diff --git a/packages/cli/src/evaluation.ee/test-runner/test-runner.service.ee.ts b/packages/cli/src/evaluation.ee/test-runner/test-runner.service.ee.ts
index 2d7cd6b58f..836911fd0e 100644
--- a/packages/cli/src/evaluation.ee/test-runner/test-runner.service.ee.ts
+++ b/packages/cli/src/evaluation.ee/test-runner/test-runner.service.ee.ts
@@ -15,6 +15,7 @@ import type {
 	IExecuteData,
 	INodeExecutionData,
 	AssignmentCollectionValue,
+	GenericValue,
 } from 'n8n-workflow';
 import assert from 'node:assert';
 
@@ -386,6 +387,20 @@ export class TestRunnerService {
 		const testRun = await this.testRunRepository.createTestRun(workflowId);
 		assert(testRun, 'Unable to create a test run');
 
+		// Initialize telemetry metadata
+		const telemetryMeta = {
+			workflow_id: workflowId,
+			test_type: 'evaluation',
+			run_id: testRun.id,
+			start: Date.now(),
+			status: 'success' as 'success' | 'fail' | 'cancelled',
+			test_case_count: 0,
+			errored_test_case_count: 0,
+			metric_count: 0,
+			error_message: '',
+			duration: 0,
+		};
+
 		// 0.1 Initialize AbortController
 		const abortController = new AbortController();
 		this.abortControllers.set(testRun.id, abortController);
@@ -397,8 +412,6 @@ export class TestRunnerService {
 			userId: user.id,
 		};
 
-		let testRunEndStatusForTelemetry;
-
 		const abortSignal = abortController.signal;
 		const { manager: dbManager } = this.testRunRepository;
 
@@ -428,6 +441,7 @@ export class TestRunnerService {
 			);
 
 			const testCases = datasetTriggerOutput.map((items) => ({ json: items.json }));
+			telemetryMeta.test_case_count = testCases.length;
 
 			this.logger.debug('Found test cases', { count: testCases.length });
 
@@ -440,6 +454,7 @@ export class TestRunnerService {
 
 			for (const testCase of testCases) {
 				if (abortSignal.aborted) {
+					telemetryMeta.status = 'cancelled';
 					this.logger.debug('Test run was cancelled', {
 						workflowId,
 					});
@@ -484,6 +499,7 @@ export class TestRunnerService {
 							errorCode: 'FAILED_TO_EXECUTE_WORKFLOW',
 							metrics: {},
 						});
+						telemetryMeta.errored_test_case_count++;
 						continue;
 					}
 					const completedAt = new Date();
@@ -503,6 +519,7 @@ export class TestRunnerService {
 							status: 'error',
 							errorCode: 'NO_METRICS_COLLECTED',
 						});
+						telemetryMeta.errored_test_case_count++;
 					} else {
 						this.logger.debug('Test case metrics extracted', addedMetrics);
 						// Create a new test case execution in DB
@@ -526,6 +543,8 @@ export class TestRunnerService {
 						error: e,
 					});
 
+					telemetryMeta.errored_test_case_count++;
+
 					// In case of an unexpected error save it as failed test case execution and continue with the next test case
 					if (e instanceof TestCaseExecutionError) {
 						await this.testCaseExecutionRepository.createTestCaseExecution({
@@ -560,21 +579,21 @@ export class TestRunnerService {
 				await dbManager.transaction(async (trx) => {
 					await this.testRunRepository.markAsCancelled(testRun.id, trx);
 					await this.testCaseExecutionRepository.markAllPendingAsCancelled(testRun.id, trx);
-
-					testRunEndStatusForTelemetry = 'cancelled';
 				});
+				telemetryMeta.status = 'cancelled';
 			} else {
 				const aggregatedMetrics = metrics.getAggregatedMetrics();
+				telemetryMeta.metric_count = Object.keys(aggregatedMetrics).length;
 
 				this.logger.debug('Aggregated metrics', aggregatedMetrics);
 
 				await this.testRunRepository.markAsCompleted(testRun.id, aggregatedMetrics);
 
 				this.logger.debug('Test run finished', { workflowId, testRunId: testRun.id });
-
-				testRunEndStatusForTelemetry = 'completed';
 			}
 		} catch (e) {
+			telemetryMeta.status = 'fail';
+
 			if (e instanceof ExecutionCancelledError) {
 				this.logger.debug('Evaluation execution was cancelled. Cancelling test run', {
 					testRunId: testRun.id,
@@ -586,25 +605,43 @@ export class TestRunnerService {
 					await this.testCaseExecutionRepository.markAllPendingAsCancelled(testRun.id, trx);
 				});
 
