diff --git a/apps/backend/scripts/clickhouse-migrations.ts b/apps/backend/scripts/clickhouse-migrations.ts
index f56870c00..15cb720dd 100644
--- a/apps/backend/scripts/clickhouse-migrations.ts
+++ b/apps/backend/scripts/clickhouse-migrations.ts
@@ -346,14 +346,19 @@ CREATE TABLE IF NOT EXISTS analytics_internal.email_outboxes (
     created_with LowCardinality(String),
     email_draft_id Nullable(String),
     email_programmatic_call_template_id Nullable(String),
+    theme_id Nullable(String),
     is_high_priority UInt8,
     rendered_is_transactional Nullable(UInt8),
     rendered_subject Nullable(String),
     rendered_notification_category_id Nullable(String),
+    started_rendering_at Nullable(DateTime64(3, 'UTC')),
+    finished_rendering_at Nullable(DateTime64(3, 'UTC')),
+    render_error Nullable(String),
     scheduled_at DateTime64(3, 'UTC'),
     created_at DateTime64(3, 'UTC'),
     started_sending_at Nullable(DateTime64(3, 'UTC')),
     finished_sending_at Nullable(DateTime64(3, 'UTC')),
+    server_error Nullable(String),
     sent_at Nullable(DateTime64(3, 'UTC')),
     delivered_at Nullable(DateTime64(3, 'UTC')),
     opened_at Nullable(DateTime64(3, 'UTC')),
@@ -361,8 +366,10 @@ CREATE TABLE IF NOT EXISTS analytics_internal.email_outboxes (
     unsubscribed_at Nullable(DateTime64(3, 'UTC')),
     marked_as_spam_at Nullable(DateTime64(3, 'UTC')),
     bounced_at Nullable(DateTime64(3, 'UTC')),
+    delivery_delayed_at Nullable(DateTime64(3, 'UTC')),
     can_have_delivery_info Nullable(UInt8),
     skipped_reason LowCardinality(Nullable(String)),
+    skipped_details Nullable(String),
     send_retries Int32,
     is_paused UInt8,
     sync_sequence_id Int64,
@@ -387,14 +394,19 @@ SELECT
   created_with,
   email_draft_id,
   email_programmatic_call_template_id,
+  theme_id,
   is_high_priority,
   rendered_is_transactional,
   rendered_subject,
   rendered_notification_category_id,
+  started_rendering_at,
+  finished_rendering_at,
+  render_error,
   scheduled_at,
   created_at,
   started_sending_at,
   finished_sending_at,
+  server_error,
   sent_at,
   delivered_at,
   opened_at,
@@ -402,8 +414,10 @@ SELECT
   unsubscribed_at,
   marked_as_spam_at,
   bounced_at,
+  delivery_delayed_at,
   can_have_delivery_info,
   skipped_reason,
+  skipped_details,
   send_retries,
   is_paused
 FROM analytics_internal.email_outboxes
diff --git a/apps/backend/src/lib/external-db-sync.ts b/apps/backend/src/lib/external-db-sync.ts
index 519930537..336e1e8f0 100644
--- a/apps/backend/src/lib/external-db-sync.ts
+++ b/apps/backend/src/lib/external-db-sync.ts
@@ -566,6 +566,7 @@ const CLICKHOUSE_COLUMN_NORMALIZERS: Record<string, Record<string, 'json' | 'boo
     is_high_priority: 'boolean',
     rendered_is_transactional: 'nullable_boolean',
     can_have_delivery_info: 'nullable_boolean',
+    skipped_details: 'json',
     is_paused: 'boolean',
     sync_is_deleted: 'boolean',
   },
diff --git a/packages/stack-shared/src/config/db-sync-mappings.ts b/packages/stack-shared/src/config/db-sync-mappings.ts
index d77641e1a..f05df8b80 100644
--- a/packages/stack-shared/src/config/db-sync-mappings.ts
+++ b/packages/stack-shared/src/config/db-sync-mappings.ts
@@ -844,14 +844,19 @@ export const DEFAULT_DB_SYNC_MAPPINGS = {
           "created_with" text NOT NULL,
           "email_draft_id" text,
           "email_programmatic_call_template_id" text,
+          "theme_id" text,
           "is_high_priority" boolean NOT NULL DEFAULT false,
           "rendered_is_transactional" boolean,
           "rendered_subject" text,
           "rendered_notification_category_id" text,
+          "started_rendering_at" timestamp without time zone,
+          "finished_rendering_at" timestamp without time zone,
+          "render_error" text,
           "scheduled_at" timestamp without time zone NOT NULL,
           "created_at" timestamp without time zone NOT NULL,
           "started_sending_at" timestamp without time zone,
           "finished_sending_at" timestamp without time zone,
+          "server_error" text,
           "sent_at" timestamp without time zone,
           "delivered_at" timestamp without time zone,
           "opened_at" timestamp without time zone,
@@ -859,8 +864,10 @@ export const DEFAULT_DB_SYNC_MAPPINGS = {
           "unsubscribed_at" timestamp without time zone,
           "marked_as_spam_at" timestamp without time zone,
