firewalls, system updates, and HTTPS on top of any other method here is a universally Good Thing.

Using a VPN is like using a condom, provided by your partner for this encounter, and given to them by a source neither of you have any real trust in. Asking the manufacturer for information about exactly how it's made, or what its expiration date is will often result in grand claims (but no hard evidence). Requests to see the factory floor and verify these claims are presumed to be jokes. The VPN-brand condom generally works, and is definitely fast and easy, but you're placing a lot of trust in a random company you found while searching the Internet, and probably also the cheapest one you found. On top of that, you're also still trusting your partner to not have poked any holes in the condom.

Overall, It's still much better to be using the VPN than not, and if you trust your partner (i.e. the website or service you're going to), and you trust the VPN provider for whatever reason - perhaps a widely trusted company has given an independent audit of the VPN, or you or your workplace has set it up yourself - then for most situations you're pretty safe. Layering a VPN on top of the above tools is good, but layering VPNs on VPNs or on other networks is actually not dissimilar to layering condoms - it actually makes failure in very weird (and, lets face it, awkward) ways /more/ likely.

Safer Surfing

Still, though, wouldn't it be better if you could rely even less on trust, and have that trust backed up with evidence that you yourself can look at?

Using Tor is like using a condom which you not only know has gone through extensive testing, you can even visit the factory floor, look at the business' finances, and talk with the engineers and factory staff. It's /still/ not 100% safe, but it is a heck of a lot safer, and you can verify each and every claim made about what it does and does not do.

And to be clear here, if you're logging in to a website over Tor, that website now knows who you are (you're no longer anonymous to them, and possibly others watching you do this along the wire), and that website is storing your password and may fail to protect it at some point. That website can still turn out to be malicious and attack you, and very powerful adversaries can even specifically try and intercept traffic coming from a website and going into the super-secret Tor network, change it, and include an attack they know works well against out of date versions of the browser you're using. An out of date Tor browser is like an expired condom - it's best not to bet your life on it.

To really (over-)extend the analogy, the Tor-branded condom business happens to be heavily funded by a religious organization that is strongly against birth control (and indeed has an entire project that tries to undermine birth control methods, to the point of installing secret hole-punchers in condom factories). This same organization (it's large!) does have a different and vocal component that strongly supports safer sex, and not only funds giving away condoms, but also the production of them. It's not, seemingly, the most logical set up, but hey, we're talking religion, politics and sex - logic doesn't always come in to play here.

Like sex, there is no truly "safe" way to play on the Internet, and it's unrealistic to expect that abstinence from the Internet is realistic. So, be careful out there, adopt safer practices, and keep your wits about you. Good luck!

There's a budding conversation on "trust" over in the twitterverse. I began a draft post a while back that compared Tor (the amazing privacy and anti-censorship network and all privacy-protecting software to condoms. More on that soon, but let's actually talk about how you might have trust in a software project, using Tor as an example. Tor has been in the news recently, and I've had a ton of people ask me about how safe it is to use, so I figured one click-bait headline is as good as another in having an open and honest discussion about Tor.

First, let's be transparent. Tor - not unlike the Internet itself - did in fact start out as a project by the US Naval Research Laboratory, and does continue to receive funding by the US Government to support freedom of expression around the world, with targeted efforts to enable free speech and access to uncensored information in countries where Internet connections are heavily filtered.

So, can you trust Tor? How do you know that the NSA hasn't forced Tor into building a "back door" into the Tor software, like they did with RSA Security, and many other pieces of software you use daily, or like what has historically happened to privacy-protecting services like hushmail?

The answer is actually that you should not actually need to trust the organization behind Tor in order to be confident that the software is built to be safe. This is enabled by the fact that Tor is open source - meaning you can read every line of the code they use to build the software you install. Of course, even with open source software, you're trusting whoever is compiling it do do so on a secure system and without any extra malicious intent. The Tor Project answers this problem by using "deterministic builds", which let you check, independently, that the code posted publicly is the code you're running.

If you use Windows or Mac, both "closed source" operating systems, you are absolutely, 100% trusting that no one in the company, nor any government with significant sway over these companies, has snuck in code to allow remote spying. You have no way to inspect the code running your operating system, and every tool you use on top of it is vulnerable to being undermined by something as simple as a hack to the tiny piece of software that tells your computer how to talk with the keyboard, which could just as easily also store every password you have ever typed in. You're also trusting your ISP, every web site you log in to, and thousands of other intermediaries and companies, from the ones who provide SSL Certificates (enabling the "green lock" of a secure website) to the manufacturer or your wifi router and cablemodem to not betray your trust by accident, under duress, or with malicious intent.

