Commit Graph

7 Commits

Author SHA1 Message Date
Paul Rastoin 989b45db15 Strictly type encryption rotation key site maps constants through entity type derivation (#21085)
# Introduction
Followup https://github.com/twentyhq/twenty/pull/21001

Now that the typeorm entities provide grains over their
`encryptedString` value, we can strictly type the sitemaps of the
encrypted string to rotate in case of encryption key rotation and also
the integration tests tests cases
2026-06-01 15:25:58 +00:00
Paul Rastoin ebfaca5b3d EncryptedString PlaintextString branded string types (#21001)
## Summary

closes https://github.com/twentyhq/core-team-issues/issues/2464

Introduces compile-time branded types to distinguish encrypted
ciphertext from plaintext strings, preventing mix-ups like the one fixed
in #20819 — but at the type level rather in addition to the one existing
at runtime.

### Branded string primitives

- Created `EncryptedString` and `PlaintextString` as hard nominal brands
using `z.string().brand(...)`, making them non-assignable to each other
or to raw `string`
- Created `isEncryptedString` type predicate to narrow `string` to
`EncryptedString` based on the `enc:v2:` envelope prefix
- Retyped `SecretEncryptionService`: `encryptVersioned` accepts
`PlaintextString`, `decryptVersioned` returns `PlaintextString`

### Entity typing

- Typed encrypted columns across entities:
`SigningKeyEntity.privateKey`,
`TwoFactorAuthenticationMethodEntity.secret`,
`ApplicationRegistrationVariableEntity.encryptedValue`,
`ApplicationVariableEntity.value`
- Parameterized JSONB types for connected account connection parameters
(`ImapSmtpCaldavParams<Pwd>`) with reusable aliases
`EncryptedImapSmtpCaldavParams` / `DecryptedImapSmtpCaldavParams`
- Typed DTOs (`CreateApplicationRegistrationVariableInput`,
`UpdateApplicationRegistrationVariablePayload`,
`UpdateApplicationVariableEntityInput`) with `PlaintextString`

### ApplicationVariable always-encrypt uniformization

- Retyped `ApplicationVariableEntity.value` to `EncryptedString | ''` —
all values are now encrypted regardless of `isSecret`
- Updated `ApplicationVariableEntityService` to always encrypt on write
and always decrypt on read
- Simplified `UpdateApplicationVariableActionHandlerService` by removing
conditional encrypt/decrypt-on-isSecret-toggle logic
- Added slow instance command (`2.9.0`) to backfill-encrypt existing
`isSecret=false` plaintext rows and tighten the `CHECK` constraint

### ConfigStorageService refactor

- Split `convertAndSecureValue` (which used `any`) into two well-typed
methods: `convertAndDecrypt` and `convertAndEncrypt`
- Introduced `isSensitiveStringValue` type predicate to narrow values
before encryption/decryption

### What's next
- Typeorm entity derivation to strictly type sitemap configuration as
code + handler logic for encryption rotation
- https://github.com/twentyhq/core-team-issues/issues/2465
2026-05-28 17:41:16 +02:00
Charles Bochet 45bea6f991 feat(secret-encryption): drop APP_SECRET from approved-access-domain validation and session cookies (#20580)
## Summary

Continues retiring `APP_SECRET` as a hot signing secret (after the TOTP
migration in #20577). This PR moves the last two cryptographic uses of
`APP_SECRET` off it:

1. **Approved-access-domain validation tokens** — was a one-shot
`sha256(JSON.stringify({id, domain, key: APP_SECRET}))` HMAC with no
built-in expiry. Now a JWT signed by the workspace `signingKey` with a
7-day expiry and claims bound to `approvedAccessDomainId`,
`workspaceId`, and `domain`.
2. **Express-session cookie signing** — was `sha256(APP_SECRET ||
'SESSION_STORE_SECRET')`. Now `HKDF(ENCRYPTION_KEY,
info='twenty:hmac:v1:session-cookie')` with `FALLBACK_ENCRYPTION_KEY`
supported for rotation.

### Approved-access-domain — strict cutover

- `ApprovedAccessDomainService.mintValidationToken` issues a JWT via
`JwtWrapperService.signAsyncOrThrow` (workspace `signingKey`, asymmetric
ES256 with kid-based rotation built in).
- `validateApprovedAccessDomain` verifies the JWT, asserts `type ===
APPROVED_ACCESS_DOMAIN`, cross-checks `claim.approvedAccessDomainId`
against the URL's `approvedAccessDomainId`, then re-checks `domain` and
`workspaceId` against the stored row. Any failure maps to
`APPROVED_ACCESS_DOMAIN_VALIDATION_TOKEN_INVALID`.
- **No legacy fallback:** any pending invitation link minted with the
old SHA hash will fail validation and must be re-sent. Volume is small
and admins can re-issue from settings — this is the cleanest cutover.

### Session cookies — bridged cutover

- `resolveSessionCookieSecretsOrThrow` returns an array
`[HKDF(ENCRYPTION_KEY), HKDF(FALLBACK_ENCRYPTION_KEY)?,
sha256(APP_SECRET || 'SESSION_STORE_SECRET')?]`.
- `express-session` signs new cookies with the first secret and verifies
against any entry, so in-flight cookies signed under the legacy SHA keep
verifying until `maxAge` (30 min) expires.
- New `deriveInstanceHmacKey` HKDF utility uses a dedicated
`twenty:hmac:v1:` info prefix — distinct from the AEAD subkey prefix
`twenty:enc:v2:` — so HMAC and encryption subkeys can never collide for
the same raw `ENCRYPTION_KEY`.
- TODO comment marks the legacy slot for removal post-2.5.

