diff --git a/x-pack/plugins/security_solution/public/detection_engine/rule_details_ui/pages/rule_details/execution_log_table/execution_log_columns.tsx b/x-pack/plugins/security_solution/public/detection_engine/rule_details_ui/pages/rule_details/execution_log_table/execution_log_columns.tsx
index 610277ddcd0765..f67f538513b732 100644
--- a/x-pack/plugins/security_solution/public/detection_engine/rule_details_ui/pages/rule_details/execution_log_table/execution_log_columns.tsx
+++ b/x-pack/plugins/security_solution/public/detection_engine/rule_details_ui/pages/rule_details/execution_log_table/execution_log_columns.tsx
@@ -6,8 +6,15 @@
  */
 
 import React from 'react';
+import { css } from '@emotion/react';
 import type { EuiBasicTableColumn } from '@elastic/eui';
-import { EuiLink, EuiText } from '@elastic/eui';
+import {
+  EuiLink,
+  EuiText,
+  EuiButtonIcon,
+  EuiScreenReaderOnly,
+  RIGHT_ALIGNMENT,
+} from '@elastic/eui';
 import type { DocLinksStart } from '@kbn/core/public';
 import { FormattedMessage } from '@kbn/i18n-react';
 
@@ -25,6 +32,37 @@ import { RuleDurationFormat } from './rule_duration_format';
 
 import * as i18n from './translations';
 
+type TableColumn = EuiBasicTableColumn<RuleExecutionResult>;
+
+interface UseColumnsArgs {
+  toggleRowExpanded: (item: RuleExecutionResult) => void;
+  isRowExpanded: (item: RuleExecutionResult) => boolean;
+}
+
+export const expanderColumn = ({
+  toggleRowExpanded,
+  isRowExpanded,
+}: UseColumnsArgs): TableColumn => {
+  return {
+    align: RIGHT_ALIGNMENT,
+    width: '40px',
+    isExpander: true,
+    name: (
+      <EuiScreenReaderOnly>
+        <span>{i18n.EXPAND_ROW}</span>
+      </EuiScreenReaderOnly>
+    ),
+    render: (item: RuleExecutionResult) =>
+      item.security_status === 'succeeded' ? null : (
+        <EuiButtonIcon
+          onClick={() => toggleRowExpanded(item)}
+          aria-label={isRowExpanded(item) ? i18n.COLLAPSE : i18n.EXPAND}
+          iconType={isRowExpanded(item) ? 'arrowUp' : 'arrowDown'}
+        />
+      ),
+  };
+};
+
 export const EXECUTION_LOG_COLUMNS: Array<EuiBasicTableColumn<RuleExecutionResult>> = [
   {
     name: (
@@ -69,22 +107,39 @@ export const EXECUTION_LOG_COLUMNS: Array<EuiBasicTableColumn<RuleExecutionResul
     truncateText: false,
     width: '10%',
   },
-  {
-    field: 'security_message',
-    name: (
-      <TableHeaderTooltipCell
-        title={i18n.COLUMN_MESSAGE}
-        tooltipContent={i18n.COLUMN_MESSAGE_TOOLTIP}
-      />
-    ),
-    render: (value: string) => <>{value}</>,
-    sortable: false,
-    truncateText: false,
-    width: '35%',
-  },
 ];
 
-export const GET_EXECUTION_LOG_METRICS_COLUMNS = (
+export const getMessageColumn = (width: string) => ({
+  field: 'security_message',
+  name: (
+    <TableHeaderTooltipCell
+      title={i18n.COLUMN_MESSAGE}
+      tooltipContent={i18n.COLUMN_MESSAGE_TOOLTIP}
+    />
+  ),
+  render: (value: string, record: RuleExecutionResult) => {
+    if (record.security_status === 'succeeded') {
+      return value;
+    }
+
+    return (
+      <div
+        css={css`
+          display: -webkit-box;
+          -webkit-line-clamp: 3;
+          -webkit-box-orient: vertical;
+          overflow: hidden;
+        `}
+      >
+        {value}
+      </div>
+    );
+  },
+  sortable: false,
+  width,
+});
+
+export const getExecutionLogMetricsColumns = (
   docLinks: DocLinksStart
 ): Array<EuiBasicTableColumn<RuleExecutionResult>> => [
   {
diff --git a/x-pack/plugins/security_solution/public/detection_engine/rule_details_ui/pages/rule_details/execution_log_table/execution_log_table.tsx b/x-pack/plugins/security_solution/public/detection_engine/rule_details_ui/pages/rule_details/execution_log_table/execution_log_table.tsx
index 072d3b6f581745..0c65399792dfdd 100644
--- a/x-pack/plugins/security_solution/public/detection_engine/rule_details_ui/pages/rule_details/execution_log_table/execution_log_table.tsx
+++ b/x-pack/plugins/security_solution/public/detection_engine/rule_details_ui/pages/rule_details/execution_log_table/execution_log_table.tsx
@@ -20,6 +20,7 @@ import {
   EuiSwitch,
   EuiBasicTable,
   EuiButton,
+  EuiDescriptionList,
 } from '@elastic/eui';
 