Of course, even back in the green pastures of open source, there is no "absolute" level of trust, no matter how much we'd like there to be. Rare is the user who actually checks the "signature" of the download file against the posted "signature" online to make sure the tool they're about to install is the intended one. And even rarer is the user who checks in on the deterministic build process (and it's still fragile, so hard to guarantee even so). Even at this level, you are trusting the developers and others in the open source and security community to write solid code and check on it for bugs. The Tor Project does an exceptional job at this, but as heartbleed reminds us, huge, horrible bugs can go unseen, even in the open, for a long time. You're also trusting all the systems that the developers work on to not be compromised, and to be running code that is also in more or less good condition, and to be using compilers that aren't doing funny things.
For what it's worth, this is hardly a new problem. In my unhumble opinion, I'd still rather have this more open model of shared trust in the open source world than rely on any single company, whose prime motive is to ship software features on time.

So - can you trust Tor? I do. But saying that I "trust" Tor doesn't mean I have 100% faith that their software is bulletproof. All software has bugs, and particularly security software requires a lot of work on the part of the user to actually make it all work out as expected. It's time to talk about trust less as a binary and more as a pragmatic approach to decision making based on best practices, source availability, and organizational transparency.

There's a point here about heartbleed and security — I promise. Keep with me.

As I am wont to once the weather finally begins to coöperate, I've been trying a few new things out on the grill. When I'm in this exploratory phase, I love digging through the infinitely interesting BBQ blogs of the Internet - they're full of hard-won knowledge about fire and smoke, but often lack a certain level of technical polish.

Case in point, my reference blog for this week's experiment was a well-seasoned old blog, but they'd lost every single comment from years of discussions. Why? No technical glitch, but simply because they'd chosen a private company to manage their comments - and it went out of business, leaving them not only without a commenting tool, but without those years of educational clarifications and discussions.

Ownership and control matter. This is true when you're talking about your possessions, your house, your comments on a BBQ blog, and with your software. I've railed against app-ification before, but I want to make a slightly deeper point here. If you bought a house, but with the condition that any repair, no matter how minor, you had to contract the previous owner (and only them) to make at a cost of their choosing - would you feel you really owned or controlled that house? Would you buy a car where the hood was locked shut, accessible only to the specific dealership where you bought it?

These cases are very much the situation with the vast majority of software you run on your computer. From Microsoft Word to Apple's iTunes, and even more insidiously, OSX and Microsoft Windows themselves - are all locked away from you. You've been forced to pay hundreds of dollars for them with the purchase of any computer - but you have no control or real ownership over them.

Open Source

The alternative is what's called "free" or "open source" software (people get into fierce debates on the terminology here, which I'm ignoring for the time being). All software starts with instructions that are more-or-less understandable by humans; commands like if (this thing) then (do this other thing). Generally speaking, this "language" is then turned into something that's closer the more basic tools that computers understand. Imagine a particularly skilled dog with a great memory - by stringing together enough fetches, play deads, stops, roll overs and so on, you could eventually come up with a sequence of commands that would have this dog go out and buy a beer for you at the corner store, and bring in back.

"Closed source" software only gives you the computer-understandable version, and it's surprisingly difficult to turn that back into a simple, human-understandable chunk of logic. "Open source" software, on the other hand, always provides you with the original, understandable language.

This means a lot of things - one, you can tweak it. If you don't like the beer that your dog fetched, you can find the human-speak parts of the commands where it's selected, and make sure your preference for hoppy beer is respected, and then turn it back into the commands your computer can do.

This ability to change how your own tools work itself has many additional benefits - you can share that change, and if it's useful enough, that change itself will be included in the next version of the "core" software that everyone uses.

And finally, Heartbleed

This openness also means anyone can look at the logic that is driving their tool. This means that when you start talking about trusting software, there's a heavy preference towards the software that you can look at the source code of, and even more preference towards software where a lot of people have been looking at this same code.

