Episode #368

The Geometry of Secrets: How SSH Keys Protect the Web

Ever wonder why your SSH keys are so secure? Herman and Corn dive into the "trapdoor" math and elliptic curves powering the modern web.

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In the digital age, we often take for granted the invisible handshakes that allow us to push code to GitHub, log into remote servers, or secure our private communications. In a recent episode of My Weird Prompts, hosts Herman and Corn Poppleberry took a deep dive into the mechanics of SSH keys, specifically focusing on the transition from traditional RSA encryption to the more modern Elliptic Curve Cryptography (ECC). Triggered by a prompt from their housemate Daniel, the discussion unpacked the "beautiful mathematics" that makes modern digital identity possible.

The Concept of the Trapdoor Function

The conversation began with the fundamental concept of the "trapdoor function." As Herman explained, a trapdoor function is a mathematical operation that is easy to perform in one direction but prohibitively difficult to reverse without a specific piece of information. This is the bedrock of asymmetric encryption.

Historically, this was achieved through RSA (Rivest–Shamir–Adleman) encryption, which relies on the difficulty of factoring the product of two massive prime numbers. While a computer can multiply two 250-digit primes in an instant, reversing that process—finding the original factors of a 500-digit number—is a task that could outlast a human lifetime. However, as computing power has grown, the industry has shifted toward more efficient and secure methods, leading to the rise of the ED25519 algorithm.

The Geometry of the Curve

Corn and Herman spent a significant portion of the episode demystifying Elliptic Curve Cryptography. Unlike RSA’s reliance on prime numbers, ECC uses the geometry of a specific mathematical curve. Herman used a vivid analogy to explain the process: imagine a complex graph with a curve on it. To generate a public key, the computer starts at a designated "base point" and performs a series of "jumps" or reflections across the curve.

The number of jumps taken represents the private key, while the final destination on the curve is the public key. Because of the unique shape of these curves, a process known as scalar multiplication, it is computationally simple to reach the destination if you know the number of jumps. However, if an attacker only has the starting point and the ending point, determining the number of jumps taken—the Elliptic Curve Discrete Logarithm Problem—is virtually impossible. Herman noted that the number of possibilities is larger than the number of atoms in the observable universe, meaning even the world's combined computing power would fail to brute-force a key before the sun burns out.

Checksums vs. Asymmetric Keys

A key point of clarification in the episode was the difference between a checksum (or hash) and an SSH key. While both are "one-way" functions, their purposes are distinct. A checksum, as discussed in previous episodes, acts as a digital fingerprint for a file. If a single bit of data changes, the hash changes, allowing a user to verify the integrity of a file.

However, a checksum does not have a "pair." SSH keys utilize asymmetric encryption, meaning the key used to "lock" the data (the public key) is different from the key used to "unlock" it (the private key). This allows a user to distribute their public key freely across the internet. The public key can verify that a message was signed by the corresponding private key, but it cannot be used to recreate the private key itself.

The Digital Handshake

One of the most practical insights from the episode was the explanation of the SSH handshake. Corn raised a common concern: if we use keys to log into servers, are we sending our private keys over the network?

Herman clarified that the private key never leaves the user's machine. Instead, the server sends a "challenge"—a piece of digital gibberish. The user's computer signs this challenge using the private key and sends the signature back. The server then uses the stored public key to verify the signature. It is, as Herman described it, "a secret knock where the knock changes every single time you show up at the door." This ensures that even if an attacker intercepts the communication, they gain nothing useful for future login attempts.

Physical Security and Side-Channel Attacks

The discussion took a surprising turn into the physical world when the hosts discussed "side-channel attacks." While the math behind ECC is nearly perfect, the physical hardware executing that math can be a point of failure. Herman explained that in laboratory settings, attackers have been able to steal keys by measuring the power consumption of a processor.

Older algorithms might take a fractionally different amount of energy or time to process a "1" versus a "0" in binary. By analyzing these power fluctuations, a sophisticated attacker could reconstruct a private key. This is why modern algorithms like ED25519 are designed to be "constant time," meaning the math takes the exact same amount of energy and time regardless of the key's value, effectively closing that physical loophole.

The Future of Key Management

As the episode concluded, the hosts touched on the importance of key management. While the math is robust, the human element remains a risk. If a private key file is stolen from a laptop, the thief gains the user's identity. This has led to the rise of hardware security modules (HSMs) and devices like YubiKeys. These devices store the private key in a way that it can never be exported; the mathematical signing happens inside the physical device itself, ensuring the key never even touches the computer's memory.

Ultimately, the episode served as a reminder that the security of the global economy and our personal data rests on "hard problems" in mathematics. As Herman and Corn aptly demonstrated, the world of SSH keys is a fascinating intersection of number theory, electrical engineering, and digital philosophy.