 import type { Filter, Query } from '@kbn/es-query';
@@ -60,8 +61,15 @@ import { isAbsoluteTimeRange, isRelativeTimeRange } from '../../../../../common/
 import { SourcererScopeName } from '../../../../../common/store/sourcerer/model';
 import { useExecutionResults } from '../../../../rule_monitoring';
 import { useRuleDetailsContext } from '../rule_details_context';
+import { useExpandableRows } from '../../../../rule_monitoring/components/basic/tables/use_expandable_rows';
+import { TextBlock } from '../../../../rule_monitoring/components/basic/text/text_block';
 import * as i18n from './translations';
-import { EXECUTION_LOG_COLUMNS, GET_EXECUTION_LOG_METRICS_COLUMNS } from './execution_log_columns';
+import {
+  EXECUTION_LOG_COLUMNS,
+  getMessageColumn,
+  getExecutionLogMetricsColumns,
+  expanderColumn,
+} from './execution_log_columns';
 import { ExecutionLogSearchBar } from './execution_log_search_bar';
 
 const EXECUTION_UUID_FIELD_NAME = 'kibana.alert.rule.execution.uuid';
@@ -361,7 +369,7 @@ const ExecutionLogTableComponent: React.FC<ExecutionLogTableProps> = ({
       {
         field: EXECUTION_UUID_FIELD_NAME,
         name: i18n.COLUMN_ACTIONS,
-        width: '5%',
+        width: '64px',
         actions: [
           {
             name: 'Edit',
@@ -386,14 +394,50 @@ const ExecutionLogTableComponent: React.FC<ExecutionLogTableProps> = ({
     [onFilterByExecutionIdCallback]
   );
 
-  const executionLogColumns = useMemo(
-    () =>
-      showMetricColumns
-        ? [...EXECUTION_LOG_COLUMNS, ...GET_EXECUTION_LOG_METRICS_COLUMNS(docLinks), ...actions]
-        : [...EXECUTION_LOG_COLUMNS, ...actions],
-    [actions, docLinks, showMetricColumns]
+  const getItemId = useCallback((item: RuleExecutionResult): string => {
+    return `${item.execution_uuid}`;
+  }, []);
+
+  const renderExpandedItem = useCallback(
+    (item: RuleExecutionResult) => (
+      <EuiDescriptionList
+        className="eui-fullWidth"
+        listItems={[
+          {
+            title: i18n.ROW_DETAILS_MESSAGE,
+            description: <TextBlock text={item.security_message} />,
+          },
+        ]}
+      />
+    ),
+    []
   );
 
