If you do this, have at least one backup key (if need be on paper) or a guaranteed alternate path into the hosts you depend on this key to access. Because if the secure enclave is as good as we're told, if you lose access to ->THIS<- secure enclave, its game over for the keys.
Secure enclave protecting Keychain, the keychain is backed up. Not the contents of the enclave.
Too many failed access attempts? poof the key is gone. Could be as low as 10.
(happy to be corrected. This is what I gather from a quick read-around. I was a bit surprised the site didn't seem to discuss this)
Your backup key should also be in a secure enclave, just in a different secure enclave. Both keys should be accepted by the system.
The truly paranoid can multiple types of secure enclaves - TouchID for primary, a YubiKey for backup.
> If need be on paper
Your security is only as strong as its weakest link. Paper has a way of getting photographed, and the privacy of your key depends on your OCR software, unless you really want to painstakingly copy it in by hand, and even then, it turns into a file-based key on the filesystem, with all its attendant risks.
No, paper for cold storage has the advantage of requiring physical access. Not some virus or hacker breaking into your computer from hundreds of miles away. If you are living in the US, gun ownership provides additional security over this piece of paper at home.
If someone is looking for that particular piece of paper, they probably want it for reasons that distinguish it from the average piece of paper. Also, most defensive gun uses end without shots being fired, so "usually" nobody even has a bullet fired at them.
It is not the piece of paper but the property it represents. If it is a Wallet with just as much as 1 Bitcoin on it, I would should you if you were trying to take it from me illegaly - also considering the fact that you are probably in my house without my consent, which one might argue doesn't even require me to have that piece of paper in my house.
Which you can do pretty much anywhere already? I'm at least not aware of any major service not allowing you to register multiple SSH public keys.
With the obvious exception being, for whatever reason, AWS that only allows specifying ONE SINGLE KEYPAIR when creating new EC2 VMs. Whyyyyyyyyyyyyyy?!
If you use a trezor hardware wallet (and probably other hardware wallets) you can deterministically regenerate -sk keys.
I use trezors various agents for AGE, FIDO2/passkey, ssh[0].
But you still need the backup some bits of material like stubs for some FIDO keys (not secret material) that need importing into fresh trezor devices.
It's approaching the never lose a key again levels.
Of course, I won't pretend there isn't an obvious issue. What if you lose the seed words or someone gains access. What if the software becomes incompatible, or trezor devices become expensive/change etc.
This attack on ledger was particularly impressive, with LTE modules and eSIMs used to exfiltrate secret material[0].
But ledger is one I wouldn't recommend even without these issues, they've previously stockpiled customer data which leaked and lead sustained targeted attacks on their customers.
They've got some sort of method of getting the secret keys out of the secure elements - which makes you think what's the point at all? Oh so they can sell you a backup service subscription for your keys. Which were meant to never leave your device.
This means I can have secure private keys for ssh and gpg (cue the crowd saying gpg is insecure without offering good modern alternatives), which I can also back up. And I can set up multiple YubiKeys, which I do.
An additional advantage of this solution is that you can set your YubiKey to require a touch confirmation before performing an operation. This makes it much harder for runaway AI agents to wreak havoc on your servers: there is a physical limitation, which I really like.
I don't get it even after reading the guide. How do you deal with backups when using YubiKeys? The private key is stored on the YubiKey with no ability to export it, ok... then what do you do when you lose the YubiKey?
Are you supposed to have multiple YubiKeys (multiple private keys) and then ensure that all your systems accept the matching multiple pubkeys?
The guide's Backup section is... super vague. It says exporting keys, of which some are private keys, which I thought shouldn't be possible?? And then it goes off about partitioning and filesystems?
You should never have a single ssh key as mean to login anyway. My keys never leave device that created them, but every device has its own pair, plus yubikey-like key.
I very much prefer to have one key per device! That allows for fine grained access control. In general I wouldn’t export private keys unless really necessary.
You could generate an additional backup key pair, add to authorized_keys on remote hosts in additional to the stored in enclave key, test then backup and wipe from your macbook (to reduce compromise risk).
As cool as this is, this does limit the functionality of your keys, because not everything can access the secure enclave in the way it wants to - and as others point out, this is a one-way street and locks your mac hardware into the flow.
I went with this system for some months but it ultimately broke my workflow. I switched to a system of my own devising, in which my local security key decrypts the SSH keys I require.
I've been using Secretive for years because I didn't bother looking it up how to do it without. I think this is worth doing without an additional third party, especially since it's only a few commands.
Crazy that this particular feature we’ve all been waiting for hasn’t received first-party support by any DevEx company.
You know, the companies that say security is their number one priority, or companies that scream “developers, developers, developers”. How Google and Apple didn’t come up with something together eludes me, but then again, we have entire ecosystems and categories deployed in the areas they don’t service (auth, application control, etc).
Just in case it helps someone, a while ago I wrote a blog post with exact CLI invocations to set up a local-password-store protected by TouchID. If you wish, the encrypted password-store can be backed up and tracked with a Git.
The version of OpenSSH included with macOS does not support FIDO-related features and instead uses the relevant parameters to access the macOS Keychain, so I always have to install OpenSSH from nixpkgs myself.
If I knew it's relatively easy I would have saved $$ on yubikey - for personal projects security requirements are not high but it's good to have something better than a file which could be stolen by malware. Kudos to author for the how-to.
You can also use a password manager like 1Password [1] to store your private keys, and use a local socket for your SSH agent to automatically unlock using TouchID.
ggm | 17 hours ago
Secure enclave protecting Keychain, the keychain is backed up. Not the contents of the enclave.
