New DEPLOY-runbook-2026-09-03.md, separate from the 2026-08-04 runbook. Names the five new OKTA_* env vars, treats the pre-deploy backup as the only way back once 1d60a608bb51 (drop_local_password) commits since its downgrade() restores the column but not the data, and splits Rollback into the fixable case (Okta app integration misconfigured, fix and redeploy api, no data at risk) versus the severe case (abandoning Okta for local-password code, which only a destructive backup restore can reach). States D16's no-break-glass posture plainly. D17 records the decision and why: staged-deploy-sequence docs and backlog-only were both considered and declined in favor of the runbook. Logged to backlog.md rather than fixed here: okta_auth.describe() has no caller (BL-028), users.failed_attempts/locked_until are vestigial (BL-029), DEPLOY-login-portal.md is fully stale (BL-030).
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Decisions — 2026-09-03
D16: Okta admin bootstrap, break-glass posture, and the real scope of T10.4
Raised during hazard review for T10.4 (remove the local password path). D15 settled that local passwords go away and Okta OIDC is the sole replacement; it did not settle how an admin account gets named once there is no password to set, or what happens if Okta itself is unreachable. Both are decided here.
Admin bootstrap
server/manage_users.py stays the bootstrap tool — its own docstring already says so
("the /api/auth/users endpoint needs an existing admin, so you have to bootstrap one
here") — but it changes from creating an account to promoting one:
- An operator with shell/DB access on the server runs it against an account that
already signed in through Okta once and was JIT-provisioned by T10.3 (landing at
project_user, per that task). The command setsrole = adminon that existing row by username. - It does not create a
Userrow from scratch and does not touchpassword_hash(the column is gone after T10.4's migration).
Rejected: minting a brand-new admin row by hand-typed username. OKTA_IDENTITY_CLAIM's
exact format is still unconfirmed by security (open item carried from D15/wave-10.md).
A hand-typed username that doesn't exactly match what Okta actually sends produces a
second, orphaned account instead of promoting the real one. Promoting an
already-JIT-provisioned row sidesteps that entirely — it never has to guess the future
claim value.
Ongoing (non-bootstrap) admin naming needs no new work: html/users.js already has a
live role dropdown (roleSelect, gated by server-supplied grantable_roles) that lets
an existing admin promote any other account, including one JIT-provisioned via Okta.
That path is unrelated to the password removal and keeps working unchanged.
Break glass
No break-glass path, by design. If Okta is unreachable or misconfigured, the app is unreachable for everyone, including admins, until Okta is restored.
This matches the precedent already on record for the abandoned LDAPS design (D13/D14): "LDAPS is the only path, no local fallback, no break-glass." Carried forward deliberately rather than assumed to still apply, given Okta's failure modes differ from an internal LDAP bind — considered and confirmed, not defaulted into.
Rejected: a toggleable emergency local login gated behind an env flag. It would reintroduce a stored local credential, exactly what D15 exists to eliminate, for a scenario (Okta down) judged less likely and less costly than the standing risk of a forgotten emergency backdoor.
The server-shell CLI (manage_users.py, promoting an existing row) is not a formal
break-glass mechanism — it cannot help if no account has ever signed in through Okta —
but it is the same trust tier as "someone with SSH/container access to prod could
already edit the database directly," and it costs no new engineering.
T10.4 scope correction
Hazard review found real call sites of hash_password / verify_password /
password_problem that the original T10.4 bullet in wave-10.md didn't name and that
break the moment those functions are deleted:
create_user()andadmin_reset_password()inserver/app.py(the admin console's "add user" and "reset password" routes).html/users.js's "add user" form (nu-passwordfield) and "Reset password" button.server/manage_users.py'screate,create-admin, andreset-passwordsubcommands (see bootstrap section above for its replacement).tests/browser_check.pyandtests/launcher_check.py, which callauth.hash_password()to seed fixture rows.
Also found: server/smoketest.py and server/seed_demo.py authenticate via
POST /api/auth/login, which T10.4 removes, and CLAUDE.md's own verification section
names both scripts as required checks. Fix folded into T10.4 rather than deferred to
T10.7: both scripts switch to minting a session with auth.create_token() and setting
the cookie directly, the same technique tests/browser_check.py already uses instead
of scripting a login form. No live Okta tenant needed, and T10.4 no longer depends on
T10.7's timing.
wave-10.md's T10.4 bullet is updated to reflect this full scope.
D17: A dedicated rollback-aware runbook for the Okta cutover deploy
Raised while preparing to close out wave 10: T10.4's migration
(server/alembic/versions/1d60a608bb51_drop_local_password.py) drops the
password_hash column, and its downgrade() re-adds the column with
server_default=''. That restores the schema, not the data — the real bcrypt hashes
are destroyed the moment upgrade()'s op.drop_column commits, and no amount of
alembic downgrade brings them back. DEPLOY-runbook-2026-08-04.md, the existing
precedent for how a deploy of this repo is handed to IT, has no equivalent case in its
own Rollback section — its migrations are additive or reversible, so nothing there
warns an operator that this one is different.
Three options were on the table: write this runbook now; also document a staged
deploy sequence (ship T10.5's Okta-live-alongside-password state first, verify real
sign-ins, then ship T10.4's column drop as a separate follow-up deploy); or log the
hazard to backlog.md and stop there. Decided: write the runbook only. Staged
sequencing is real risk reduction but is a second deploy plan on top of a wave that is
otherwise a single cutover (D15's "full replacement," not a toggle) — worth
proposing on its own if IT wants it, not worth building unasked. Backlog-only was
rejected because the hazard is concrete and dated (this wave, this migration), not a
someday item.
What the runbook has to do differently from the 2026-08-04 precedent
- Name the five
OKTA_*environment variables as newly required for this deploy — the precedent's own "no new environment variables" note does not apply here and restating it unchanged would be actively wrong. - Treat the pre-deploy backup (
docker exec wp_db_backup /scripts/db-backup.sh) as the only way back once1d60a608bb51commits, not as routine due diligence. - Separate two failure modes that look similar but are not: an Okta app integration
that is misconfigured after a clean deploy (redirect URI, client secret, an
unassigned test account) is fixable in place — fix the config, redeploy the
apiservice, no data at risk, migration already applied and stays applied. Deciding to abandon Okta and restore local-password code is the severe case — the emptypassword_hashcolumn means the old code has nothing to check a password against, so the only way back is the destructive backup restore (DEPLOY-runbook-2026-08-04.mdCase C's own procedure, reused here). Conflating these two would send an operator straight to a destructive restore for a problem that a config fix would have solved. - Fold in D16's no-break-glass posture: if Okta is down or misconfigured, the app is down for everyone, including admins, by design — not a defect to roll back from.
Filed as T10.9 in wave-10.md rather than folded into T10.6 (already merged and
verified) or T10.8 (UI/test verification, a different kind of check). New scope found
after the task that raised it closed gets a new ID, per CLAUDE.md.