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Episode #368: The Geometry of Secrets: How SSH Keys Protect the Web

Corn
Hey everyone, welcome back to My Weird Prompts. I am Corn, and I am joined as always by my brother.
Herman
Herman Poppleberry, at your service. And Corn, I have to say, I am feeling particularly energized today. Our housemate Daniel sent us a prompt that is right up my alley. It is one of those things that most people use every single day without ever thinking about the beautiful mathematics happening under the hood.
Corn
Yeah, Daniel was actually looking at some keys he generated recently and it sparked this whole train of thought about how we prove who we are to machines. He was specifically looking at an elliptic curve key, which I know you have been wanting to talk about for months.
Herman
Guilty as charged. It is fascinating because most technical users know they need an S S H key to talk to GitHub or a remote server, but the mechanism of why a public key can be derived from a private key, while the reverse is practically impossible, feels like magic. It is the foundation of almost everything we do online.
Corn
It really is. And Daniel mentioned something interesting. He said it reminded him of our discussion on checksums from a few episodes back. Remember when we talked about how a tiny change in a file completely alters the hash? He is sensing a connection there, and I want to dig into whether that is a fair comparison or if we are looking at a different beast entirely.
Herman
It is a brilliant intuition, actually. There is a shared D N A of one way mathematical functions. But before we get into the weeds of the math, maybe we should set the stage for why this matters. If you are a developer or a system administrator, S S H keys are your digital passport. They are the backbone of secure communication.
Corn
Right, and unlike a password, which you send over the wire and hope the other side handles it correctly, an S S H key pair stays with you. Well, the private part does. So, Herman, let us start with the basics. What is actually happening when Daniel runs a command to generate a new key?
Herman
When you generate a key pair, you are essentially asking a computer to pick a very large, very random number. That is your private key. Then, the computer performs a specific mathematical operation on that number to produce a second number, which is your public key. The crucial part, the part that makes the whole internet work, is that this operation is a trapdoor function.
Corn
A trapdoor function. I love that term. It sounds like something out of an adventure movie.
Herman
It sort of is! It is a function that is easy to compute in one direction but incredibly difficult to reverse unless you have a special piece of information. In the case of older R S A keys, that math was built on the difficulty of factoring the product of two massive prime numbers. If I give you two primes, it is easy to multiply them. If I give you a number that is five hundred digits long and tell you it is the product of two primes, you could spend the rest of your life trying to find them.
Corn
So that is the one way street. But Daniel specifically mentioned the E D two five five one nine algorithm. That is not R S A, right? That is the newer, shinier version we see everywhere now.
Herman
Exactly. That is elliptic curve cryptography. Instead of just multiplying big primes, we are using the geometry of a specific curve. Imagine a complex graph with a curve on it. We pick a starting point, called the base point, and then we perform a series of jumps or reflections across that curve based on our private key. The final point we land on is the public key.
Corn
Okay, so the public key is the destination, and the private key is the set of instructions for how many jumps to take?
Herman
Precisely. In math terms, we call this scalar multiplication. It is easy to do the jumps to find the destination. But if I just show you the starting point and the ending point, finding out how many jumps I took is what we call the Elliptic Curve Discrete Logarithm Problem. And because of the way the curve is shaped, there is no known shortcut. You would have to check every single possibility. And when we say every possibility, we are talking about numbers larger than the number of atoms in the observable universe.
Corn
That is the scale that always breaks my brain. We talk about security being hard to crack, but it is not just hard like a difficult puzzle. It is hard like trying to find one specific grain of sand on a planet made entirely of sand.
Herman
It is even more lopsided than that. If you tried to brute force an E D two five five one nine key with all the computing power currently on earth, the sun would likely burn out before you made a dent. That is why it is the backbone. We trust the math because the universe literally does not have enough energy or time to reverse it.
Corn
So, let us go back to Daniel's point about checksums. In episode three hundred fifty eight, we talked about how triage and chaos theory relate to medical data, and we touched on how checksums verify integrity. A checksum is also a one way function. You take a file, run it through an algorithm, and get a string of characters. You cannot turn those characters back into the file. How is that different from what a public key does?
Herman
That is such a sharp observation. The similarity is that they are both one way. But the purpose and the structure are different. A checksum, or a hash function, is designed to be a fingerprint. It is meant to represent a large amount of data in a small, fixed size string. If you change one bit of the original data, the fingerprint changes completely. But a hash function does not have a pair. There is no public hash and private hash that work together to prove identity.
Corn
Right, a checksum just says this thing has not changed. It does not necessarily prove who sent it or that the sender has a secret.
Herman
Exactly. S S H keys use asymmetric encryption. That word asymmetric is the key. It means the key used to lock the door is not the same as the key used to open it. With a checksum, there is no locking or unlocking. It is just a label. With an S S H key, I can give my public key to every server in the world. I can post it on my website. It does not matter. Because the only thing that public key can do is verify that something was signed by my private key.
