diff --git a/x-pack/test/api_integration/apis/aiops/test_data.ts b/x-pack/test/api_integration/apis/aiops/test_data.ts
index 21f628d832c7d..72d791248e9b2 100644
--- a/x-pack/test/api_integration/apis/aiops/test_data.ts
+++ b/x-pack/test/api_integration/apis/aiops/test_data.ts
@@ -32,11 +32,11 @@ export const getLogRateAnalysisTestData = <T extends ApiVersion>(): Array<TestDa
     testName: 'ecommerce',
     esArchive: 'x-pack/test/functional/es_archives/ml/ecommerce',
     requestBody: {
-      baselineMax: 1561719083292,
-      baselineMin: 1560954147006,
-      deviationMax: 1562254538692,
-      deviationMin: 1561986810992,
-      end: 2147483647000,
+      baselineMax: 1687949483292,
+      baselineMin: 1687184547006,
+      deviationMax: 1688484938692,
+      deviationMin: 1688217210992,
+      end: 2273714047000,
       index: 'ft_ecommerce',
       searchQuery: '{"match_all":{}}',
       start: 0,
diff --git a/x-pack/test/api_integration/apis/ml/fields_service/field_cardinality.ts b/x-pack/test/api_integration/apis/ml/fields_service/field_cardinality.ts
index e6b7af719a73c..fdd505ccaa6e2 100644
--- a/x-pack/test/api_integration/apis/ml/fields_service/field_cardinality.ts
+++ b/x-pack/test/api_integration/apis/ml/fields_service/field_cardinality.ts
@@ -42,8 +42,8 @@ export default ({ getService }: FtrProviderContext) => {
         fieldNames: ['geoip.city_name', 'geoip.continent_name', 'geoip.country_iso_code'],
         query: { bool: { must: [{ match_all: {} }] } },
         timeFieldName: 'order_date',
-        earliestMs: 1560556800000, // June 15, 2019 12:00:00 AM GMT
-        latestMs: 1560643199000, //  June 15, 2019 11:59:59 PM GMT
+        earliestMs: 1686787200000, // June 15, 2023 12:00:00 AM GMT
+        latestMs: 1686873599000, //  June 15, 2023 11:59:59 PM GMT
       },
       expected: {
         statusCode: 200,
@@ -62,8 +62,8 @@ export default ({ getService }: FtrProviderContext) => {
         fieldNames: ['manufacturer'],
         query: { bool: { must: [{ match_all: {} }] } },
         timeFieldName: 'order_date',
-        earliestMs: 1560556800000, // June 15, 2019 12:00:00 AM GMT
-        latestMs: 1560643199000, //  June 15, 2019 11:59:59 PM GMT
+        earliestMs: 1686787200000, // June 15, 2023 12:00:00 AM GMT
+        latestMs: 1686873599000, //  June 15, 2023 11:59:59 PM GMT
       },
       expected: {
         statusCode: 200,
diff --git a/x-pack/test/api_integration/apis/ml/fields_service/time_field_range.ts b/x-pack/test/api_integration/apis/ml/fields_service/time_field_range.ts
index 6f55439b8e11f..7960935e1b4f9 100644
--- a/x-pack/test/api_integration/apis/ml/fields_service/time_field_range.ts
+++ b/x-pack/test/api_integration/apis/ml/fields_service/time_field_range.ts
@@ -28,8 +28,8 @@ export default ({ getService }: FtrProviderContext) => {
       expected: {
         responseCode: 200,
         responseBody: {
-          start: 1560297859000,