           "bounced_at" timestamp without time zone,
+          "delivery_delayed_at" timestamp without time zone,
           "can_have_delivery_info" boolean,
           "skipped_reason" text,
+          "skipped_details" jsonb,
           "send_retries" integer NOT NULL DEFAULT 0,
           "is_paused" boolean NOT NULL DEFAULT false
         );
@@ -883,14 +890,19 @@ export const DEFAULT_DB_SYNC_MAPPINGS = {
           created_with LowCardinality(String),
           email_draft_id Nullable(String),
           email_programmatic_call_template_id Nullable(String),
+          theme_id Nullable(String),
           is_high_priority UInt8,
           rendered_is_transactional Nullable(UInt8),
           rendered_subject Nullable(String),
           rendered_notification_category_id Nullable(String),
+          started_rendering_at Nullable(DateTime64(3, 'UTC')),
+          finished_rendering_at Nullable(DateTime64(3, 'UTC')),
+          render_error Nullable(String),
           scheduled_at DateTime64(3, 'UTC'),
           created_at DateTime64(3, 'UTC'),
           started_sending_at Nullable(DateTime64(3, 'UTC')),
           finished_sending_at Nullable(DateTime64(3, 'UTC')),
+          server_error Nullable(String),
           sent_at Nullable(DateTime64(3, 'UTC')),
           delivered_at Nullable(DateTime64(3, 'UTC')),
           opened_at Nullable(DateTime64(3, 'UTC')),
@@ -898,8 +910,10 @@ export const DEFAULT_DB_SYNC_MAPPINGS = {
           unsubscribed_at Nullable(DateTime64(3, 'UTC')),
           marked_as_spam_at Nullable(DateTime64(3, 'UTC')),
           bounced_at Nullable(DateTime64(3, 'UTC')),
+          delivery_delayed_at Nullable(DateTime64(3, 'UTC')),
           can_have_delivery_info Nullable(UInt8),
           skipped_reason LowCardinality(Nullable(String)),
+          skipped_details Nullable(String),
           send_retries Int32,
           is_paused UInt8,
           sync_sequence_id Int64,
@@ -922,14 +936,19 @@ export const DEFAULT_DB_SYNC_MAPPINGS = {
           "EmailOutbox"."createdWith"::text AS "created_with",
           "EmailOutbox"."emailDraftId" AS "email_draft_id",
           "EmailOutbox"."emailProgrammaticCallTemplateId" AS "email_programmatic_call_template_id",
+          "EmailOutbox"."themeId" AS "theme_id",
           "EmailOutbox"."isHighPriority" AS "is_high_priority",
           "EmailOutbox"."renderedIsTransactional" AS "rendered_is_transactional",
           "EmailOutbox"."renderedSubject" AS "rendered_subject",
           "EmailOutbox"."renderedNotificationCategoryId" AS "rendered_notification_category_id",
+          "EmailOutbox"."startedRenderingAt" AS "started_rendering_at",
+          "EmailOutbox"."finishedRenderingAt" AS "finished_rendering_at",
+          "EmailOutbox"."renderErrorExternalMessage" AS "render_error",
           "EmailOutbox"."scheduledAt" AS "scheduled_at",
           "EmailOutbox"."createdAt" AS "created_at",
           "EmailOutbox"."startedSendingAt" AS "started_sending_at",
           "EmailOutbox"."finishedSendingAt" AS "finished_sending_at",
+          "EmailOutbox"."sendServerErrorExternalMessage" AS "server_error",
           "EmailOutbox"."sentAt" AS "sent_at",
           "EmailOutbox"."deliveredAt" AS "delivered_at",
           "EmailOutbox"."openedAt" AS "opened_at",
@@ -937,8 +956,10 @@ export const DEFAULT_DB_SYNC_MAPPINGS = {
           "EmailOutbox"."unsubscribedAt" AS "unsubscribed_at",
           "EmailOutbox"."markedAsSpamAt" AS "marked_as_spam_at",
           "EmailOutbox"."bouncedAt" AS "bounced_at",
+          "EmailOutbox"."deliveryDelayedAt" AS "delivery_delayed_at",
           "EmailOutbox"."canHaveDeliveryInfo" AS "can_have_delivery_info",
           "EmailOutbox"."skippedReason"::text AS "skipped_reason",
+          "EmailOutbox"."skippedDetails" AS "skipped_details",
           "EmailOutbox"."sendRetries" AS "send_retries",
           "EmailOutbox"."isPaused" AS "is_paused",
           "EmailOutbox"."sequenceId" AS "sync_sequence_id",
@@ -961,14 +982,19 @@ export const DEFAULT_DB_SYNC_MAPPINGS = {
         "EmailOutbox"."createdWith"::text AS "created_with",
         "EmailOutbox"."emailDraftId" AS "email_draft_id",
         "EmailOutbox"."emailProgrammaticCallTemplateId" AS "email_programmatic_call_template_id",
+        "EmailOutbox"."themeId" AS "theme_id",
         "EmailOutbox"."isHighPriority" AS "is_high_priority",
