Fix/vault reset and passthrough

src/main/java/ai/labs/eddi/engine/setup/AgentSetupService.java

@@ -496,6 +496,14 @@ private String vaultApiKey(String apiKey, String agentName) {
             return apiKey;
         }
 
+        // Already a vault reference — use it directly, don't re-vault (supports legacy
+        // ${eddivault:...})
+        if (SecretReference.isVaultReference(apiKey)
+                && SecretReference.compiledPattern().matcher(apiKey).matches()) {
+            LOGGER.infof("API key for agent '%s' is already a vault reference — using as-is.", agentName);
+            return apiKey;
+        }
+
         if (!secretProvider.isAvailable()) {
             LOGGER.warn("Secrets Vault is not configured — API key will be stored in plaintext. "
                     + "Set EDDI_VAULT_MASTER_KEY to enable encrypted storage.");

src/main/java/ai/labs/eddi/secrets/ISecretProvider.java

@@ -110,6 +110,22 @@ public interface ISecretProvider {
      */
     int rotateDek(String tenantId) throws SecretProviderException;
 
+    /**
+     * Reset the vault for a specific tenant. Deletes ALL secrets and the DEK,
+     * allowing the vault to start fresh with the current master key.
+     * <p>
+     * This is a <b>destructive</b> operation — all encrypted secrets for the tenant
+     * will be permanently deleted. This bypasses DEK decryption entirely, making it
+     * safe to call even when the master key has changed.
+     *
+     * @param tenantId
+     *            the tenant to reset
+     * @return the number of secrets that were deleted
+     * @throws SecretProviderException
+     *             if the reset fails
+     */
+    int resetTenant(String tenantId) throws SecretProviderException;
+
     /**
      * Check if the secret provider is properly configured and operational.
      *

src/main/java/ai/labs/eddi/secrets/impl/VaultSecretProvider.java

@@ -391,30 +391,94 @@
         }
     }
 
+    @Override
+    public int resetTenant(String tenantId) throws SecretProviderException {
+        ensureAvailable();
+
+        try {
+            // Delete all secrets first, then the DEK
+            var secrets = persistence.listSecretsByTenant(tenantId);
+            int deletedCount = 0;
+
+            for (var secret : secrets) {
+                if (persistence.deleteSecret(tenantId, secret.getKeyName())) {
+                    deletedCount++;
+                }
+            }
+            persistence.deleteDek(tenantId);
+
+            LOGGER.infof("[VAULT] Tenant '%s' reset: %d secret(s) deleted, DEK removed.", tenantId, deletedCount);
+            return deletedCount;
+        } catch (PersistenceException e) {
+            throw new SecretProviderException("Failed to reset vault for tenant " + tenantId, e);
+        }
+    }
+
     // === Private helpers ===
 
     private byte[] getOrCreateDek(String tenantId) throws SecretProviderException {
         try {
             var dekOpt = persistence.findDek(tenantId);
             if (dekOpt.isPresent()) {
                 EncryptedDek encryptedDek = dekOpt.get();
-                return EnvelopeCrypto.decryptDek(encryptedDek.getEncryptedDek(), encryptedDek.getIv(), kek);
+                try {
+                    return EnvelopeCrypto.decryptDek(encryptedDek.getEncryptedDek(), encryptedDek.getIv(), kek);
+                } catch (EnvelopeCrypto.CryptoException e) {
+                    return handleDekDecryptionFailure(tenantId, e);
+                }
             }
 
-            // Generate a new DEK for this tenant
-            byte[] newDek = EnvelopeCrypto.generateDek();
-            EnvelopeCrypto.EncryptionResult encResult = EnvelopeCrypto.encryptDek(newDek, kek);
-
-            EncryptedDek dek = new EncryptedDek(UUID.randomUUID().toString(), tenantId, encResult.ciphertext(), encResult.iv(), Instant.now());
-
-            persistence.upsertDek(dek);
-            LOGGER.infof("Generated new DEK for tenant: %s", tenantId);
-            return newDek;
+            return generateAndPersistDek(tenantId);
         } catch (PersistenceException e) {
             throw new SecretProviderException("Persistence failure while managing DEK for tenant " + tenantId, e);
         }
     }
 