-          end: 1562975136000,
+          start: 1686528259000,
+          end: 1689205536000,
           success: true,
         },
       },
@@ -51,8 +51,8 @@ export default ({ getService }: FtrProviderContext) => {
       expected: {
         responseCode: 200,
         responseBody: {
-          start: 1560298982000,
-          end: 1562973754000,
+          start: 1686529382000,
+          end: 1689204154000,
           success: true,
         },
       },
diff --git a/x-pack/test/api_integration/apis/ml/job_validation/bucket_span_estimator.ts b/x-pack/test/api_integration/apis/ml/job_validation/bucket_span_estimator.ts
index e6c058acc3695..562ec3a4ec0da 100644
--- a/x-pack/test/api_integration/apis/ml/job_validation/bucket_span_estimator.ts
+++ b/x-pack/test/api_integration/apis/ml/job_validation/bucket_span_estimator.ts
@@ -23,7 +23,7 @@ export default ({ getService }: FtrProviderContext) => {
       user: USER.ML_POWERUSER,
       requestBody: {
         aggTypes: ['avg'],
-        duration: { start: 1560297859000, end: 1562975136000 },
+        duration: { start: 1686528259000, end: 1689205536000 },
         fields: ['taxless_total_price'],
         index: 'ft_ecommerce',
         query: { bool: { must: [{ match_all: {} }] } },
@@ -39,7 +39,7 @@ export default ({ getService }: FtrProviderContext) => {
       user: USER.ML_POWERUSER,
       requestBody: {
         aggTypes: ['avg', 'sum'],
-        duration: { start: 1560297859000, end: 1562975136000 },
+        duration: { start: 1686528259000, end: 1689205536000 },
         fields: ['products.base_price', 'products.base_unit_price'],
         index: 'ft_ecommerce',
         query: { bool: { must: [{ match_all: {} }] } },
@@ -55,7 +55,7 @@ export default ({ getService }: FtrProviderContext) => {
       user: USER.ML_POWERUSER,
       requestBody: {
         aggTypes: ['avg'],
-        duration: { start: 1560297859000, end: 1562975136000 },
+        duration: { start: 1686528259000, end: 1689205536000 },
         fields: ['taxless_total_price'],
         index: 'ft_ecommerce',
         query: { bool: { must: [{ match_all: {} }] } },
@@ -72,7 +72,7 @@ export default ({ getService }: FtrProviderContext) => {
       user: USER.ML_POWERUSER,
       requestBody: {
         aggTypes: ['avg'],
-        duration: { start: 1560297859000, end: 1562975136000 },
+        duration: { start: 1686528259000, end: 1689205536000 },
         fields: ['taxless_total_price'],
         filters: [],
         index: 'ft_ecommerce',
diff --git a/x-pack/test/api_integration/apis/ml/job_validation/validate.ts b/x-pack/test/api_integration/apis/ml/job_validation/validate.ts
index 8a7cb38f8dba8..02088af0b12e1 100644
--- a/x-pack/test/api_integration/apis/ml/job_validation/validate.ts
+++ b/x-pack/test/api_integration/apis/ml/job_validation/validate.ts
@@ -32,7 +32,7 @@ export default ({ getService }: FtrProviderContext) => {
 