         "EmailOutbox"."renderedIsTransactional" AS "rendered_is_transactional",
         "EmailOutbox"."renderedSubject" AS "rendered_subject",
         "EmailOutbox"."renderedNotificationCategoryId" AS "rendered_notification_category_id",
+        "EmailOutbox"."startedRenderingAt" AS "started_rendering_at",
+        "EmailOutbox"."finishedRenderingAt" AS "finished_rendering_at",
+        "EmailOutbox"."renderErrorExternalMessage" AS "render_error",
         "EmailOutbox"."scheduledAt" AS "scheduled_at",
         "EmailOutbox"."createdAt" AS "created_at",
         "EmailOutbox"."startedSendingAt" AS "started_sending_at",
         "EmailOutbox"."finishedSendingAt" AS "finished_sending_at",
+        "EmailOutbox"."sendServerErrorExternalMessage" AS "server_error",
         "EmailOutbox"."sentAt" AS "sent_at",
         "EmailOutbox"."deliveredAt" AS "delivered_at",
         "EmailOutbox"."openedAt" AS "opened_at",
@@ -976,8 +1002,10 @@ export const DEFAULT_DB_SYNC_MAPPINGS = {
         "EmailOutbox"."unsubscribedAt" AS "unsubscribed_at",
         "EmailOutbox"."markedAsSpamAt" AS "marked_as_spam_at",
         "EmailOutbox"."bouncedAt" AS "bounced_at",
+        "EmailOutbox"."deliveryDelayedAt" AS "delivery_delayed_at",
         "EmailOutbox"."canHaveDeliveryInfo" AS "can_have_delivery_info",
         "EmailOutbox"."skippedReason"::text AS "skipped_reason",
+        "EmailOutbox"."skippedDetails" AS "skipped_details",
         "EmailOutbox"."sendRetries" AS "send_retries",
         "EmailOutbox"."isPaused" AS "is_paused",
         "EmailOutbox"."sequenceId" AS "sequence_id",
@@ -1000,28 +1028,35 @@ export const DEFAULT_DB_SYNC_MAPPINGS = {
             $4::text AS "created_with",
             $5::text AS "email_draft_id",
             $6::text AS "email_programmatic_call_template_id",
-            $7::boolean AS "is_high_priority",
-            $8::boolean AS "rendered_is_transactional",
-            $9::text AS "rendered_subject",
-            $10::text AS "rendered_notification_category_id",
-            $11::timestamp without time zone AS "scheduled_at",
-            $12::timestamp without time zone AS "created_at",
-            $13::timestamp without time zone AS "started_sending_at",
-            $14::timestamp without time zone AS "finished_sending_at",
-            $15::timestamp without time zone AS "sent_at",
-            $16::timestamp without time zone AS "delivered_at",
-            $17::timestamp without time zone AS "opened_at",
-            $18::timestamp without time zone AS "clicked_at",
-            $19::timestamp without time zone AS "unsubscribed_at",
-            $20::timestamp without time zone AS "marked_as_spam_at",
-            $21::timestamp without time zone AS "bounced_at",
-            $22::boolean AS "can_have_delivery_info",
-            $23::text AS "skipped_reason",
-            $24::integer AS "send_retries",
-            $25::boolean AS "is_paused",
-            $26::bigint AS "sequence_id",
-            $27::boolean AS "is_deleted",
-            $28::text AS "mapping_name"
+            $7::text AS "theme_id",
+            $8::boolean AS "is_high_priority",
+            $9::boolean AS "rendered_is_transactional",
+            $10::text AS "rendered_subject",
+            $11::text AS "rendered_notification_category_id",
+            $12::timestamp without time zone AS "started_rendering_at",
+            $13::timestamp without time zone AS "finished_rendering_at",
+            $14::text AS "render_error",
+            $15::timestamp without time zone AS "scheduled_at",
+            $16::timestamp without time zone AS "created_at",
+            $17::timestamp without time zone AS "started_sending_at",
+            $18::timestamp without time zone AS "finished_sending_at",
+            $19::text AS "server_error",
+            $20::timestamp without time zone AS "sent_at",
+            $21::timestamp without time zone AS "delivered_at",
+            $22::timestamp without time zone AS "opened_at",
+            $23::timestamp without time zone AS "clicked_at",
+            $24::timestamp without time zone AS "unsubscribed_at",
+            $25::timestamp without time zone AS "marked_as_spam_at",
+            $26::timestamp without time zone AS "bounced_at",
+            $27::timestamp without time zone AS "delivery_delayed_at",
+            $28::boolean AS "can_have_delivery_info",
+            $29::text AS "skipped_reason",