+    /**
+     * Handles the case where an existing DEK cannot be decrypted — typically
+     * because EDDI_VAULT_MASTER_KEY changed since the DEK was created.
+     * <p>
+     * Never auto-recovers. Always fails with a clear, actionable error so the user
+     * can choose the appropriate recovery path.
+     */
+    private byte[] handleDekDecryptionFailure(String tenantId, EnvelopeCrypto.CryptoException cause) throws SecretProviderException {
+        int secretCount;
+        try {
+            secretCount = persistence.listSecretsByTenant(tenantId).size();
+        } catch (PersistenceException e) {
+            secretCount = -1; // unknown
+        }
+
+        String secretInfo = secretCount == 0
+                ? "No secrets are stored for this tenant, so no data would be lost by resetting."
+                : secretCount > 0
+                        ? secretCount + " secret(s) are stored for this tenant and would be permanently lost if you reset."
+                        : "Unable to determine how many secrets are stored for this tenant.";
+
+        throw new SecretProviderException(
+                "Cannot decrypt the Data Encryption Key (DEK) for tenant '" + tenantId + "'. "
+                        + "This means the EDDI_VAULT_MASTER_KEY has changed since the DEK was created. "
+                        + secretInfo + " "
+                        + "Recovery options: "
+                        + "(1) Set EDDI_VAULT_MASTER_KEY back to the original value and restart. "
+                        + "(2) If you have both old and new keys, use POST /secretstore/secrets/admin/rotate-kek "
+                        + "to migrate all encrypted data to the new key. "
+                        + "(3) To start fresh (deletes all secrets for this tenant), use "
+                        + "POST /secretstore/secrets/" + tenantId + "/reset to clear the vault for this tenant.",
+                cause);
+    }
+
+    private byte[] generateAndPersistDek(String tenantId) {
+        byte[] newDek = EnvelopeCrypto.generateDek();
+        EnvelopeCrypto.EncryptionResult encResult = EnvelopeCrypto.encryptDek(newDek, kek);
+
+        EncryptedDek dek = new EncryptedDek(UUID.randomUUID().toString(), tenantId, encResult.ciphertext(), encResult.iv(), Instant.now());
+
+        persistence.upsertDek(dek);
+        LOGGER.infof("Generated new DEK for tenant: %s", tenantId);
+        return newDek;
+    }
+
     private void ensureAvailable() throws SecretProviderException {
         if (!available) {
             throw new SecretProviderException("Secrets Vault is not available. Set EDDI_VAULT_MASTER_KEY environment variable.");

src/main/java/ai/labs/eddi/secrets/rest/IRestSecretStore.java

@@ -135,6 +135,28 @@ public interface IRestSecretStore {
             + "EDDI_VAULT_MASTER_KEY environment variable and restart the application.")
     Response rotateKek(KekRotationRequest body);
 
+    /**
+     * Reset the vault for a specific tenant. Deletes ALL secrets and the DEK for
+     * the tenant, allowing the vault to start fresh with the current master key.
+     * <p>
+     * This is a destructive operation — all encrypted secrets for the tenant will
+     * be permanently deleted. Use this when the master key has changed and the old
+     * key is not available.
+     *
+     * @param tenantId
+     *            the tenant to reset
+     * @return 200 with details of what was deleted
+     */
+    @POST
+    @Path("/{tenantId}/reset")
+    @Produces(MediaType.APPLICATION_JSON)
+    @RolesAllowed("eddi-admin")
+    @Operation(summary = "Reset vault for a tenant",
+               description = "Deletes ALL secrets and the Data Encryption Key for the tenant. "
+                       + "Use this when the master key has changed and recovery is not possible. "
+                       + "WARNING: This permanently destroys all encrypted secrets for the tenant.")
+    Response resetTenant(@PathParam("tenantId") String tenantId);
+
     /**
      * Request body for storing a secret. Includes the plaintext value, an optional
      * description, and an optional allowed-agents list.