So, that failed with heartbleed. The team behind OpenSSL is tiny compared to their impact. Two out of every three secure servers in the world are running the software that this four-person team manages. And on New Years Eve 2011, one of their developers committed a very, very subtle piece of code that basically didn't make sure that all the doors were closed behind it, and no one else at the time (or anyone who'd taken a look the in two years and chance since) noticed.

So obviously the whole open source thing is broken, right? The bug is out in the open for anyone to figure out, but no one fixed it!

It's not quite so simple. Do you really think that a working piece of closed-source code gets a second glance by its development team? They're just as bound by priorities and shipping product releases as an open-source team, but their code gets locked away with not even the chance for a third party to find a bug and lend a hand — but it's no more secure than the open source tools from concentrated probing, and testing for flaws just like heartbleed.

So yes, heartbleed was bad, but it was also a reminder in how powerful the open source software world can be in finding and fixing a bug. Most of us woke up with some updates to install, and that was the end of it. What horrible, dark bugs are lurking, unfindable, in every piece of closed source software? The precise number is unknowable, but the prevalence of viruses and malware that affect deeply closed systems like Windows might be a strong hint.

No more broken hearts

Going forward, I obviously have a long wishlist of things I'd like to see - a public discussion on what trust in software really means, better tools on every platform to guarantee software packages are what they claim to be (Tor is doing amazing work here), a return to inter-operable standards, especially when we're talking security systems... But as a beginning point, simply better support structures for open code development would be nice. We have volunteers building the basic structures of the Internet - which is an absolutely amazing and good thing - but let's make sure they have the time and resources to do it.

Senator Cruz's office's response to my personal note about surveillance I sent as part of TheDayWeFightBack:

Thank you for sharing your thoughts regarding the National Security Agency's surveillance program. Input from fellow Texans significantly informs my decision-making and empowers me to better represent the state.

During my time in the Senate, I have consistently reiterated my support of programs that can detect impending threats to our homeland or diplomatic and military facilities abroad. It is imperative, however, that we strike an appropriate balance between remaining vigilant against terrorism and protecting the civil liberties guaranteed to the American people by the Constitution.

Unfortunately, the government has eroded the American peoples' trust by the secrecy surrounding these surveillance programs. I will continue working with my Judiciary Committee colleagues and the entire Senate to review existing law and the actions of the Administration to ensure that we protect our Constitutional liberties. In doing so, I hope to guarantee true accountability in these programs so that we protect Americans from the threats of both terrorism and unwarranted government intrusion.

Thank you for sharing your views with me. Please feel free to contact me in the future about any issue important to your family. It is an honor to serve you and the people of Texas.

For Liberty,

Senator Ted Cruz

I spent this past week in Kiev. You may have heard something about the protests, and possibly even about some of the policy changes and new laws that sparked them. I was working with colleagues, journalists and human rights activists, supporting and training them as quickly as possible on digital security basics, and making sure they had contacts to reach out to for timely support.

It was a trip that was scheduled many months ago, when Ukraine was on the cusp of joining the EU. Things, to put it mildly, changed. Obviously, the violent protests have been featured widely in the news, but those capture only the most visible challenges the country is facing. Legislation pushed through with no regard for legal proceedings last Thursday promise to have a chilling effect on free speech, tight limits on media, even citizen journalists, and will devastate the civil society organizations, labeling them as "foreign agents" and taxing them as for-profit corporations if they take any international aid funding.

In the few days I was there, we experienced a "test" of new censorship capabilities as twitter and facebook -- critical messaging and coordination channels for activists -- went dark in Kiev for almost half an hour. People near the protest areas received ominous SMS messages on their phones telling them that they had been registered as present at the (illegal, under the new law) protest.

One note of import - there are two main areas of the protest - EuroMaidan is the months-long, Occupy-on-steroids encampment in Maidan Square. Though well barricaded off, it is a peaceful protest, with daily concerts and speeches on a well-equipped stage, a huge jumbotron, laser-light projections and more. Businesses - from a Nike storefront to a local brewpub to a carousel - are going on with business as normal within the barricaded-off area. The scenes of burning tires, tear gas and molotov cocktails is from the nearby Grushevsky St, where protesters gathered to confront Parliament after their "passage" of this Black Thursday law.

It is inspiring to see the passion and focus of people working to protect and expand their rights, and it is humbling to be able to lend support in any form. However, the challenges aren't getting any easier. The digital tools which provide the most security are also difficult to use, and more difficult to use correctly. They still "stick out" as unusual, and face an uphill battle against popular systems with little if any security.