Too many failed access attempts? poof the key is gone. Could be as low as 10.
(happy to be corrected. This is what I gather from a quick read-around. I was a bit surprised the site didn't seem to discuss this)
solatic | 15 hours ago
The truly paranoid can multiple types of secure enclaves - TouchID for primary, a YubiKey for backup.
> If need be on paper
Your security is only as strong as its weakest link. Paper has a way of getting photographed, and the privacy of your key depends on your OCR software, unless you really want to painstakingly copy it in by hand, and even then, it turns into a file-based key on the filesystem, with all its attendant risks.
littlecranky67 | 14 hours ago
gmac | 14 hours ago
entrope | 11 hours ago
littlecranky67 | 7 hours ago
solatic | 11 hours ago
This is the whole idea behind storing keys in the secure enclave. You can just as easily store the backup YubiKey in a safe as well.
maratc | 16 hours ago
Or backing them up, or copying them to your new computer. You're just one spilled coffee cup away from losing the key.
jiehong | 15 hours ago
mschuster91 | 14 hours ago
With the obvious exception being, for whatever reason, AWS that only allows specifying ONE SINGLE KEYPAIR when creating new EC2 VMs. Whyyyyyyyyyyyyyy?!
maratc | 14 hours ago
rustyhancock | 14 hours ago
It's quite opposite of what I'd want.
If you use a trezor hardware wallet (and probably other hardware wallets) you can deterministically regenerate -sk keys.
I use trezors various agents for AGE, FIDO2/passkey, ssh[0].
But you still need the backup some bits of material like stubs for some FIDO keys (not secret material) that need importing into fresh trezor devices.
It's approaching the never lose a key again levels.
Of course, I won't pretend there isn't an obvious issue. What if you lose the seed words or someone gains access. What if the software becomes incompatible, or trezor devices become expensive/change etc.
[0] https://github.com/romanz/trezor-agent
littlecranky67 | 14 hours ago
rustyhancock | 14 hours ago
But ledger is one I wouldn't recommend even without these issues, they've previously stockpiled customer data which leaked and lead sustained targeted attacks on their customers.
They've got some sort of method of getting the secret keys out of the secure elements - which makes you think what's the point at all? Oh so they can sell you a backup service subscription for your keys. Which were meant to never leave your device.
[0] https://www.coindesk.com/tech/2026/10/13/ledger-says-spy-chi...
jwr | 14 hours ago
I have been using YubiKeys for many years now, following this guide: https://github.com/drduh/YubiKey-Guide
This means I can have secure private keys for ssh and gpg (cue the crowd saying gpg is insecure without offering good modern alternatives), which I can also back up. And I can set up multiple YubiKeys, which I do.
An additional advantage of this solution is that you can set your YubiKey to require a touch confirmation before performing an operation. This makes it much harder for runaway AI agents to wreak havoc on your servers: there is a physical limitation, which I really like.
LeBit | 12 hours ago
But I am not sure I will stick with gpg though.
Even with my system to extend their expiration or renew them. I have found handling them to be a pain.
I use them for 2 things: encrypt/decrypt gopass secrets and sign git commits.
Gopass now has more than decent age support. A yubikey can hold an age key.
Most git forges accept a ssh key to sign commits. A yubikey can hold a ssh key.
So, for my needs, I think I could leave the operational complexities (to me) of gpg and go for alternatives that are simpler.
FooBarWidget | 11 hours ago
Are you supposed to have multiple YubiKeys (multiple private keys) and then ensure that all your systems accept the matching multiple pubkeys?
The guide's Backup section is... super vague. It says exporting keys, of which some are private keys, which I thought shouldn't be possible?? And then it goes off about partitioning and filesystems?
AdamGibbins | 2 hours ago
zikduruqe | 6 hours ago
Just a random site - https://opensource.com/article/19/4/gpg-subkeys-ssh
0x457 | an hour ago
nmattia | 13 hours ago
citrin_ru | 12 hours ago
cedws | 12 hours ago
I really wouldn't rely on an SSH key as the sole way of accessing a machine.
elmcrest | 16 hours ago
lmz | 16 hours ago
elmcrest | 16 hours ago
mercutio2 | 15 hours ago
lmz | 15 hours ago
cromka | 14 hours ago
If it gets compromised, you need to revoke this one key only and still maintain access from, presumably, other systems of yours.
LetMeLogin | 15 hours ago
vr46 | 15 hours ago
I went with this system for some months but it ultimately broke my workflow. I switched to a system of my own devising, in which my local security key decrypts the SSH keys I require.
QGQBGdeZREunxLe | 15 hours ago
Puts | 15 hours ago
ulimn | 12 hours ago
apimade | 15 hours ago
You know, the companies that say security is their number one priority, or companies that scream “developers, developers, developers”. How Google and Apple didn’t come up with something together eludes me, but then again, we have entire ecosystems and categories deployed in the areas they don’t service (auth, application control, etc).
gurjeet | 14 hours ago
> PasswordStore (`pass`) + GnuPG (`gpg`) + TouchID
> https://gurjeet.singh.im/blog/passwordstore+gnupg+touchid
XYen0n | 13 hours ago
nmattia | 13 hours ago
pentakkusu | 13 hours ago
citrin_ru | 12 hours ago
michael-sumner | 11 hours ago
2III7 | 11 hours ago
devjam | 11 hours ago
[1] https://1password.com/developers/ssh
throw0101a | 11 hours ago
* https://news.ycombinator.com/item?id=46025721
sgarland | 4 hours ago