     it(`should recognize a valid job configuration`, async () => {
       const requestBody = {
-        duration: { start: 1560297859000, end: 1562975136000 },
+        duration: { start: 1686528259000, end: 1689205536000 },
         job: {
           job_id: 'test',
           description: '',
@@ -82,7 +82,7 @@ export default ({ getService }: FtrProviderContext) => {
 
     it('should recognize a basic invalid job configuration and skip advanced checks', async () => {
       const requestBody = {
-        duration: { start: 1560297859000, end: 1562975136000 },
+        duration: { start: 1686528259000, end: 1689205536000 },
         job: {
           job_id: '-(*&^',
           description: '',
@@ -126,7 +126,7 @@ export default ({ getService }: FtrProviderContext) => {
 
     it('should recognize non-basic issues in job configuration', async () => {
       const requestBody = {
-        duration: { start: 1560297859000, end: 1562975136000 },
+        duration: { start: 1686528259000, end: 1689205536000 },
         job: {
           job_id: 'test',
           description: '',
@@ -204,7 +204,7 @@ export default ({ getService }: FtrProviderContext) => {
 
     it('should not validate configuration in case request payload is invalid', async () => {
       const requestBody = {
-        duration: { start: 1560297859000, end: 1562975136000 },
+        duration: { start: 1686528259000, end: 1689205536000 },
         job: {
           job_id: 'test',
           description: '',
diff --git a/x-pack/test/functional/apps/ml/anomaly_detection_jobs/advanced_job.ts b/x-pack/test/functional/apps/ml/anomaly_detection_jobs/advanced_job.ts
index db5be20f2e978..9ebc7d8ddc827 100644
--- a/x-pack/test/functional/apps/ml/anomaly_detection_jobs/advanced_job.ts
+++ b/x-pack/test/functional/apps/ml/anomaly_detection_jobs/advanced_job.ts
@@ -94,7 +94,7 @@ export default function ({ getService }: FtrProviderContext) {
           memoryStatus: 'ok',
           jobState: 'closed',
           datafeedState: 'stopped',
-          latestTimestamp: '2019-07-12 23:45:36',
+          latestTimestamp: '2023-07-12 23:45:36',
         },
         counts: {
           processed_record_count: '4,675',
@@ -107,10 +107,10 @@ export default function ({ getService }: FtrProviderContext) {
           empty_bucket_count: '0',
           sparse_bucket_count: '0',
           bucket_count: '743',
-          earliest_record_timestamp: '2019-06-12 00:04:19',
-          latest_record_timestamp: '2019-07-12 23:45:36',
+          earliest_record_timestamp: '2023-06-12 00:04:19',
+          latest_record_timestamp: '2023-07-12 23:45:36',
           input_record_count: '4,675',
-          latest_bucket_timestamp: '2019-07-12 23:00:00',
+          latest_bucket_timestamp: '2023-07-12 23:00:00',
         },
         modelSizeStats: {
           result_type: 'model_size_stats',
@@ -120,7 +120,7 @@ export default function ({ getService }: FtrProviderContext) {
           total_partition_field_count: '8',
           bucket_allocation_failures_count: '0',
           memory_status: 'ok',
-          timestamp: '2019-07-12 22:00:00',
+          timestamp: '2023-07-12 22:00:00',
         },
       },
     },
diff --git a/x-pack/test/functional/apps/ml/anomaly_detection_jobs/convert_jobs_to_advanced_job.ts b/x-pack/test/functional/apps/ml/anomaly_detection_jobs/convert_jobs_to_advanced_job.ts
index 74ac24987926d..082ec7762bb98 100644
--- a/x-pack/test/functional/apps/ml/anomaly_detection_jobs/convert_jobs_to_advanced_job.ts
+++ b/x-pack/test/functional/apps/ml/anomaly_detection_jobs/convert_jobs_to_advanced_job.ts
@@ -284,8 +284,8 @@ export default function ({ getService }: FtrProviderContext) {
 
         await ml.testExecution.logTestStep('job creation sets the time range');
         await ml.jobWizardCommon.clickUseFullDataButton(
-          'Jun 12, 2019 @ 00:04:19.000',
-          'Jul 12, 2019 @ 23:45:36.000'
+          'Jun 12, 2023 @ 00:04:19.000',
+          'Jul 12, 2023 @ 23:45:36.000'
         );
 
         await ml.testExecution.logTestStep(
@@ -501,8 +501,8 @@ export default function ({ getService }: FtrProviderContext) {
 
         await ml.testExecution.logTestStep('job creation sets the time range');
         await ml.jobWizardCommon.clickUseFullDataButton(
-          'Jun 12, 2019 @ 00:04:19.000',
-          'Jul 12, 2019 @ 23:45:36.000'
+          'Jun 12, 2023 @ 00:04:19.000',
+          'Jul 12, 2023 @ 23:45:36.000'
         );
 
         await ml.testExecution.logTestStep('population job creation displays the event rate chart');
diff --git a/x-pack/test/functional/apps/ml/anomaly_detection_jobs/geo_job.ts b/x-pack/test/functional/apps/ml/anomaly_detection_jobs/geo_job.ts
index 35d6d40cdbe27..a95ba4782c413 100644
--- a/x-pack/test/functional/apps/ml/anomaly_detection_jobs/geo_job.ts
+++ b/x-pack/test/functional/apps/ml/anomaly_detection_jobs/geo_job.ts
@@ -40,7 +40,7 @@ export default function ({ getService }: FtrProviderContext) {
       memoryStatus: 'ok',
       jobState: 'closed',
       datafeedState: 'stopped',
-      latestTimestamp: '2019-07-12 23:45:36',
+      latestTimestamp: '2023-07-12 23:45:36',
     };
   }
 
