Commit Graph

2 Commits

Author SHA1 Message Date
Charles Bochet ca1571676c fix(server): treat plaintext-under-isSecret rows as plaintext in app variable encryption migration (#20590)
## Summary

Prod 2.5 upgrade failed on the slow instance command
`EncryptApplicationVariableSlowInstanceCommand`:

```
[Nest] LOG  [InstanceCommandRunnerService] 2.5.0_EncryptApplicationVariableSlowInstanceCommand_1798000005000 starting data migration...
[Nest] WARN [SecretEncryptionService] Decrypted a legacy unprefixed AES-CTR ciphertext...
[Nest] ERROR [InstanceCommandRunnerService] data migration failed
TypeError: Invalid initialization vector
```

### Root cause

The migration assumes every row matching `isSecret = true AND value <>
'' AND value NOT LIKE 'enc:v2:%'` is legacy AES-CTR ciphertext. In prod
we found multiple `isSecret = true` rows whose `value` is plaintext
(e.g. `SLACK_HOOK_URL = 'https://hooks.slack.com/services/...'`) — most
likely the result of `isSecret` being flipped to true on a row that
already held a plaintext value, or a write path that bypassed
`ApplicationVariableEntityService.update`. Those values can't decode
into the 16-byte IV that AES-CTR needs, so `Buffer.from(value,
'base64')` truncates at the first non-base64 char (`:`), the buffer is <
16 bytes, and `createDecipheriv` throws.

### Fix

Follow the same policy as
`EncryptConnectedAccountTokensSlowInstanceCommand`: anything that isn't
already in the `enc:v2:` envelope is plaintext. Concretely:

1. Try `decryptVersioned` — legacy CTR rows decrypt fine.
2. If it throws (mis-classified plaintext), log a warning naming the row
id and fall back to treating `row.value` as plaintext.
3. Encrypt the resulting plaintext into the `enc:v2:` envelope and
update the row.

In-loop `isSecret` guard is kept (alongside the SQL filter) so
non-secret rows are never touched even if the SQL filter is ever
loosened.

### Integration test coverage

Added one new case alongside the existing ones in
`…encrypt-application-variable.integration-spec.ts`:

- `treats plaintext-under-isSecret=true as plaintext and re-encrypts as
v2` — seeds a row with `isSecret = true` and a URL value (`:` and `/`
are not base64, so this is the exact failure shape from prod), runs the
migration, and asserts the value is now `enc:v2:...` and decrypts back
to the original URL.

Existing cases unchanged: legacy CTR happy path, non-secret rows
untouched, idempotent across re-runs, `up()` adds the CHECK constraint,
`down()` removes it.

### Why this is a 2-5 edit

`TWENTY_CURRENT_VERSION` is now 2.6.0, so editing a 2-5 file trips the
`server-previous-version-upgrade-mutation-guard` —
`ci:allow-previous-version-upgrade-mutation` label is on the PR. `up()`
and `down()` are unchanged; only `runDataMigration` is modified.

## Test plan

- [ ] Re-deploy 2.5 to prod and confirm
`EncryptApplicationVariableSlowInstanceCommand` completes
- [ ] Inspect warning log to count rows that went through the plaintext
fallback
- [ ] Verify resulting secret rows all satisfy `value = '' OR value LIKE
'enc:v2:%'` and the CHECK constraint is in place
2026-05-14 18:40:41 +02:00
Charles Bochet 7fa136f305 feat(twenty-server): migrate remaining at-rest encryption sites to versioned envelope (#20550)
## Summary

Second PR in the encryption key rotation series. The previous PR
(#20528) introduced `ENCRYPTION_KEY` + the versioned
`enc:v2:<keyId>:<base64>` envelope inside `SecretEncryptionService` and
migrated `ConnectedAccountTokenEncryptionService` as the first consumer.
This PR routes every remaining at-rest encryption site through the
versioned envelope so that `ENCRYPTION_KEY` (and the future
`FALLBACK_ENCRYPTION_KEY`) actually covers them. The legacy unprefixed
CTR ciphertext remains readable as a fallback during the rollout window
— every migrated read site uses `decryptVersioned`, which transparently
delegates to the legacy CTR decrypt when it sees an unprefixed payload.

