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 1ffe69e41f59e..4f447569d76ce 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
@@ -204,6 +204,7 @@ export const signalRulesAlertType = ({
                   hasTimestampFields(
                     wroteStatus,
                     hasTimestampOverride ? (timestampOverride as string) : '@timestamp',
+                    name,
                     timestampFieldCaps,
                     inputIndices,
                     ruleStatusService,
diff --git a/x-pack/plugins/security_solution/server/lib/detection_engine/signals/utils.test.ts b/x-pack/plugins/security_solution/server/lib/detection_engine/signals/utils.test.ts
index 961dad50514f4..69e4bdf5429a5 100644
--- a/x-pack/plugins/security_solution/server/lib/detection_engine/signals/utils.test.ts
+++ b/x-pack/plugins/security_solution/server/lib/detection_engine/signals/utils.test.ts
@@ -843,6 +843,7 @@ describe('utils', () => {
       const res = await hasTimestampFields(
         false,
         timestampField,
+        'myfakerulename',
         // eslint-disable-next-line @typescript-eslint/no-explicit-any
         timestampFieldCapsResponse as ApiResponse<Record<string, any>>,
         ['myfa*'],
@@ -883,6 +884,7 @@ describe('utils', () => {
       const res = await hasTimestampFields(
         false,
         timestampField,
+        'myfakerulename',
         // eslint-disable-next-line @typescript-eslint/no-explicit-any
         timestampFieldCapsResponse as ApiResponse<Record<string, any>>,
         ['myfa*'],
@@ -895,6 +897,60 @@ describe('utils', () => {
       );
       expect(res).toBeTruthy();
     });
+
+    test('returns true when missing logs-endpoint.alerts-* index and rule name is Endpoint Security', async () => {
+      const timestampField = '@timestamp';
+      // eslint-disable-next-line @typescript-eslint/no-explicit-any
+      const timestampFieldCapsResponse: Partial<ApiResponse<Record<string, any>, Context>> = {
+        body: {
+          indices: [],
+          fields: {},
+        },
+      };
+      mockLogger.error.mockClear();
+      const res = await hasTimestampFields(
+        false,
+        timestampField,
+        'Endpoint Security',
+        // eslint-disable-next-line @typescript-eslint/no-explicit-any
+        timestampFieldCapsResponse as ApiResponse<Record<string, any>>,
+        ['logs-endpoint.alerts-*'],
+        ruleStatusServiceMock,
+        mockLogger,
+        buildRuleMessage
+      );
+      expect(mockLogger.error).toHaveBeenCalledWith(
+        'This rule is attempting to query data from Elasticsearch indices listed in the "Index pattern" section of the rule definition, however no index matching: ["logs-endpoint.alerts-*"] was found. This warning will continue to appear until a matching index is created or this rule is de-activated. If you have recently enrolled agents enabled with Endpoint Security through Fleet, this warning should stop once an alert is sent from an agent. name: "fake name" id: "fake id" rule id: "fake rule id" signals index: "fakeindex"'
+      );
+      expect(res).toBeTruthy();
+    });
+
+    test('returns true when missing logs-endpoint.alerts-* index and rule name is NOT Endpoint Security', async () => {
+      const timestampField = '@timestamp';
+      // eslint-disable-next-line @typescript-eslint/no-explicit-any
+      const timestampFieldCapsResponse: Partial<ApiResponse<Record<string, any>, Context>> = {
+        body: {
+          indices: [],
+          fields: {},
+        },
+      };
+      mockLogger.error.mockClear();
+      const res = await hasTimestampFields(
+        false,
+        timestampField,
+        'NOT Endpoint Security',
+        // eslint-disable-next-line @typescript-eslint/no-explicit-any
+        timestampFieldCapsResponse as ApiResponse<Record<string, any>>,
+        ['logs-endpoint.alerts-*'],
+        ruleStatusServiceMock,
+        mockLogger,
+        buildRuleMessage
+      );
+      expect(mockLogger.error).toHaveBeenCalledWith(
+        'This rule is attempting to query data from Elasticsearch indices listed in the "Index pattern" section of the rule definition, however no index matching: ["logs-endpoint.alerts-*"] was found. This warning will continue to appear until a matching index is created or this rule is de-activated. name: "fake name" id: "fake id" rule id: "fake rule id" signals index: "fakeindex"'
+      );
+      expect(res).toBeTruthy();
+    });
   });
 
   describe('wrapBuildingBlocks', () => {
diff --git a/x-pack/plugins/security_solution/server/lib/detection_engine/signals/utils.ts b/x-pack/plugins/security_solution/server/lib/detection_engine/signals/utils.ts
index d1750f8a98f28..46505c13b7555 100644
--- a/x-pack/plugins/security_solution/server/lib/detection_engine/signals/utils.ts
+++ b/x-pack/plugins/security_solution/server/lib/detection_engine/signals/utils.ts
@@ -100,6 +100,7 @@ export const hasReadIndexPrivileges = async (
 export const hasTimestampFields = async (
   wroteStatus: boolean,
   timestampField: string,
+  ruleName: string,
   // any is derived from here
   // node_modules/@elastic/elasticsearch/api/kibana.d.ts
   // eslint-disable-next-line @typescript-eslint/no-explicit-any
@@ -110,11 +111,15 @@ export const hasTimestampFields = async (
   buildRuleMessage: BuildRuleMessage
 ): Promise<boolean> => {
   if (!wroteStatus && isEmpty(timestampFieldCapsResponse.body.indices)) {
-    const errorString = `The following index patterns did not match any indices: ${JSON.stringify(
+    const errorString = `This rule is attempting to query data from Elasticsearch indices listed in the "Index pattern" section of the rule definition, however no index matching: ${JSON.stringify(
       inputIndices
-    )}`;
-    logger.error(buildRuleMessage(errorString));
-    await ruleStatusService.warning(errorString);
+    )} was found. This warning will continue to appear until a matching index is created or this rule is de-activated. ${
+      ruleName === 'Endpoint Security'
+        ? 'If you have recently enrolled agents enabled with Endpoint Security through Fleet, this warning should stop once an alert is sent from an agent.'
+        : ''
+    }`;
+    logger.error(buildRuleMessage(errorString.trimEnd()));
+    await ruleStatusService.warning(errorString.trimEnd());
     return true;
   } else if (
     !wroteStatus &&
diff --git a/x-pack/test/detection_engine_api_integration/security_and_spaces/tests/create_rules.ts b/x-pack/test/detection_engine_api_integration/security_and_spaces/tests/create_rules.ts
index adb23ae4388aa..2e2a2db777969 100644
--- a/x-pack/test/detection_engine_api_integration/security_and_spaces/tests/create_rules.ts
+++ b/x-pack/test/detection_engine_api_integration/security_and_spaces/tests/create_rules.ts
@@ -134,7 +134,7 @@ export default ({ getService }: FtrProviderContext) => {
 
         expect(statusBody[body.id].current_status.status).to.eql('warning');
         expect(statusBody[body.id].current_status.last_success_message).to.eql(
-          'The following index patterns did not match any indices: ["does-not-exist-*"]'
+          'This rule is attempting to query data from Elasticsearch indices listed in the "Index pattern" section of the rule definition, however no index matching: ["does-not-exist-*"] was found. This warning will continue to appear until a matching index is created or this rule is de-activated.'
         );
       });