-				testRunEndStatusForTelemetry = 'cancelled';
+				telemetryMeta.status = 'cancelled';
 			} else if (e instanceof TestRunError) {
 				await this.testRunRepository.markAsError(testRun.id, e.code, e.extra as IDataObject);
-				testRunEndStatusForTelemetry = 'error';
+				telemetryMeta.error_message = e.code;
+				if (e.extra && typeof e.extra === 'object' && 'message' in e.extra) {
+					telemetryMeta.error_message += `: ${String(e.extra.message)}`;
+				}
 			} else {
 				await this.testRunRepository.markAsError(testRun.id, 'UNKNOWN_ERROR');
-				testRunEndStatusForTelemetry = 'error';
+				telemetryMeta.error_message = e instanceof Error ? e.message : 'UNKNOWN_ERROR';
 				throw e;
 			}
 		} finally {
+			// Calculate duration
+			telemetryMeta.duration = Date.now() - telemetryMeta.start;
+
 			// Clean up abort controller
 			this.abortControllers.delete(testRun.id);
 
-			// Send telemetry event
-			this.telemetry.track('Test run finished', {
-				workflow_id: workflowId,
-				run_id: testRun.id,
-				status: testRunEndStatusForTelemetry,
-			});
+			// Send telemetry event with complete metadata
+			const telemetryPayload: Record<string, GenericValue> = {
+				...telemetryMeta,
+			};
+
+			// Add success-specific fields
+			if (telemetryMeta.status === 'success') {
+				telemetryPayload.test_case_count = telemetryMeta.test_case_count;
+				telemetryPayload.errored_test_case_count = telemetryMeta.errored_test_case_count;
+				telemetryPayload.metric_count = telemetryMeta.metric_count;
+			}
+
+			// Add fail-specific fields
+			if (telemetryMeta.status === 'fail') {
+				telemetryPayload.error_message = telemetryMeta.error_message;
+			}
+
+			this.telemetry.track('Test run finished', telemetryPayload);
 		}
 	}
 
diff --git a/packages/frontend/editor-ui/src/views/Evaluations.ee/EvaluationsRootView.vue b/packages/frontend/editor-ui/src/views/Evaluations.ee/EvaluationsRootView.vue
index 40158f0351..33e62ba06b 100644
--- a/packages/frontend/editor-ui/src/views/Evaluations.ee/EvaluationsRootView.vue
+++ b/packages/frontend/editor-ui/src/views/Evaluations.ee/EvaluationsRootView.vue
@@ -4,12 +4,14 @@ import { useUsageStore } from '@/stores/usage.store';
 import { useAsyncState } from '@vueuse/core';
 import { PLACEHOLDER_EMPTY_WORKFLOW_ID } from '@/constants';
 import { useCanvasOperations } from '@/composables/useCanvasOperations';
+import { useTelemetry } from '@/composables/useTelemetry';
 import { useToast } from '@/composables/useToast';
 import { useI18n } from '@/composables/useI18n';
 import { useRouter } from 'vue-router';
-import { useNodeTypesStore } from '@/stores/nodeTypes.store';
 import { useEvaluationStore } from '@/stores/evaluation.store.ee';
-import { computed } from 'vue';
+import { useNodeTypesStore } from '@/stores/nodeTypes.store';
+
+import { computed, watch } from 'vue';
 import { N8nLink, N8nText } from '@n8n/design-system';
 import EvaluationsPaywall from '@/components/Evaluations.ee/Paywall/EvaluationsPaywall.vue';
 import SetupWizard from '@/components/Evaluations.ee/SetupWizard/SetupWizard.vue';
@@ -21,10 +23,11 @@ const props = defineProps<{
 const workflowsStore = useWorkflowsStore();
 const usageStore = useUsageStore();
 const evaluationStore = useEvaluationStore();
+const nodeTypesStore = useNodeTypesStore();
+const telemetry = useTelemetry();
 const router = useRouter();
 const toast = useToast();
 const locale = useI18n();
-const nodeTypesStore = useNodeTypesStore();
 
 const { initializeWorkspace } = useCanvasOperations({ router });
 
@@ -32,13 +35,18 @@ const evaluationsLicensed = computed(() => {
 	return usageStore.workflowsWithEvaluationsLimit !== 0;
 });
 