### Service migrations
- **`ApplicationVariableEntityService` (#8)** — workspace-scoped. HKDF
info is bound to each row's `workspaceId`. A new
`decryptAndMaskVersioned` helper lands on `SecretEncryptionService` for
the resolver display path.
- **`ApplicationRegistrationVariableService` (#7)** + consumers —
**instance-scoped**. Registration variables are server-level config
readable by every workspace that installs the application, so HKDF info
is `instance`. Updated consumers:
  - `LogicFunctionExecutorService.buildServerVariableEnvMap`
  - `ConnectionProviderService.getClientCredentials`
- **`LogicFunctionExecutorService.buildEnvVar` (#9)** —
workspace-scoped. Each variable's `workspaceId` is threaded into
`decryptVersioned`, so per-workspace HKDF contexts are honoured at
execution time.
- **`UpdateApplicationVariableActionHandlerService`**
(workspace-migration runner) — threads `workspaceId` through the
secret/non-secret toggle.
- **`JwtKeyManagerService` (#3)** — instance-scoped. Signing keys are
shared across the JWKS.
- **`ConfigStorageService` (#6)** — instance-scoped sensitive STRING
config variables.

### Slow instance commands (2.5.0)

Each migrated site has a paired backfill that re-encrypts existing rows
into the v2 envelope before the column is constrained:

| timestamp | command | scope | CHECK constraint |
|---|---|---|---|
| `1798000005000` | encrypt-application-variable | workspaceId |
`"isSecret" = false OR value = '' OR value LIKE 'enc:v2:%'` |
| `1798000006000` | encrypt-application-registration-variable | instance
| `"encryptedValue" = '' OR value LIKE 'enc:v2:%'` |
| `1798000007000` | encrypt-signing-key-private-keys | instance |
`"privateKey" IS NULL OR value LIKE 'enc:v2:%'` |
| `1798000008000` | encrypt-sensitive-config-storage | instance | _none_
— heterogeneous jsonb column |

All backfills are idempotent (the SELECT filter skips rows already in v2
form) and run before their respective `up()` adds the CHECK constraint.
Every `down()` deliberately stops at dropping the CHECK constraint —
they intentionally do not re-introduce plaintext on rollback.

### Tests

- Unit specs for each new slow command cover the v2 upgrade path, the
idempotency invariant, and the instance vs workspace HKDF scope.
- New `JwtKeyManagerService` spec asserts
`decryptVersioned`/`encryptVersioned` are called without `workspaceId`
(instance scope).
- Updated existing specs for `ApplicationVariableEntityService`,
`ConfigStorageService`, and `buildEnvVar` to assert the versioned API
and the workspace HKDF context plumbing.
- New `SecretEncryptionService.decryptAndMaskVersioned` cases in the
service spec.
- Updated the `applicationRegistrationVariable` integration spec to
assert the column now stores `enc:v2:<keyId>:<base64>` instead of raw
legacy CTR.

### Out of scope (future PRs)
- `PostgresCredentialsService` — bespoke
`jwtWrapperService.generateAppSecret`–derived key +
`encryptText`/`decryptText` from `auth.util.ts`; deserves its own
migration.
- `SimpleSecretEncryptionUtil` (TOTP) — entirely different `aes-256-cbc`
`iv:enc` format; deserves its own migration.

## Test plan

- [x] `npx nx typecheck twenty-server`
- [x] `npx nx lint:diff-with-main twenty-server` (oxlint + prettier)
- [x] Local jest run for `secret-encryption | connected-account-token |
application-variable | application-registration-variable | build-env-var
| jwt-key-manager | config-storage | encrypt-application-variable |
encrypt-application-registration-variable | encrypt-signing-key |
encrypt-sensitive-config-storage` — 17 suites, 106 tests pass.
- [x] Local jest run for `upgrade | instance-command` — 12 suites, 86
tests pass.
- [ ] CI green
- [ ] Manual review of CHECK constraint shapes by a server reviewer
(each one matches `enc:v2:%` rather than `enc:v_:%` since none of the
migrated columns can legitimately hold `enc:v1:` ciphertext).
2026-05-14 06:10:52 +00:00