@@ -57,10 +57,10 @@ export default function ({ getService }: FtrProviderContext) {
       empty_bucket_count: '492',
       sparse_bucket_count: '0',
       bucket_count: '2,975',
-      earliest_record_timestamp: '2019-06-12 00:04:19',
-      latest_record_timestamp: '2019-07-12 23:45:36',
+      earliest_record_timestamp: '2023-06-12 00:04:19',
+      latest_record_timestamp: '2023-07-12 23:45:36',
       input_record_count: '4,675',
-      latest_bucket_timestamp: '2019-07-12 23:45:00',
+      latest_bucket_timestamp: '2023-07-12 23:45:00',
     };
   }
 
@@ -74,7 +74,7 @@ export default function ({ getService }: FtrProviderContext) {
       total_partition_field_count: '3',
       bucket_allocation_failures_count: '0',
       memory_status: 'ok',
-      timestamp: '2019-07-12 23:30:00',
+      timestamp: '2023-07-12 23:30:00',
     };
   }
 
@@ -117,8 +117,8 @@ export default function ({ getService }: FtrProviderContext) {
 
       await ml.testExecution.logTestStep('job creation sets the time range');
       await ml.jobWizardCommon.clickUseFullDataButton(
-        'Jun 12, 2019 @ 00:04:19.000',
-        'Jul 12, 2019 @ 23:45:36.000'
+        'Jun 12, 2023 @ 00:04:19.000',
+        'Jul 12, 2023 @ 23:45:36.000'
       );
 
       await ml.testExecution.logTestStep('job creation displays the event rate chart');
@@ -245,8 +245,8 @@ export default function ({ getService }: FtrProviderContext) {
 
       await ml.testExecution.logTestStep('job cloning sets the time range');
       await ml.jobWizardCommon.clickUseFullDataButton(
-        'Jun 12, 2019 @ 00:04:19.000',
-        'Jul 12, 2019 @ 23:45:36.000'
+        'Jun 12, 2023 @ 00:04:19.000',
+        'Jul 12, 2023 @ 23:45:36.000'
       );
 
       await ml.testExecution.logTestStep('job cloning displays the event rate chart');
diff --git a/x-pack/test/functional/apps/ml/anomaly_detection_jobs/population_job.ts b/x-pack/test/functional/apps/ml/anomaly_detection_jobs/population_job.ts
index 3095f49d2d7c5..1dd7801fa334c 100644
--- a/x-pack/test/functional/apps/ml/anomaly_detection_jobs/population_job.ts
+++ b/x-pack/test/functional/apps/ml/anomaly_detection_jobs/population_job.ts
@@ -54,7 +54,7 @@ export default function ({ getService }: FtrProviderContext) {
       memoryStatus: 'ok',
       jobState: 'closed',
       datafeedState: 'stopped',
-      latestTimestamp: '2019-07-12 23:45:36',
+      latestTimestamp: '2023-07-12 23:45:36',
     };
   }
 
@@ -71,10 +71,10 @@ export default function ({ getService }: FtrProviderContext) {
       empty_bucket_count: '0',
       sparse_bucket_count: '0',
       bucket_count: '371',
-      earliest_record_timestamp: '2019-06-12 00:04:19',
-      latest_record_timestamp: '2019-07-12 23:45:36',
+      earliest_record_timestamp: '2023-06-12 00:04:19',
+      latest_record_timestamp: '2023-07-12 23:45:36',
       input_record_count: '4,675',
-      latest_bucket_timestamp: '2019-07-12 22:00:00',
+      latest_bucket_timestamp: '2023-07-12 22:00:00',
     };
   }
 
@@ -88,7 +88,7 @@ export default function ({ getService }: FtrProviderContext) {
       total_partition_field_count: '3',
       bucket_allocation_failures_count: '0',
       memory_status: 'ok',
-      timestamp: '2019-07-12 20:00:00',
+      timestamp: '2023-07-12 20:00:00',
     };
   }
 
