diff --git a/x-pack/plugins/security_solution/server/lib/detection_engine/rule_execution_log/index.ts b/x-pack/plugins/security_solution/server/lib/detection_engine/rule_execution_log/index.ts
new file mode 100644
index 0000000000000..5c7d9a875056a
--- /dev/null
+++ b/x-pack/plugins/security_solution/server/lib/detection_engine/rule_execution_log/index.ts
@@ -0,0 +1,10 @@
+/*
+ * Copyright Elasticsearch B.V. and/or licensed to Elasticsearch B.V. under one
+ * or more contributor license agreements. Licensed under the Elastic License
+ * 2.0; you may not use this file except in compliance with the Elastic License
+ * 2.0.
+ */
+
+export * from './rule_execution_log_client';
+export * from './types';
+export * from './utils/normalization';
diff --git a/x-pack/plugins/security_solution/server/lib/detection_engine/rule_execution_log/rule_execution_log_client.ts b/x-pack/plugins/security_solution/server/lib/detection_engine/rule_execution_log/rule_execution_log_client.ts
index 26b36c367bda6..16bdb338d2168 100644
--- a/x-pack/plugins/security_solution/server/lib/detection_engine/rule_execution_log/rule_execution_log_client.ts
+++ b/x-pack/plugins/security_solution/server/lib/detection_engine/rule_execution_log/rule_execution_log_client.ts
@@ -19,6 +19,7 @@ import {
   LogStatusChangeArgs,
   UpdateExecutionLogArgs,
 } from './types';
+import { truncateMessage } from './utils/normalization';
 
 export interface RuleExecutionLogClientArgs {
   ruleDataService: IRuleDataPluginService;
@@ -51,7 +52,16 @@ export class RuleExecutionLogClient implements IRuleExecutionLogClient {
   }
 
   public async update(args: UpdateExecutionLogArgs) {
-    return this.client.update(args);
+    const { lastFailureMessage, lastSuccessMessage, ...restAttributes } = args.attributes;
+
+    return this.client.update({
+      ...args,
+      attributes: {
+        lastFailureMessage: truncateMessage(lastFailureMessage),
+        lastSuccessMessage: truncateMessage(lastSuccessMessage),
+        ...restAttributes,
+      },
+    });
   }
 
   public async delete(id: string) {
@@ -63,6 +73,10 @@ export class RuleExecutionLogClient implements IRuleExecutionLogClient {
   }
 
   public async logStatusChange(args: LogStatusChangeArgs) {
-    return this.client.logStatusChange(args);
+    const message = args.message ? truncateMessage(args.message) : args.message;
+    return this.client.logStatusChange({
+      ...args,
+      message,
+    });
   }
 }
diff --git a/x-pack/plugins/security_solution/server/lib/detection_engine/rule_execution_log/utils/normalization.ts b/x-pack/plugins/security_solution/server/lib/detection_engine/rule_execution_log/utils/normalization.ts
new file mode 100644
index 0000000000000..baaee9446eee3
--- /dev/null
+++ b/x-pack/plugins/security_solution/server/lib/detection_engine/rule_execution_log/utils/normalization.ts
@@ -0,0 +1,34 @@
+/*
+ * Copyright Elasticsearch B.V. and/or licensed to Elasticsearch B.V. under one
+ * or more contributor license agreements. Licensed under the Elastic License
+ * 2.0; you may not use this file except in compliance with the Elastic License
+ * 2.0.
+ */
+
+import { take, toString, truncate, uniq } from 'lodash';
+
+// When we write rule execution status updates to `siem-detection-engine-rule-status` saved objects
+// or to event log, we write success and failure messages as well. Those messages are built from
+// N errors collected during the "big loop" in the Detection Engine, where N can be very large.
+// When N is large the resulting message strings are so large that these documents are up to 26MB.
+// These large documents may cause migrations to fail because a batch of 1000 documents easily
+// exceed Elasticsearch's `http.max_content_length` which defaults to 100mb.
+// In order to fix that, we need to truncate those messages to an adequate MAX length.
+// https://github.com/elastic/kibana/pull/112257
+
+const MAX_MESSAGE_LENGTH = 10240;
+const MAX_LIST_LENGTH = 20;
+
+export const truncateMessage = (value: unknown): string | undefined => {
+  if (value === undefined) {
+    return value;
+  }
+
+  const str = toString(value);
+  return truncate(str, { length: MAX_MESSAGE_LENGTH });
+};
+
+export const truncateMessageList = (list: string[]): string[] => {
+  const deduplicatedList = uniq(list);
+  return take(deduplicatedList, MAX_LIST_LENGTH);
+};
diff --git a/x-pack/plugins/security_solution/server/lib/detection_engine/rules/saved_object_mappings.ts b/x-pack/plugins/security_solution/server/lib/detection_engine/rules/saved_object_mappings.ts
index 813e800f34ce2..d347fccf6b77b 100644
--- a/x-pack/plugins/security_solution/server/lib/detection_engine/rules/saved_object_mappings.ts
+++ b/x-pack/plugins/security_solution/server/lib/detection_engine/rules/saved_object_mappings.ts
@@ -5,7 +5,8 @@
  * 2.0.
  */
 