Corn
So, let us walk through that handshake. If I want to log into a server using my S S H key, I am not actually sending my private key to the server, am I? That seems like it would be a huge security risk.
Herman
Oh, absolutely not. If you ever send your private key over a network, you have already lost. The handshake is much more clever. When you try to connect, the server says, hey, I have your public key on file. I am going to send you a random challenge. It is basically a piece of digital gibberish.
Corn
And I have to prove I can handle that gibberish?
Herman
Exactly. Your computer takes that challenge and signs it using your private key. This creates a digital signature. You send that signature back to the server. The server then uses your public key to verify the signature. If the math checks out, the server knows for a fact that you possess the private key without you ever having to show it. It is like a secret knock where the knock changes every single time you show up at the door.
Corn
This really explains why it is the backbone of technical services. Think about how many automated systems are running right now. Servers talking to other servers, deployment scripts pushing code to the cloud. You cannot have a human there typing in a two factor authentication code every five seconds.
Herman
You really can't. And that is actually a misconception people have. They think S S H keys are less secure than two factor authentication because there is no second step. But in reality, an S S H key is a form of something you have. It is much stronger than a password, which is something you know. If your private key is protected by a strong passphrase, it is essentially two factor authentication in one package. You have the physical file on your machine, and you know the passphrase to unlock it.
Corn
But what about the risk of that file being stolen? If someone gets onto my laptop and copies my private key, they are me. They have my digital identity for every service I have ever connected to.
Herman
That is the nightmare scenario, and it is why key management is so important. It is also why the industry is moving toward things like hardware security modules or YubiKeys. These are physical devices that generate and store the private key in a way that it can never be exported. When you need to sign something, the data goes into the device, the device signs it, and the signature comes out. The private key never even touches your computer's memory.
Corn
That is fascinating. So the math remains the same, but we are just getting better at building physical cages for the private key so it cannot escape.
Herman
Precisely. And Daniel's mention of the E D two five five one nine algorithm is relevant here too. One of the reasons it has become so popular, besides being fast, is that it is designed to be resistant to certain types of side channel attacks. Older algorithms like R S A can sometimes leak tiny bits of information about the private key based on how much power the processor uses or how long the calculation takes.
Corn
Wait, really? You can steal a key by measuring how much electricity a computer is using?
Herman
In a lab setting, yes! It is called a power analysis attack. If the math takes slightly longer to process a one than a zero in binary, a sophisticated attacker can reconstruct the key. But the newer elliptic curve algorithms are designed to be constant time. No matter what the key is, the math takes exactly the same amount of time and energy. It closes that physical loophole.
Corn
That is the kind of detail that makes me realize how deep this rabbit hole goes. It is not just about the abstract math being right. It is about how that math translates into the physical world of electrons and silicon.
Herman
It really is a multidisciplinary field. You have number theory, computer science, and electrical engineering all shaking hands to make sure your GitHub push is secure.
Corn
So, Herman, I want to go back to the idea of inferring the public key from the private key. Daniel mentioned he was intrigued that it only works one way. In his prompt, he noticed that when he puts his private key into a manager, it just knows the public key. Why is that? Is the public key actually hidden inside the private key file?
Herman
That is a common point of confusion. In many formats, like the Open S S H format, the public key is actually bundled inside the private key file for convenience. But even if it weren't, the math allows you to derive it instantly. Remember our analogy of the jumps on the curve? If the private key is the number of jumps, and you know the starting point which is a standard part of the algorithm, you just perform the jumps and you get the public key.
Corn
Okay, so deriving the public key is just doing the math as intended. But going the other way is like trying to un-bake a cake to find the original ingredients.
Herman
Exactly. Or like trying to find the two prime numbers that made a massive product. There is no shortcut. You just have to guess and check, and the number of guesses required is so large that it is effectively impossible. This is what we call computational irreducibility in some contexts, though that is a bit of a stretch. In cryptography, we just call it a hard problem.
Corn
I love the idea that our entire global economy and security infrastructure are resting on the fact that some math problems are just really, really hard to solve. It feels almost fragile when you put it that way.
Herman
It does feel fragile! And that is why cryptographers are always looking over their shoulder at quantum computing. If we ever build a sufficiently powerful quantum computer, it could use something called Shor's algorithm to factor those large primes or solve the elliptic curve problem in minutes instead of billions of years.
Corn
I was going to ask about that. Is that why we are seeing people talk about post-quantum cryptography?
Herman
