Commit Graph
2 Commits
Author SHA1 Message Date
Charles BochetandGitHub 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
Charles BochetandGitHub e0b4c9918b feat(twenty-server): introduce ENCRYPTION_KEY env var with versioned envelope (#20528)
## Summary

- Adds `ENCRYPTION_KEY` (primary) and `FALLBACK_ENCRYPTION_KEY`
(decrypt-only fallback for rotation) env vars to twenty-server, with
backward-compatible fallback to `APP_SECRET` when `ENCRYPTION_KEY` is
unset.
- Introduces a versioned ciphertext envelope `enc:v2:<keyId>:<base64>`
using AES-256-GCM with HKDF-SHA256 derived per-context keys. The 8-hex
`keyId` fingerprint lets every row identify which physical key encrypted
it, so rotation routes directly to primary or fallback without trial
decryption; GCM's auth tag gives true integrity (legacy CTR has none).
- Migrates `ConnectedAccountTokenEncryptionService` to the new envelope
and plumbs `workspaceId` through every caller, so per-workspace HKDF
context binds each row to its tenant.

The remaining encryption sites (`jwt-key-manager`, `config-storage`,
`postgres-credentials`, `application-variable`, TOTP) stay on the legacy
unprefixed CTR path and will be migrated in follow-up PRs. The
operator-facing rotation runbook is out of scope here.

### Format details

`enc:v{N}:{keyId}:{base64}` — `N=2` is the only version produced by new
writes (`v1` exists for backward-compatible decryption of existing
connected-account rows). `keyId =
sha256(rawKey).slice(0,4).toString('hex')`. The CHECK constraint on
`core.connectedAccount.{accessToken,refreshToken}` is relaxed from `LIKE
'enc:v1:%'` to `LIKE 'enc:v_:%'` so both versions pass.

### Key resolution

| `ENCRYPTION_KEY` | `FALLBACK_ENCRYPTION_KEY` | `APP_SECRET` | Encrypt
with | Decrypt try order |
|---|---|---|---|---|
| set | set | (any) | `ENCRYPTION_KEY` | match `keyId` → primary →
fallback |
| set | unset | (any) | `ENCRYPTION_KEY` | match `keyId` → primary |
| unset | set | set | `APP_SECRET` | match `keyId` → `APP_SECRET` →
fallback |
| unset | unset | set | `APP_SECRET` | match `keyId` → `APP_SECRET` |
| unset | unset | unset | startup error | n/a |

## Test plan

- [x] `npx nx typecheck twenty-server` — clean
- [x] `npx jest
'secret-encryption|connected-account-token-encryption|connected-account-refresh-tokens|encrypt-connected-account-tokens|connection-provider-oauth-flow'`
— 87 tests pass
- [x] New `secret-encryption.service.versioned.spec.ts` covers: key
resolution table (no-key error, APP_SECRET fallback, ENCRYPTION_KEY
precedence), v2 round-trip with/without workspaceId, GCM tamper
rejection, workspaceId-mismatch rejection, keyId-based primary→fallback
routing, missing-key error names the fingerprint, v1 legacy decryption,
no-prefix legacy decryption, malformed envelope rejection.
- [x] Updated `connected-account-token-encryption.service.spec.ts`
covers workspaceId binding and HKDF context isolation.
- [x] Updated slow instance command spec verifies workspaceId is
threaded through encryption and the relaxed `enc:v_:%` LIKE pattern
matches both v1 and v2.
- [ ] Manual E2E: connect a Gmail account on a freshly deployed instance
with `APP_SECRET` only → confirm `core.connectedAccount.accessToken` is
`enc:v2:<keyId>:<base64>`.
- [ ] Manual E2E: rotate — set `ENCRYPTION_KEY=<new>` and
`FALLBACK_ENCRYPTION_KEY=<old APP_SECRET>`, restart, confirm
pre-rotation rows still decrypt and new rows carry the new `keyId`.
- [ ] Manual E2E: missing key — set `ENCRYPTION_KEY=<new>` without the
fallback, confirm decrypt error names the old `keyId` so the operator
can identify the missing key.
2026-05-13 16:15:54 +00:00