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orca/docs
Neil 8be1696629 docs(ssh): revise the host key design after security and migration review
Three things the reviews changed, kept visible rather than quietly edited out.

THREAT MODEL WAS WRONG IN THREE PLACES. Jump hosts are not the worst case — they
are already safe: shouldUseSystemSshTransport branches on exactly the inputs
resolveEffectiveProxy does, and attemptConnect returns after the system probe, so
ProxyJump goes through OpenSSH and is verified. Agent forwarding was overstated
(gated on the user's ForwardAgent). Credential theft was understated: any auth
error counts as agent fallback, so a MITM walks the user to the password AND
private-key passphrase prompts, and cachedPassword replays without prompting. The
relay claim was backwards — the attacker owns their own machine; the real impact
is the return direction, where they become the host our workspace trusts.

TYPE SCOPING IS A DOWNGRADE VECTOR WITHOUT ALGORITHM ORDERING. This was the
decision I flagged as least certain and asked to have argued both ways. OpenSSH
is safe only because order_hostkeyalgs() puts known types first and RFC 4253
gives the client's order priority. ssh2 negotiates ed25519 first regardless, so
an attacker who cannot forge the RSA key on file just presents ed25519 and gets a
friendly first-contact prompt instead of a hard failure. Keep scoping, but set
algorithms.serverHostKey to lead with the types on file — and add a sixth
outcome for 'unknown type, known host', which must never read as first contact.

SHIP THE DEFENCE BEFORE THE DIALOG. Startup restore fires eager connects for all
targets in parallel with a 15s timeout while a prompt would live 120s; ephemeral
VM targets present a new key every launch; paired-web connects run on the host
desktop, so the dialog opens on someone else's screen. Phase 1 is therefore no
modal at all: consult known_hosts and our store, match connects, unknown persists
with accept-new semantics, mismatch and revoked hard-fail. That is the whole MITM
defence with none of the migration risk.

Also folded in, verified live against OpenSSH 10.2p1: the without-port fallback
(bracketed lookup first, then bare, where the second pass can only yield match or
unknown — otherwise a bare line plus a non-default port produces a spurious
prompt); hashed entries hash the candidate form; multiple files union; a
cert-authority line does not match a plain key. IPv6 and bracket parsing moved
INTO scope — that is a parser requirement, not a scope call, and getting it wrong
produces the prompt-training harm the design exists to avoid.
2026-08-14 02:39:33 -07:00
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2026-08-14 06:46:22 +00:00