Exactly. We are already looking for new hard problems. In fact, just a couple of years ago in late twenty twenty four, N I S T finalized the first official standards for post quantum cryptography. They have names like M L K E M and M L D S A. These are built on lattice based math, which even a quantum computer would find difficult. We are already seeing hybrid systems where an S S H connection uses both a classical key and a quantum resistant one just to be safe.
Corn
But for now, here in early twenty twenty six, the S S H key is still the king. I think one of the things that makes it so resilient is how simple the interface is for the user. Once you set it up, it just works. But the implications of how we manage those keys are huge.
Herman
They really are. One of the biggest mistakes I see people make is using the same S S H key for everything. Their personal GitHub, their work servers, their private cloud. If that one key is compromised, every door is open.
Corn
So the takeaway there is compartmentalization?
Herman
Absolutely. You should have different keys for different contexts. It is also good practice to rotate them. Just because a key is mathematically secure doesn't mean it hasn't been leaked through a backup or a lost device.
Corn
I also think there is a broader lesson here about how we think about digital identity. We are moving away from the era of the password. Whether it is S S H keys for developers or Passkeys for the general public, we are moving toward a world where identity is proven through possession of a cryptographic secret rather than knowledge of a string of text.
Herman
And that is a much more secure world. Passkeys, which many of our listeners might be using on their phones or laptops now, are essentially built on the same principles as the S S H key Daniel was looking at. They use asymmetric cryptography to prove you are you without ever sending a secret over the internet.
Corn
It is funny how the most advanced tech often circles back to these fundamental mathematical truths. Daniel's curiosity about why the math only works one way is really the central question of modern security. If it worked both ways, we wouldn't have an internet. Not a secure one, anyway.
Herman
We really wouldn't. Every bank transaction, every private message, every software update relies on that one way street. It is the invisible architecture of our lives.
Corn
I am curious about the practical side of this for someone who isn't a developer. If you are a regular listener and you hear us talking about S S H keys and elliptic curves, how does this affect you? I think the answer is that it gives you a framework for why things like two factor authentication and hardware keys are so important. It is not just an annoying extra step; it is a fundamental shift in how security works.
Herman
Right. And it also helps you understand why you should never, ever share certain things. If a service asks for your private key, they are either incompetent or malicious. There is never a legitimate reason for a third party to have your private key.
Corn
That is a great rule of thumb. The public key is for the world; the private key is for you and you alone.
Herman
Exactly. It is like your signature versus your hand. You can give your signature to anyone to prove you agree to a contract, but you don't give them your hand.
Corn
That is a bit of a gruesome analogy, Herman, but it works!
Herman
I try my best. But seriously, the fact that Daniel noticed this while just working in his terminal is what I love about this show. These profound truths are hiding in plain sight in our everyday tools.
Corn
They really are. And I think it is important to acknowledge that while the math is robust, the human element is always the weakest link. We can have the most perfect elliptic curve in the world, but if someone leaves their private key in a public cloud storage bucket, the math doesn't matter.
Herman
That is the tragedy of security. You are only as strong as your worst habit. But having these keys as the backbone means that when we do our part, the technology actually has our back. It is a partnership between human discipline and mathematical certainty.
Corn
I think that is a perfect place to start wrapping up this part of the discussion. We have covered the math, the difference between keys and checksums, the handshake, and the future risks. What are the big takeaways you want people to have?
Herman
First, realize that your digital life is built on these one way mathematical streets. Second, treat your private keys like the crown jewels because, in a digital sense, they are. And third, don't be afraid of the technical details. Understanding even a little bit of how an S S H key works makes you a much more informed and secure citizen of the internet.
Corn
And if you are a developer like Daniel, maybe take a second to appreciate that E D two five five one nine key next time you generate one. It is a tiny, elegant piece of math doing a massive amount of work.
Herman
It really is. It is the silent guardian of the terminal.
Corn
Well, this has been a deep dive. I feel like I understand my own laptop a little better now. And to our listeners, if you have been enjoying these deep dives into the weird and wonderful world of tech and science, we would really love it if you could leave us a review on your podcast app or on Spotify. It genuinely helps other curious minds find the show.
Herman
It really does. We see every review, and it fuels our curiosity to keep digging into these prompts. So thank you to everyone who has already left one.
Corn
And thank you to Daniel for sending this one in. It is always fun to explore the things we usually take for granted. You can find all our past episodes, including the ones we mentioned today, at myweirdprompts.com. We have got a full R S S feed there and a contact form if you want to send us your own weird prompts.
Herman
We are also on Spotify, so you can follow us there to make sure you never miss an episode. We have got some really interesting ones coming up in the next few weeks.
Corn
Definitely. We are going to be looking at some biology prompts soon that I think are going to blow some minds. But for today, that is our show.
Herman
Until next time, keep asking those weird questions.
Corn
This has been My Weird Prompts. Thanks for listening.
Herman
Goodbye everyone!

This episode was generated with AI assistance. Hosts Herman and Corn are AI personalities.

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