-import { SavedObjectsType } from '../../../../../../../src/core/server';
+import { SavedObjectsType, SavedObjectMigrationFn } from 'kibana/server';
+import { truncateMessage } from '../rule_execution_log';
 
 export const ruleStatusSavedObjectType = 'siem-detection-engine-rule-status';
 
@@ -47,11 +48,28 @@ export const ruleStatusSavedObjectMappings: SavedObjectsType['mappings'] = {
   },
 };
 
+const truncateMessageFields: SavedObjectMigrationFn<Record<string, unknown>> = (doc) => {
+  const { lastFailureMessage, lastSuccessMessage, ...restAttributes } = doc.attributes;
+
+  return {
+    ...doc,
+    attributes: {
+      lastFailureMessage: truncateMessage(lastFailureMessage),
+      lastSuccessMessage: truncateMessage(lastSuccessMessage),
+      ...restAttributes,
+    },
+    references: doc.references ?? [],
+  };
+};
+
 export const type: SavedObjectsType = {
   name: ruleStatusSavedObjectType,
   hidden: false,
   namespaceType: 'single',
   mappings: ruleStatusSavedObjectMappings,
+  migrations: {
+    '7.15.2': truncateMessageFields,
+  },
 };
 
 export const ruleAssetSavedObjectType = 'security-rule';
diff --git a/x-pack/plugins/security_solution/server/lib/detection_engine/signals/signal_rule_alert_type.ts b/x-pack/plugins/security_solution/server/lib/detection_engine/signals/signal_rule_alert_type.ts
index 444a087821a95..6db8a0e20a759 100644
--- a/x-pack/plugins/security_solution/server/lib/detection_engine/signals/signal_rule_alert_type.ts
+++ b/x-pack/plugins/security_solution/server/lib/detection_engine/signals/signal_rule_alert_type.ts
@@ -70,8 +70,8 @@ import { wrapSequencesFactory } from './wrap_sequences_factory';
 import { ConfigType } from '../../../config';
 import { ExperimentalFeatures } from '../../../../common/experimental_features';
 import { injectReferences, extractReferences } from './saved_object_references';
-import { RuleExecutionLogClient } from '../rule_execution_log/rule_execution_log_client';
 import { IRuleDataPluginService } from '../rule_execution_log/types';
+import { RuleExecutionLogClient, truncateMessageList } from '../rule_execution_log';
 
 export const signalRulesAlertType = ({
   logger,
@@ -362,7 +362,9 @@ export const signalRulesAlertType = ({
           throw new Error(`unknown rule type ${type}`);
         }
         if (result.warningMessages.length) {
-          const warningMessage = buildRuleMessage(result.warningMessages.join());
+          const warningMessage = buildRuleMessage(
+            truncateMessageList(result.warningMessages).join()
+          );
           await ruleStatusService.partialFailure(warningMessage);
         }
 
@@ -427,7 +429,7 @@ export const signalRulesAlertType = ({
         } else {
           const errorMessage = buildRuleMessage(
             'Bulk Indexing of signals failed:',
-            result.errors.join()
+            truncateMessageList(result.errors).join()
           );
           logger.error(errorMessage);
           await ruleStatusService.error(errorMessage, {