This has to change. Privacy is not some abstract concept in these situations, it is the economic well-being, and too often, the pure survival of activists, journalists, and their contacts. When we allow policies and practices that undermine security and privacy, we're not just revealing embarrassing factoids about our call history, or even the three felonies a day you're probably committing as a US citizen - we are undermining our global dream of a world of nations with democratic rule, where their citizens can enjoy basic human rights without fear.

The world is ready for this, but when the current Ukrainian government points at American domestic policies as models of their newly crafted censorship and surveillance laws, it's a sign that we as Americans are not drinking our own koolaid (with a hat-tip to the many dedicated civil servants who are working hard to further human rights).

(Or, how to remind anyone snooping your email of your fourth amendment rights)

So clearly we have a situation here where we failed to learn from the past. Fourteen years ago (Exactly in a few days - Oct 21!), we were protesting ECHELON, which was (is) a "worldwide computer spy network [that] reportedly scans all email, packet traffic, telephone conversations, and more in an effort to ferret out potential terrorist or enemy communications. Once a communication is plucked from the electronic cloud, certain keywords allegedly trigger a recording of the conversation or email in question."

In response (along with a short burst in activity around people trying to figure out how to use PGP), hackers added amusing bonus keywords in the parts of emails that humans rarely see (where junk like the path the email took, listserv details, and so on goes) - many, including myself, added the 4th Amendment to the US Constitution, as well as participating in "Jam Echelon day," when everyone added what we presumed at the time were these mythical "trigger words:"

ATF DOD WACO RUBY RIDGE OKC OKLAHOMA CITY MILITIA GUN HANDGUN MILGOV ASSAULT RIFLE TERRORISM BOMB DRUG KORESH PROMIS MOSSAD NASA MI5 ONI CID AK47 M16 C4 MALCOLM X REVOLUTION CHEROKEE HILLARY BILL CLINTON GORE GEORGE BUSH WACKENHUT TERRORIST.

As an aside: maannnnnn, do you remember the 90s? Was that an unpleasant walk down memory lane or what?

Anyhow, this amusing idea that this would work for more than a few minutes just doesn't seem to die, and someone's trying it with a new "security" tool called ScareMail that "takes keywords from an extensive US Department of Homeland Security list used to troll social media websites and utilizes them “to disrupt the NSA’s surveillance efforts by making NSA search results useless.” "

While that's ... well, whatever. It's a nice thought, right? Probably not very useful overall. Anyhow, it gives me a small boost of civic pride to tweak my email settings and put the fourth amendment text back in to almost every email I send out. This requires an actual email client (Thunderbird works nicely), and some configuration hacking:

• Go to Edit → Preferences → Advanced → General → Config editor
• Right click, new, "string"
• For 'Enter the preference name' use "mail.identity.id1.header.header1"
• For the string, add "X-Fourth-Amendment: The right of the people to be secure in their persons, houses, papers, and effects, against unreasonable searches and seizures, shall not be violated, and no Warrants shall issue, but upon probable cause, supported by Oath or affirmation, and particularly describing the place to be searched, and the persons or things to be seized."
• If you have multiple mail accounts, you'll have to do this for each one, using id2, id3, etc. and header2, header3, etc.
• Restart thunderbird, make sure you didn't break anything. For more details, peek at http://kb.mozillazine.org/Custom_headers

I'm glad that OLPC has finally released what was originally put out as the vapourware-ish XO-3 concept three and a half years back. At the end of the day, though, that's "just" a change in technology (though a huge shift in hardware and underlying software!).

What I'm actually very excited about is commercial sales. This is something I've been arguing in favor of for only around five years or so:

The bottom-of-they-pyramid microfinance approach doesn't even have to drop the education focus. While the returns on education are much to slow to repay loans effectively in most cases, grant programs or other implementations could focus on child usage. For example; the XO could be on sale for anyone; but only young entrepreneurs could qualify for the micro-loans, and they'd have to provide some explanation of how this would fit into their learning. Schools or education-oriented civil groups could to buy on credit in bulk, provided they could support both an educational aspect and a profit-making aspect. Grants could be available to even younger children participating in educational programs, skimming profits off of the loan system and successful entrepreneurs in a new G1G1 style program.