src/main/java/ai/labs/eddi/secrets/rest/RestSecretStore.java

@@ -117,7 +117,7 @@ public Response storeSecret(String tenantId, String keyName, SecretRequest body)
                 return Response.status(Response.Status.CREATED).entity(responseRef).build();
             }
         } catch (ISecretProvider.SecretProviderException e) {
-            LOGGER.errorf("Failed to store secret: %s/%s — %s", sanitize(tenantId), sanitize(keyName), e.getMessage());
+            LOGGER.error("Failed to store secret: " + sanitize(tenantId) + "/" + sanitize(keyName), e);
             return Response.status(Response.Status.INTERNAL_SERVER_ERROR).entity(Map.of("error", "Failed to store secret")).build();
         }
     }
@@ -142,7 +142,7 @@ public Response deleteSecret(String tenantId, String keyName) {
         } catch (ISecretProvider.SecretNotFoundException e) {
             return Response.status(Response.Status.NOT_FOUND).entity(Map.of("error", "Secret not found")).build();
         } catch (ISecretProvider.SecretProviderException e) {
-            LOGGER.errorf("Failed to delete secret: %s/%s — %s", sanitize(tenantId), sanitize(keyName), e.getMessage());
+            LOGGER.error("Failed to delete secret: " + sanitize(tenantId) + "/" + sanitize(keyName), e);
             return Response.status(Response.Status.INTERNAL_SERVER_ERROR).entity(Map.of("error", "Failed to delete secret")).build();
         }
     }
@@ -165,7 +165,7 @@ public Response getSecretMetadata(String tenantId, String keyName) {
         } catch (ISecretProvider.SecretNotFoundException e) {
             return Response.status(Response.Status.NOT_FOUND).entity(Map.of("error", "Secret not found")).build();
         } catch (ISecretProvider.SecretProviderException e) {
-            LOGGER.errorf("Failed to get secret metadata: %s/%s — %s", sanitize(tenantId), sanitize(keyName), e.getMessage());
+            LOGGER.error("Failed to get secret metadata: " + sanitize(tenantId) + "/" + sanitize(keyName), e);
             return Response.status(Response.Status.INTERNAL_SERVER_ERROR).entity(Map.of("error", "Failed to get metadata")).build();
         }
     }
@@ -184,7 +184,7 @@ public Response listSecrets(String tenantId) {
         try {
             return Response.ok(secretProvider.listKeys(tenantId)).build();
         } catch (ISecretProvider.SecretProviderException e) {
-            LOGGER.errorf("Failed to list secrets: %s — %s", sanitize(tenantId), e.getMessage());
+            LOGGER.error("Failed to list secrets for tenant: " + sanitize(tenantId), e);
             return Response.status(Response.Status.INTERNAL_SERVER_ERROR).entity(Map.of("error", "Failed to list secrets")).build();
         }
     }
@@ -218,7 +218,7 @@ public Response rotateDek(String tenantId) {
             return Response.ok(Map.of("tenantId", tenantId, "secretsReEncrypted", count, "message",
                     "DEK rotated successfully. " + count + " secrets re-encrypted.")).build();
         } catch (ISecretProvider.SecretProviderException e) {
-            LOGGER.errorf("Failed to rotate DEK for tenant %s: %s", sanitize(tenantId), e.getMessage());
+            LOGGER.error("Failed to rotate DEK for tenant: " + sanitize(tenantId), e);
             return Response.status(Response.Status.INTERNAL_SERVER_ERROR).entity(Map.of("error", "DEK rotation failed: " + e.getMessage())).build();
         }
     }
@@ -249,8 +249,37 @@ public Response rotateKek(KekRotationRequest body) {
             return Response.ok(Map.of("deksReEncrypted", count, "message", "KEK rotated successfully. " + count + " DEKs re-encrypted. "
                     + "IMPORTANT: Update the EDDI_VAULT_MASTER_KEY environment variable to the new key and restart.")).build();
         } catch (ISecretProvider.SecretProviderException e) {
-            LOGGER.errorf("Failed to rotate KEK: %s", e.getMessage());
+            LOGGER.error("Failed to rotate KEK", e);
             return Response.status(Response.Status.INTERNAL_SERVER_ERROR).entity(Map.of("error", "KEK rotation failed: " + e.getMessage())).build();
         }
     }
+
+    @Override
+    public Response resetTenant(String tenantId) {
+        var unavailable = vaultUnavailableResponse();
+        if (unavailable.isPresent())
+            return unavailable.get();
+
+        try {
+            validateId(tenantId, "tenantId");
+        } catch (IllegalArgumentException e) {
+            return Response.status(Response.Status.BAD_REQUEST).entity(Map.of("error", e.getMessage())).build();
+        }
+
+        try {
+            int deletedSecrets = secretProvider.resetTenant(tenantId);
+            secretResolver.invalidateAll();
+            return Response.ok(Map.of(
+                    "tenantId", tenantId,
+                    "secretsDeleted", deletedSecrets,
+                    "message", "Vault reset for tenant '" + tenantId + "'. "
+                            + deletedSecrets + " secret(s) deleted, DEK removed. "
+                            + "The next secret store operation will generate a fresh DEK with the current master key."))
+                    .build();
+        } catch (ISecretProvider.SecretProviderException e) {
+            LOGGER.error("Failed to reset vault for tenant: " + sanitize(tenantId), e);
+            return Response.status(Response.Status.INTERNAL_SERVER_ERROR)
+                    .entity(Map.of("error", "Vault reset failed: " + e.getMessage())).build();
+        }
+    }
 }

src/test/java/ai/labs/eddi/configs/agents/AgentSigningServiceTest.java

@@ -178,6 +178,13 @@ public int rotateDek(String tenantId) {
             return 0;
         }
 
+        @Override
+        public int resetTenant(String tenantId) {
+            int before = store.size();
+            store.entrySet().removeIf(e -> e.getKey().startsWith(tenantId + ":"));
+            return before - store.size();
+        }
+
         @Override
         public boolean isAvailable() {
             return true;