@@ -132,8 +132,8 @@ export default function ({ getService }: FtrProviderContext) {
 
       await ml.testExecution.logTestStep('job creation sets the time range');
       await ml.jobWizardCommon.clickUseFullDataButton(
-        'Jun 12, 2019 @ 00:04:19.000',
-        'Jul 12, 2019 @ 23:45:36.000'
+        'Jun 12, 2023 @ 00:04:19.000',
+        'Jul 12, 2023 @ 23:45:36.000'
       );
 
       await ml.testExecution.logTestStep('job creation displays the event rate chart');
@@ -285,8 +285,8 @@ export default function ({ getService }: FtrProviderContext) {
 
       await ml.testExecution.logTestStep('job cloning sets the time range');
       await ml.jobWizardCommon.clickUseFullDataButton(
-        'Jun 12, 2019 @ 00:04:19.000',
-        'Jul 12, 2019 @ 23:45:36.000'
+        'Jun 12, 2023 @ 00:04:19.000',
+        'Jul 12, 2023 @ 23:45:36.000'
       );
 
       await ml.testExecution.logTestStep('job cloning displays the event rate chart');
diff --git a/x-pack/test/functional/apps/transform/creation/index_pattern/continuous_transform.ts b/x-pack/test/functional/apps/transform/creation/index_pattern/continuous_transform.ts
index 24a3874eddec0..2dac3b5da9545 100644
--- a/x-pack/test/functional/apps/transform/creation/index_pattern/continuous_transform.ts
+++ b/x-pack/test/functional/apps/transform/creation/index_pattern/continuous_transform.ts
@@ -211,11 +211,11 @@ export default function ({ getService, getPageObjects }: FtrProviderContext) {
           transformPreview: {
             column: 0,
             values: [
-              'July 12th 2019, 22:16:19',
-              'July 12th 2019, 22:50:53',
-              'July 12th 2019, 23:06:43',
-              'July 12th 2019, 23:15:22',
-              'July 12th 2019, 23:31:12',
+              'July 12th 2023, 22:16:19',
+              'July 12th 2023, 22:50:53',
+              'July 12th 2023, 23:06:43',
+              'July 12th 2023, 23:15:22',
+              'July 12th 2023, 23:31:12',
             ],
           },
           discoverQueryHits: '10',
diff --git a/x-pack/test/functional/apps/transform/creation/index_pattern/creation_index_pattern.ts b/x-pack/test/functional/apps/transform/creation/index_pattern/creation_index_pattern.ts
index f72e3f666c362..dbc62293f035f 100644
--- a/x-pack/test/functional/apps/transform/creation/index_pattern/creation_index_pattern.ts
+++ b/x-pack/test/functional/apps/transform/creation/index_pattern/creation_index_pattern.ts
@@ -124,8 +124,8 @@ export default function ({ getService, getPageObjects }: FtrProviderContext) {
         numFailureRetries: '7',
         expected: {
           fullTimeRange: {
-            start: 'Jun 12, 2019 @ 00:04:19.000',
-            end: 'Jul 12, 2019 @ 23:45:36.000',
+            start: 'Jun 12, 2023 @ 00:04:19.000',
+            end: 'Jul 12, 2023 @ 23:45:36.000',
           },
           pivotAdvancedEditorValueArr: ['{', '  "group_by": {', '    "category": {'],
           pivotAdvancedEditorValue: {
@@ -327,8 +327,8 @@ export default function ({ getService, getPageObjects }: FtrProviderContext) {
         numFailureRetries: '-1',
         expected: {
           fullTimeRange: {
-            start: 'Jun 12, 2019 @ 00:04:19.000',
-            end: 'Jul 12, 2019 @ 23:45:36.000',
+            start: 'Jun 12, 2023 @ 00:04:19.000',
+            end: 'Jul 12, 2023 @ 23:45:36.000',
           },
           pivotAdvancedEditorValueArr: ['{', '  "group_by": {', '    "geoip.country_iso_code": {'],
           pivotAdvancedEditorValue: {
@@ -406,8 +406,8 @@ export default function ({ getService, getPageObjects }: FtrProviderContext) {
