diff --git a/x-pack/platform/plugins/shared/cases/common/constants/index.ts b/x-pack/platform/plugins/shared/cases/common/constants/index.ts
index d586ba21a63cc..0122f91fce9cc 100644
--- a/x-pack/platform/plugins/shared/cases/common/constants/index.ts
+++ b/x-pack/platform/plugins/shared/cases/common/constants/index.ts
@@ -129,6 +129,8 @@ export const MAX_SUPPORTED_CONNECTORS_RETURNED = 1000 as const;
  */
 
 export const MAX_TITLE_LENGTH = 160 as const;
+export const MAX_RULE_NAME_LENGTH = 100 as const;
+export const MAX_SUFFIX_LENGTH = 60 as const;
 export const MAX_CATEGORY_LENGTH = 50 as const;
 export const MAX_DESCRIPTION_LENGTH = 30000 as const;
 export const MAX_COMMENT_LENGTH = 30000 as const;
diff --git a/x-pack/platform/plugins/shared/cases/server/connectors/cases/cases_connector_executor.test.ts b/x-pack/platform/plugins/shared/cases/server/connectors/cases/cases_connector_executor.test.ts
index bc21c0f4e8a95..7cdcc059fdb38 100644
--- a/x-pack/platform/plugins/shared/cases/server/connectors/cases/cases_connector_executor.test.ts
+++ b/x-pack/platform/plugins/shared/cases/server/connectors/cases/cases_connector_executor.test.ts
@@ -14,6 +14,7 @@ import {
   MAX_LENGTH_PER_TAG,
   MAX_TAGS_PER_CASE,
   MAX_TITLE_LENGTH,
+  MAX_SUFFIX_LENGTH,
 } from '../../../common/constants';
 import { CasesOracleService } from './cases_oracle_service';
 import { CasesService } from './cases_service';
@@ -693,13 +694,72 @@ describe('CasesConnectorExecutor', () => {
           });
 
           const title = casesClientMock.cases.bulkCreate.mock.calls[0][0].cases[0].title;
-
           expect(title.length).toBeLessThanOrEqual(MAX_TITLE_LENGTH);
           expect(title).toMatchInlineSnapshot(
-            `"aaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaa... (2) (Auto-created)"`
+            `"aaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaa... (2) (Auto-created)"`
           );
         });
 
+        it(`trims the grouping description correctly if the cases title is bigger than ${MAX_TITLE_LENGTH}`, async () => {
+          mockBulkGetRecords.mockResolvedValue([{ ...oracleRecords[0], counter: 2 }]);
+          casesClientMock.cases.bulkCreate.mockResolvedValue({ cases: [cases[0]] });
+          casesClientMock.cases.bulkGet.mockResolvedValue({
+            cases: [],
+            errors: [
+              {
+                error: 'Not found',
+                message: 'Not found',
+                status: 404,
+                caseId: 'mock-id-1',
+              },
+            ],
+          });
+
+          const ruleName = 'a'.repeat(120);
+
+          await connectorExecutor.execute({
+            ...params,
+            rule: { ...params.rule, name: ruleName },
+            groupingBy: ['rule.name'],
+          });
+
+          const title = casesClientMock.cases.bulkCreate.mock.calls[0][0].cases[0].title;
+
+          const index = title.indexOf(' - Grouping by');
+          const suffix = title.slice(index);
+
+          expect(title.length).toBeLessThanOrEqual(MAX_TITLE_LENGTH);
+          expect(suffix.length).toBeLessThanOrEqual(MAX_SUFFIX_LENGTH);
+        });
+
+        it(`does not trim the title if it is shorter than ${MAX_TITLE_LENGTH}`, async () => {
+          mockBulkGetRecords.mockResolvedValue([{ ...oracleRecords[0], counter: 2 }]);
+          casesClientMock.cases.bulkCreate.mockResolvedValue({ cases: [cases[0]] });
+          casesClientMock.cases.bulkGet.mockResolvedValue({
+            cases: [],
+            errors: [
+              {
+                error: 'Not found',
+                message: 'Not found',
+                status: 404,
+                caseId: 'mock-id-1',
+              },
+            ],
+          });
+
+          const ruleName = 'a'.repeat(15);
+          await connectorExecutor.execute({
+            ...params,
+            rule: { ...params.rule, name: ruleName },
+            groupingBy: ['rule.name'],
+          });
+
+          const title = casesClientMock.cases.bulkCreate.mock.calls[0][0].cases[0].title;
+
+          expect(title.length).toBeLessThanOrEqual(MAX_TITLE_LENGTH);
+          expect(title).not.toContain('...');
+        });
+
         it(`trims tags that are bigger than ${MAX_LENGTH_PER_TAG} characters`, async () => {
           mockBulkGetRecords.mockResolvedValue([oracleRecords[0]]);
           casesClientMock.cases.bulkCreate.mockResolvedValue({ cases: [cases[0]] });
diff --git a/x-pack/platform/plugins/shared/cases/server/connectors/cases/cases_connector_executor.ts b/x-pack/platform/plugins/shared/cases/server/connectors/cases/cases_connector_executor.ts
index 19f480ce48e1e..ecf9e2d618ca2 100644
--- a/x-pack/platform/plugins/shared/cases/server/connectors/cases/cases_connector_executor.ts
+++ b/x-pack/platform/plugins/shared/cases/server/connectors/cases/cases_connector_executor.ts
@@ -22,6 +22,8 @@ import {
   MAX_LENGTH_PER_TAG,
   MAX_TAGS_PER_CASE,
   MAX_TITLE_LENGTH,
+  MAX_RULE_NAME_LENGTH,
+  MAX_SUFFIX_LENGTH,
 } from '../../../common/constants';
 import type { BulkCreateCasesRequest } from '../../../common/types/api';
 import type { Case } from '../../../common';
@@ -819,22 +821,42 @@ export class CasesConnectorExecutor {
       })
       .join(' & ');
 