+  const rows = useExpandableRows<RuleExecutionResult>({
+    getItemId,
+    renderItem: renderExpandedItem,
+  });
+
+  const executionLogColumns = useMemo(() => {
+    const columns = [...EXECUTION_LOG_COLUMNS];
+
+    if (showMetricColumns) {
+      columns.push(getMessageColumn('20%'), ...getExecutionLogMetricsColumns(docLinks));
+    } else {
+      columns.push(getMessageColumn('50%'));
+    }
+
+    columns.push(
+      ...actions,
+      expanderColumn({
+        toggleRowExpanded: rows.toggleRowExpanded,
+        isRowExpanded: rows.isRowExpanded,
+      })
+    );
+
+    return columns;
+  }, [actions, docLinks, showMetricColumns, rows.toggleRowExpanded, rows.isRowExpanded]);
+
   return (
     <EuiPanel hasBorder>
       {/* Filter bar */}
@@ -478,6 +522,9 @@ const ExecutionLogTableComponent: React.FC<ExecutionLogTableProps> = ({
         sorting={sorting}
         pagination={pagination}
         onChange={onTableChangeCallback}
+        itemId={getItemId}
+        itemIdToExpandedRowMap={rows.itemIdToExpandedRowMap}
+        isExpandable={true}
       />
     </EuiPanel>
   );
diff --git a/x-pack/plugins/security_solution/public/detection_engine/rule_details_ui/pages/rule_details/execution_log_table/translations.ts b/x-pack/plugins/security_solution/public/detection_engine/rule_details_ui/pages/rule_details/execution_log_table/translations.ts
index 114faa77f871e1..0b4e91c5934af8 100644
--- a/x-pack/plugins/security_solution/public/detection_engine/rule_details_ui/pages/rule_details/execution_log_table/translations.ts
+++ b/x-pack/plugins/security_solution/public/detection_engine/rule_details_ui/pages/rule_details/execution_log_table/translations.ts
@@ -229,3 +229,31 @@ export const GREATER_THAN_YEAR = i18n.translate(
     defaultMessage: '> 1 Year',
   }
 );
+
+export const ROW_DETAILS_MESSAGE = i18n.translate(
+  'xpack.securitySolution.detectionEngine.ruleDetails.ruleExecutionLog.fullMessage',
+  {
+    defaultMessage: 'Full message',
+  }
+);
+
+export const EXPAND_ROW = i18n.translate(
+  'xpack.securitySolution.detectionEngine.ruleDetails.ruleExecutionLog.expandRow',
+  {
+    defaultMessage: 'Expand rows',
+  }
+);
+
+export const EXPAND = i18n.translate(
+  'xpack.securitySolution.detectionEngine.ruleDetails.ruleExecutionLog.expand',
+  {
+    defaultMessage: 'Expand',
+  }
+);
+
+export const COLLAPSE = i18n.translate(
+  'xpack.securitySolution.detectionEngine.ruleDetails.ruleExecutionLog.collapse',
+  {
+    defaultMessage: 'Collapse',
+  }
+);
diff --git a/x-pack/plugins/security_solution/public/detections/components/rules/rule_execution_status/rule_status_failed_callout.tsx b/x-pack/plugins/security_solution/public/detections/components/rules/rule_execution_status/rule_status_failed_callout.tsx
index e2dc4a842303d6..25a6ae0be5c9f5 100644
--- a/x-pack/plugins/security_solution/public/detections/components/rules/rule_execution_status/rule_status_failed_callout.tsx
+++ b/x-pack/plugins/security_solution/public/detections/components/rules/rule_execution_status/rule_status_failed_callout.tsx
@@ -7,7 +7,8 @@
 
 import React from 'react';
 
-import { EuiCallOut } from '@elastic/eui';
+import { EuiCallOut, EuiCodeBlock } from '@elastic/eui';
+
 import { FormattedDate } from '../../../../common/components/formatted_date';
 import { RuleExecutionStatus } from '../../../../../common/detection_engine/rule_monitoring';
 
@@ -30,20 +31,36 @@ const RuleStatusFailedCallOutComponent: React.FC<RuleStatusFailedCallOutProps> =
   }
 
   return (
-    <EuiCallOut
-      title={
-        <>
-          {title} <FormattedDate value={date} fieldName="execution_summary.last_execution.date" />
-        </>
-      }
-      color={color}
-      iconType="warning"
-      data-test-subj="ruleStatusFailedCallOut"
+    <div
+      css={`
+        pre {
+          margin-block-end: 0;
+          margin-right: 24px; // Otherwise the copy button overlaps the scrollbar
+          padding-inline-end: 0;
+        }
+      `}
     >
-      {message.split('\n').map((line) => (
-        <p>{line}</p>
-      ))}
-    </EuiCallOut>
+      <EuiCallOut
+        title={
+          <>
+            {title} <FormattedDate value={date} fieldName="execution_summary.last_execution.date" />
+          </>
+        }
+        color={color}
+        iconType="warning"
+        data-test-subj="ruleStatusFailedCallOut"
+      >
+        <EuiCodeBlock
+          className="eui-fullWidth"
+          paddingSize="none"
+          isCopyable
+          overflowHeight={96}
+          transparentBackground
+        >
+          {message}
+        </EuiCodeBlock>
+      </EuiCallOut>
+    </div>
   );
 };