         numFailureRetries: '0',
         expected: {
           fullTimeRange: {
-            start: 'Jun 12, 2019 @ 00:04:19.000',
-            end: 'Jul 12, 2019 @ 23:45:36.000',
+            start: 'Jun 12, 2023 @ 00:04:19.000',
+            end: 'Jul 12, 2023 @ 23:45:36.000',
           },
           pivotAdvancedEditorValueArr: ['{', '  "group_by": {', '    "customer_gender": {'],
           pivotAdvancedEditorValue: {
@@ -472,8 +472,8 @@ export default function ({ getService, getPageObjects }: FtrProviderContext) {
         numFailureRetries: '101',
         expected: {
           fullTimeRange: {
-            start: 'Jun 12, 2019 @ 00:04:19.000',
-            end: 'Jul 12, 2019 @ 23:45:36.000',
+            start: 'Jun 12, 2023 @ 00:04:19.000',
+            end: 'Jul 12, 2023 @ 23:45:36.000',
           },
           latestPreview: {
             column: 0,
@@ -492,11 +492,11 @@ export default function ({ getService, getPageObjects }: FtrProviderContext) {
           transformPreview: {
             column: 0,
             values: [
-              'July 12th 2019, 22:16:19',
-              'July 12th 2019, 22:50:53',
-              'July 12th 2019, 23:06:43',
-              'July 12th 2019, 23:15:22',
-              'July 12th 2019, 23:31:12',
+              'July 12th 2023, 22:16:19',
+              'July 12th 2023, 22:50:53',
+              'July 12th 2023, 23:06:43',
+              'July 12th 2023, 23:15:22',
+              'July 12th 2023, 23:31:12',
             ],
           },
           discoverQueryHits: '10',
diff --git a/x-pack/test/functional/apps/transform/edit_clone/cloning.ts b/x-pack/test/functional/apps/transform/edit_clone/cloning.ts
index 3146548b8bbcc..a8539cfcaf28b 100644
--- a/x-pack/test/functional/apps/transform/edit_clone/cloning.ts
+++ b/x-pack/test/functional/apps/transform/edit_clone/cloning.ts
@@ -383,9 +383,9 @@ export default function ({ getService }: FtrProviderContext) {
           transformPreview: {
             column: 0,
             values: [
-              'July 12th 2019, 23:06:43',
-              'July 12th 2019, 23:31:12',
-              'July 12th 2019, 23:45:36',
+              'July 12th 2023, 23:06:43',
+              'July 12th 2023, 23:31:12',
+              'July 12th 2023, 23:45:36',
             ],
           },
           retentionPolicySwitchEnabled: false,
diff --git a/x-pack/test/functional/es_archives/ml/ecommerce/data.json.gz b/x-pack/test/functional/es_archives/ml/ecommerce/data.json.gz
index 071622842c8e8..e4f2705ec02b1 100644
Binary files a/x-pack/test/functional/es_archives/ml/ecommerce/data.json.gz and b/x-pack/test/functional/es_archives/ml/ecommerce/data.json.gz differ
diff --git a/x-pack/test/functional_with_es_ssl/apps/discover_ml_uptime/ml/alert_flyout.ts b/x-pack/test/functional_with_es_ssl/apps/discover_ml_uptime/ml/alert_flyout.ts
index 7802a25f53e2f..58c72ef9d1a27 100644
--- a/x-pack/test/functional_with_es_ssl/apps/discover_ml_uptime/ml/alert_flyout.ts
+++ b/x-pack/test/functional_with_es_ssl/apps/discover_ml_uptime/ml/alert_flyout.ts
@@ -67,8 +67,7 @@ export default ({ getPageObjects, getService }: FtrProviderContext) => {
 
   let testJobId = '';
 
-  // Failing: See https://github.com/elastic/kibana/issues/186261
-  describe.skip('anomaly detection alert', function () {
+  describe('anomaly detection alert', function () {
     before(async () => {
       await esArchiver.loadIfNeeded('x-pack/test/functional/es_archives/ml/ecommerce');
       await ml.testResources.createDataViewIfNeeded('ft_ecommerce', 'order_date');