### Notes on rotation behaviour

- Rotating `ENCRYPTION_KEY` while keeping the old value in
`FALLBACK_ENCRYPTION_KEY` keeps cookies signed under either key
verifying. New cookies sign under the new key. After all in-flight
cookies expire (≤30 min), the fallback slot can be dropped from env.
- Rotating the workspace `signingKey` (already supported by
`JwtKeyManagerService`) keeps already-issued approved-access-domain JWTs
verifying via `kid` until their 7-day expiry.

## Test plan

- [x] Unit tests for `ApprovedAccessDomainService` cover: happy path,
JWT verify failure, wrong token type, JWT id ≠ input id, JWT-claimed
domain ≠ row, missing row, already-validated row.
- [x] Unit tests for `resolveSessionCookieSecretsOrThrow` cover: throws
without keys, primary order (`ENCRYPTION_KEY` → APP_SECRET fallback),
`FALLBACK_ENCRYPTION_KEY` placement, empty-string vars treated as unset,
legacy slot omitted when `APP_SECRET` missing, HKDF domain separation
across purposes.
- [x] `nx lint:diff-with-main twenty-server` — clean.
- [x] Full test surface across approved-access-domain,
secret-encryption, session-storage — 78/78 pass.
- [ ] CI green.
- [ ] Manual smoke: boot with a dummy `ENCRYPTION_KEY`, confirm sign-in
succeeds (session cookie works), create + validate an
approved-access-domain end-to-end through the UI.
2026-05-15 08:47:46 +00:00
Charles Bochet a941f6fe01 feat(server): migrate TOTP secret encryption to SecretEncryptionService (#20577)
## Summary

Removes the last `APP_SECRET`-derived at-rest encryption site by
migrating `core.twoFactorAuthenticationMethod.secret` from
`SimpleSecretEncryptionUtil` (AES-256-CBC with key derived from
`sha256(APP_SECRET + userId + workspaceId + 'otp-secret' +
'KEY_ENCRYPTION_KEY')`) to the versioned `enc:v2:` envelope
(ENCRYPTION_KEY → HKDF-SHA256 bound to `workspaceId` → AES-256-GCM).

- New `decrypt-legacy-aes-cbc.util.ts` faithfully reproduces the
pre-migration CBC derivation byte-for-byte;
`SecretEncryptionService.decryptVersioned` dispatches to it when callers
pass `legacyAesCbcPurpose`, with a dedicated one-shot WARN log family.
- `TwoFactorAuthenticationService` now uses `encryptVersioned` /
`decryptVersioned` (passing the legacy purpose so existing rows still
decrypt). `SimpleSecretEncryptionUtil` and its spec are deleted;
`TwoFactorAuthenticationModule` imports `SecretEncryptionModule` in
their place.
- `TwoFactorAuthenticationMethodEntity` gets a `@Check` decorator
(`CHK_twoFactorAuthenticationMethod_secret_encrypted`) restricting
`secret` to the `enc:v2:` envelope; the matching 2.5 slow instance
command (`1798000009000-encrypt-totp-secrets`) cursor-paginates `JOIN`ed
`userWorkspace` rows to recover the legacy `userId`, re-encrypts to
`enc:v2`, and applies the CHECK constraint in `up()`.

### Deviation note

The plan suggested wiring a workspace-only legacy derivation directly
into `decryptVersioned`. In practice the production rows are
user-and-workspace-scoped (the legacy purpose is
`\${userId}\${workspaceId}otp-secret`), so a workspace-only derivation
could not recover them. The PR keeps the public `decryptVersioned` API
intact and adds an optional `legacyAesCbcPurpose` so callers that can
reconstruct the legacy context (the 2FA service and the slow command)
opt in.

### Final state of remaining `APP_SECRET` usages

- HS256 JWT verify (read-only, self-retiring once asymmetric migration
completes).
- Express-session cookie signing.
- Approved-access-domain HMAC (signing root, not at-rest).
- Zero-friction fallback in `resolveEncryptionKeysOrThrow`
(intentional).

No production at-rest data is encrypted with `APP_SECRET`-derived keys
anymore.

## Test plan

- [x] `npx jest src/engine/core-modules/secret-encryption
src/engine/core-modules/two-factor-authentication` — 170 unit tests
pass, including new unit tests for the legacy CBC util and the new
`SecretEncryptionService` fallback branch.
- [x] `npx jest --config ./jest-integration.config.ts
test/integration/upgrade/suites/2-5-instance-command-slow-1798000009000-encrypt-totp-secrets.integration-spec.ts`
— 4 integration tests cover legacy-CBC seed → slow command → `enc:v2`
round-trip, idempotency, CHECK constraint enforcement on `up()`, and
rollback via `down()`.
- [x] `npx oxlint --type-aware` and `npx prettier --check` clean on all
touched files.
- [ ] CI on this PR (server validation, tests, lint, typecheck).
2026-05-14 13:24:06 +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
Charles Bochet 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
Marie 7e3d9cd85a Encrypt/decrypt app secret variables (#17394)
Closes https://github.com/twentyhq/core-team-issues/issues/1724
From PR https://github.com/twentyhq/twenty/pull/15283, followed same
implementation
- Introduce EnvironmentModule to provide type safety for env-only
variables
- Encrypt secret variables
- When querying app secret variable, display up to first 5 characters
(depending on secret length) then `******`
2026-01-27 15:59:37 +00:00