-const showWizard = computed(() => {
-	const runs = Object.values(evaluationStore.testRunsById ?? {}).filter(
+const runs = computed(() => {
+	return Object.values(evaluationStore.testRunsById ?? {}).filter(
 		({ workflowId }) => workflowId === props.name,
 	);
-	return runs.length === 0;
 });
 
+const hasRuns = computed(() => {
+	return runs.value.length > 0;
+});
+
+const showWizard = computed(() => !hasRuns.value);
+
 // Method to run a test - will be used by the SetupWizard component
 async function runTest() {
 	try {
@@ -54,6 +62,14 @@ async function runTest() {
 	}
 }
 
+const evaluationsQuotaExceeded = computed(() => {
+	return (
+		usageStore.workflowsWithEvaluationsLimit !== -1 &&
+		usageStore.workflowsWithEvaluationsCount >= usageStore.workflowsWithEvaluationsLimit &&
+		!hasRuns.value
+	);
+});
+
 const { isReady } = useAsyncState(async () => {
 	try {
 		await usageStore.getLicenseInfo();
@@ -83,6 +99,33 @@ const { isReady } = useAsyncState(async () => {
 		}
 	}
 }, undefined);
+
+watch(
+	isReady,
+	(ready) => {
+		if (ready) {
+			if (showWizard.value) {
+				telemetry.track('User viewed tests tab', {
+					workflow_id: props.name,
+					test_type: 'evaluation',
+					view: 'setup',
+					trigger_set_up: evaluationStore.evaluationTriggerExists,
+					output_set_up: evaluationStore.evaluationSetOutputsNodeExist,
+					metrics_set_up: evaluationStore.evaluationSetMetricsNodeExist,
+					quota_reached: evaluationsQuotaExceeded.value,
+				});
+			} else {
+				telemetry.track('User viewed tests tab', {
+					workflow_id: props.name,
+					test_type: 'evaluation',
+					view: 'overview',
+					run_count: runs.value.length,
+				});
+			}
+		}
+	},
+	{ immediate: true },
+);
 </script>
 
 <template>
diff --git a/packages/frontend/editor-ui/src/views/Evaluations.ee/tests/EvaluationsRootView.test.ts b/packages/frontend/editor-ui/src/views/Evaluations.ee/tests/EvaluationsRootView.test.ts
index 4c0d76ed5d..1218e606cf 100644
--- a/packages/frontend/editor-ui/src/views/Evaluations.ee/tests/EvaluationsRootView.test.ts
+++ b/packages/frontend/editor-ui/src/views/Evaluations.ee/tests/EvaluationsRootView.test.ts
@@ -1,4 +1,4 @@
-import { describe, it, expect, beforeEach } from 'vitest';
+import { describe, it, expect, beforeEach, vi } from 'vitest';
 import { mock } from 'vitest-mock-extended';
 import { createTestingPinia } from '@pinia/testing';
 import { createComponentRenderer } from '@/__tests__/render';
@@ -6,11 +6,30 @@ import EvaluationRootView from '../EvaluationsRootView.vue';
 
 import { useWorkflowsStore } from '@/stores/workflows.store';
 import { useEvaluationStore } from '@/stores/evaluation.store.ee';
+import { useUsageStore } from '@/stores/usage.store';
 import { mockedStore } from '@/__tests__/utils';
 import type { IWorkflowDb } from '@/Interface';
 import { waitFor } from '@testing-library/vue';
 import type { TestRunRecord } from '@/api/evaluation.ee';
 import { PLACEHOLDER_EMPTY_WORKFLOW_ID } from '@/constants';
+import { useTelemetry } from '@/composables/useTelemetry';
+import { EVALUATION_NODE_TYPE, EVALUATION_TRIGGER_NODE_TYPE, NodeHelpers } from 'n8n-workflow';
+
+vi.mock('@/composables/useTelemetry', () => {
+	const track = vi.fn();
+	return {
+		useTelemetry: () => ({
+			track,
+		}),
+	};
+});
+
+const getNodeType = vi.fn();
+vi.mock('@/stores/nodeTypes.store', () => ({
+	useNodeTypesStore: vi.fn(() => ({
+		getNodeType,
+	})),
+}));
 
 describe('EvaluationsRootView', () => {
 	const renderComponent = createComponentRenderer(EvaluationRootView);
@@ -37,6 +56,21 @@ describe('EvaluationsRootView', () => {
 