+            $30::jsonb AS "skipped_details",
+            $31::integer AS "send_retries",
+            $32::boolean AS "is_paused",
+            $33::bigint AS "sequence_id",
+            $34::boolean AS "is_deleted",
+            $35::text AS "mapping_name"
         ),
         deleted AS (
           DELETE FROM "email_outboxes" eo
@@ -1037,14 +1072,19 @@ export const DEFAULT_DB_SYNC_MAPPINGS = {
             "created_with",
             "email_draft_id",
             "email_programmatic_call_template_id",
+            "theme_id",
             "is_high_priority",
             "rendered_is_transactional",
             "rendered_subject",
             "rendered_notification_category_id",
+            "started_rendering_at",
+            "finished_rendering_at",
+            "render_error",
             "scheduled_at",
             "created_at",
             "started_sending_at",
             "finished_sending_at",
+            "server_error",
             "sent_at",
             "delivered_at",
             "opened_at",
@@ -1052,8 +1092,10 @@ export const DEFAULT_DB_SYNC_MAPPINGS = {
             "unsubscribed_at",
             "marked_as_spam_at",
             "bounced_at",
+            "delivery_delayed_at",
             "can_have_delivery_info",
             "skipped_reason",
+            "skipped_details",
             "send_retries",
             "is_paused"
           )
@@ -1064,14 +1106,19 @@ export const DEFAULT_DB_SYNC_MAPPINGS = {
             p."created_with",
             p."email_draft_id",
             p."email_programmatic_call_template_id",
+            p."theme_id",
             p."is_high_priority",
             p."rendered_is_transactional",
             p."rendered_subject",
             p."rendered_notification_category_id",
+            p."started_rendering_at",
+            p."finished_rendering_at",
+            p."render_error",
             p."scheduled_at",
             p."created_at",
             p."started_sending_at",
             p."finished_sending_at",
+            p."server_error",
             p."sent_at",
             p."delivered_at",
             p."opened_at",
@@ -1079,8 +1126,10 @@ export const DEFAULT_DB_SYNC_MAPPINGS = {
             p."unsubscribed_at",
             p."marked_as_spam_at",
             p."bounced_at",
+            p."delivery_delayed_at",
             p."can_have_delivery_info",
             p."skipped_reason",
+            p."skipped_details",
             p."send_retries",
             p."is_paused"
           FROM params p
@@ -1091,14 +1140,19 @@ export const DEFAULT_DB_SYNC_MAPPINGS = {
             "created_with" = EXCLUDED."created_with",
             "email_draft_id" = EXCLUDED."email_draft_id",
             "email_programmatic_call_template_id" = EXCLUDED."email_programmatic_call_template_id",
+            "theme_id" = EXCLUDED."theme_id",
             "is_high_priority" = EXCLUDED."is_high_priority",
             "rendered_is_transactional" = EXCLUDED."rendered_is_transactional",
             "rendered_subject" = EXCLUDED."rendered_subject",
             "rendered_notification_category_id" = EXCLUDED."rendered_notification_category_id",
+            "started_rendering_at" = EXCLUDED."started_rendering_at",
+            "finished_rendering_at" = EXCLUDED."finished_rendering_at",
+            "render_error" = EXCLUDED."render_error",
             "scheduled_at" = EXCLUDED."scheduled_at",
             "created_at" = EXCLUDED."created_at",
             "started_sending_at" = EXCLUDED."started_sending_at",
             "finished_sending_at" = EXCLUDED."finished_sending_at",
+            "server_error" = EXCLUDED."server_error",
             "sent_at" = EXCLUDED."sent_at",
             "delivered_at" = EXCLUDED."delivered_at",
             "opened_at" = EXCLUDED."opened_at",
@@ -1106,8 +1160,10 @@ export const DEFAULT_DB_SYNC_MAPPINGS = {
             "unsubscribed_at" = EXCLUDED."unsubscribed_at",
             "marked_as_spam_at" = EXCLUDED."marked_as_spam_at",
             "bounced_at" = EXCLUDED."bounced_at",
+            "delivery_delayed_at" = EXCLUDED."delivery_delayed_at",
             "can_have_delivery_info" = EXCLUDED."can_have_delivery_info",
             "skipped_reason" = EXCLUDED."skipped_reason",
+            "skipped_details" = EXCLUDED."skipped_details",
             "send_retries" = EXCLUDED."send_retries",
             "is_paused" = EXCLUDED."is_paused"
           RETURNING 1