-    const suffix = `${
-      groupingDescription.length > 0 ? ` - ${GROUPED_BY_TITLE(groupingDescription)}` : ''
-    }${
-      oracleCounter > INITIAL_ORACLE_RECORD_COUNTER ? ` (${oracleCounter})` : ''
-    } (${AUTO_CREATED_TITLE})`;
+    const oracleCounterString =
+      oracleCounter > INITIAL_ORACLE_RECORD_COUNTER ? ` (${oracleCounter})` : '';
 
-    const ruleNameTrimmed = params.rule.name.slice(
-      0,
-      MAX_TITLE_LENGTH - suffix.length - totalDots - 1
-    );
+    const staticSuffixStart = groupingDescription.length > 0 ? ` - ${GROUPED_BY_TITLE('')}` : '';
+
+    const staticSuffixEnd = `${oracleCounterString} (${AUTO_CREATED_TITLE})`;
+
+    const ruleName = params.rule.name;
+
+    const ruleNameTrimmed =
+      ruleName.length > MAX_RULE_NAME_LENGTH
+        ? ruleName.slice(0, MAX_RULE_NAME_LENGTH - totalDots)
+        : ruleName;
 
     const ruleNameTrimmedWithDots =
-      params.rule.name.length > ruleNameTrimmed.length
+      ruleName.length > ruleNameTrimmed.length
         ? `${ruleNameTrimmed}${'.'.repeat(totalDots)}`
         : ruleNameTrimmed;
 
+    const maxSuffixLength =
+      ruleNameTrimmedWithDots.length < MAX_RULE_NAME_LENGTH
+        ? MAX_TITLE_LENGTH - ruleNameTrimmedWithDots.length
+        : MAX_SUFFIX_LENGTH;
+
+    const maxGroupingDescriptionLength =
+      maxSuffixLength - (staticSuffixStart.length + staticSuffixEnd.length);
+
+    const groupingDescriptionTrimmed =
+      groupingDescription.length > maxGroupingDescriptionLength
+        ? `${groupingDescription.slice(0, maxGroupingDescriptionLength - totalDots)}${'.'.repeat(
+            totalDots
+          )}`
+        : groupingDescription;
+
+    const suffix = `${staticSuffixStart}${groupingDescriptionTrimmed}${staticSuffixEnd}`;
+
     return `${ruleNameTrimmedWithDots}${suffix}`;
   }