 	beforeEach(() => {
 		createTestingPinia();
+		vi.clearAllMocks();
+
+		vi.spyOn(NodeHelpers, 'getNodeParameters').mockReturnValue({
+			assignments: {
+				assignments: [
+					{
+						id: 'xxxxx',
+						name: '=',
+						value: '',
+						type: 'string',
+					},
+				],
+			},
+			options: {},
+		});
 	});
 
 	it('should initialize workflow on mount if not already initialized', async () => {
@@ -91,4 +125,231 @@ describe('EvaluationsRootView', () => {
 
 		await waitFor(() => expect(container.querySelector('.setupContent')).toBeTruthy());
 	});
+
+	describe('telemetry', () => {
+		it('should send telemetry event on mount with setup view when no test runs exist', async () => {
+			const workflowsStore = mockedStore(useWorkflowsStore);
+			const evaluationStore = mockedStore(useEvaluationStore);
+			const usageStore = mockedStore(useUsageStore);
+
+			workflowsStore.workflow = mockWorkflow;
+			evaluationStore.testRunsById = {};
+			usageStore.workflowsWithEvaluationsLimit = 10;
+			usageStore.workflowsWithEvaluationsCount = 0;
+
+			// Mock no evaluation nodes in workflow
+			getNodeType.mockReturnValue(null);
+
+			renderComponent({ props: { name: mockWorkflow.id } });
+
+			await waitFor(() => {
+				expect(useTelemetry().track).toHaveBeenCalledWith('User viewed tests tab', {
+					workflow_id: mockWorkflow.id,
+					test_type: 'evaluation',
+					view: 'setup',
+					trigger_set_up: false,
+					output_set_up: false,
+					metrics_set_up: false,
+					quota_reached: false,
+				});
+			});
+		});
+
+		it('should send telemetry event on mount with overview view when test runs exist', async () => {
+			const workflowsStore = mockedStore(useWorkflowsStore);
+			const evaluationStore = mockedStore(useEvaluationStore);
+			const usageStore = mockedStore(useUsageStore);
+
+			workflowsStore.workflow = mockWorkflow;
+			evaluationStore.testRunsById = {
+				run1: mock<TestRunRecord>({ workflowId: mockWorkflow.id }),
+				run2: mock<TestRunRecord>({ workflowId: mockWorkflow.id }),
+			};
+			usageStore.workflowsWithEvaluationsLimit = 10;
+			usageStore.workflowsWithEvaluationsCount = 1;
+
+			renderComponent({ props: { name: mockWorkflow.id } });
+
+			await waitFor(() => {
+				expect(useTelemetry().track).toHaveBeenCalledWith('User viewed tests tab', {
+					workflow_id: mockWorkflow.id,
+					test_type: 'evaluation',
+					view: 'overview',
+					run_count: 2,
+				});
+			});
+		});
+
+		it('should send telemetry event with trigger_set_up true when dataset trigger node exists', async () => {
+			const workflowsStore = mockedStore(useWorkflowsStore);
+			const evaluationStore = mockedStore(useEvaluationStore);
+			const usageStore = mockedStore(useUsageStore);
+
+			const workflowWithTrigger = mock<IWorkflowDb>({
+				...mockWorkflow,
+				nodes: [
+					{
+						id: 'trigger1',
+						name: 'Dataset Trigger',
+						type: EVALUATION_TRIGGER_NODE_TYPE,
+						typeVersion: 1,
+						position: [0, 0],
+						parameters: {},
+					},
+				],
+			});
+
+			workflowsStore.workflow = workflowWithTrigger;
+			evaluationStore.testRunsById = {};
+			usageStore.workflowsWithEvaluationsLimit = 10;
+			usageStore.workflowsWithEvaluationsCount = 0;
+
+			// Mock dataset trigger node type exists
+			getNodeType.mockImplementation((nodeType) =>
+				nodeType === EVALUATION_TRIGGER_NODE_TYPE ? { name: EVALUATION_TRIGGER_NODE_TYPE } : null,
+			);
+
+			renderComponent({ props: { name: mockWorkflow.id } });
+
+			await waitFor(() => {
+				expect(useTelemetry().track).toHaveBeenCalledWith('User viewed tests tab', {
+					workflow_id: mockWorkflow.id,
+					test_type: 'evaluation',
+					view: 'setup',
+					trigger_set_up: true,
+					output_set_up: false,
+					metrics_set_up: false,
+					quota_reached: false,
+				});
+			});
+		});
+
+		it('should send telemetry event with output_set_up true when evaluation set output node exists', async () => {
+			const workflowsStore = mockedStore(useWorkflowsStore);
+			const evaluationStore = mockedStore(useEvaluationStore);
+			const usageStore = mockedStore(useUsageStore);
+
+			const workflowWithOutputNode = mock<IWorkflowDb>({
+				...mockWorkflow,
+				nodes: [
+					{
+						id: 'output1',
+						name: 'Set Outputs',
+						type: EVALUATION_NODE_TYPE,
+						typeVersion: 1,
+						position: [0, 0],
+						parameters: {
+							operation: 'setOutputs',
+						},
+					},
+				],
+			});
+
+			vi.spyOn(NodeHelpers, 'getNodeParameters').mockReturnValue({
+				operation: 'setOutputs',
+			});
+
+			workflowsStore.workflow = workflowWithOutputNode;
+			evaluationStore.testRunsById = {};
+			usageStore.workflowsWithEvaluationsLimit = 10;
+			usageStore.workflowsWithEvaluationsCount = 0;
+
+			// Mock evaluation node type exists
+			getNodeType.mockImplementation((nodeType) =>
+				nodeType === EVALUATION_NODE_TYPE ? { name: EVALUATION_NODE_TYPE } : null,
+			);
+
+			renderComponent({ props: { name: mockWorkflow.id } });
+
+			await waitFor(() => {
+				expect(useTelemetry().track).toHaveBeenCalledWith('User viewed tests tab', {
+					workflow_id: mockWorkflow.id,
+					test_type: 'evaluation',
+					view: 'setup',
+					trigger_set_up: false,
+					output_set_up: true,
+					metrics_set_up: false,
+					quota_reached: false,
+				});
+			});
+		});
+
+		it('should send telemetry event with metrics_set_up true when evaluation metrics node exists', async () => {
+			const workflowsStore = mockedStore(useWorkflowsStore);
+			const evaluationStore = mockedStore(useEvaluationStore);
+			const usageStore = mockedStore(useUsageStore);
+
+			const workflowWithMetricsNode = mock<IWorkflowDb>({
+				...mockWorkflow,
+				nodes: [
+					{
+						id: 'metrics1',
+						name: 'Set Metrics',
+						type: EVALUATION_NODE_TYPE,
+						typeVersion: 1,
+						position: [0, 0],
+						parameters: {
+							operation: 'setMetrics',
+						},
+					},
+				],
+			});
+
+			vi.spyOn(NodeHelpers, 'getNodeParameters').mockReturnValue({
+				operation: 'setMetrics',
+			});
+
+			workflowsStore.workflow = workflowWithMetricsNode;
+			evaluationStore.testRunsById = {};
+			usageStore.workflowsWithEvaluationsLimit = 10;
+			usageStore.workflowsWithEvaluationsCount = 0;
+
+			// Mock evaluation node type exists
+			getNodeType.mockImplementation((nodeType) =>
+				nodeType === EVALUATION_NODE_TYPE ? { name: EVALUATION_NODE_TYPE } : null,
+			);
+
+			renderComponent({ props: { name: mockWorkflow.id } });
+
+			await waitFor(() => {
+				expect(useTelemetry().track).toHaveBeenCalledWith('User viewed tests tab', {
+					workflow_id: mockWorkflow.id,
+					test_type: 'evaluation',
+					view: 'setup',
+					trigger_set_up: false,
+					output_set_up: false,
+					metrics_set_up: true,
+					quota_reached: false,
+				});
+			});
+		});
+
+		it('should send telemetry event with quota_reached true when evaluations quota is exceeded', async () => {
+			const workflowsStore = mockedStore(useWorkflowsStore);
+			const evaluationStore = mockedStore(useEvaluationStore);
+			const usageStore = mockedStore(useUsageStore);
+
+			workflowsStore.workflow = mockWorkflow;
+			evaluationStore.testRunsById = {};
+			usageStore.workflowsWithEvaluationsLimit = 5;
+			usageStore.workflowsWithEvaluationsCount = 5; // At limit
+
+			// Mock no evaluation nodes in workflow
+			getNodeType.mockReturnValue(null);
+
+			renderComponent({ props: { name: mockWorkflow.id } });
+
+			await waitFor(() => {
+				expect(useTelemetry().track).toHaveBeenCalledWith('User viewed tests tab', {
+					workflow_id: mockWorkflow.id,
+					test_type: 'evaluation',
+					view: 'setup',
+					trigger_set_up: false,
+					output_set_up: false,
+					metrics_set_up: false,
+					quota_reached: true,
+				});
+			});
+		});
+	});
 });