diff --git a/cypress/e2e/5-ndv.cy.ts b/cypress/e2e/5-ndv.cy.ts
index 89647eee6c..1aea7035f5 100644
--- a/cypress/e2e/5-ndv.cy.ts
+++ b/cypress/e2e/5-ndv.cy.ts
@@ -660,16 +660,19 @@ describe('NDV', () => {
 	});
 
 	it('Stop listening for trigger event from NDV', () => {
+		cy.intercept('POST', '/rest/workflows/run').as('workflowRun');
 		workflowPage.actions.addInitialNodeToCanvas('Local File Trigger', {
 			keepNdvOpen: true,
 			action: 'On Changes To A Specific File',
 			isTrigger: true,
 		});
 		ndv.getters.triggerPanelExecuteButton().should('exist');
-		ndv.getters.triggerPanelExecuteButton().click();
+		ndv.getters.triggerPanelExecuteButton().realClick();
 		ndv.getters.triggerPanelExecuteButton().should('contain', 'Stop Listening');
-		ndv.getters.triggerPanelExecuteButton().click();
-		ndv.getters.triggerPanelExecuteButton().should('contain', 'Test step');
-		workflowPage.getters.successToast().should('exist');
+		ndv.getters.triggerPanelExecuteButton().realClick();
+		cy.wait('@workflowRun').then(() => {
+			ndv.getters.triggerPanelExecuteButton().should('contain', 'Test step');
+			workflowPage.getters.successToast().should('exist');
+		});
 	});
 });
diff --git a/packages/editor-ui/src/components/Node/NodeCreator/__tests__/useActions.test.ts b/packages/editor-ui/src/components/Node/NodeCreator/__tests__/useActions.test.ts
index d041911d67..14a03254e1 100644
--- a/packages/editor-ui/src/components/Node/NodeCreator/__tests__/useActions.test.ts
+++ b/packages/editor-ui/src/components/Node/NodeCreator/__tests__/useActions.test.ts
@@ -1,6 +1,7 @@
 import { setActivePinia } from 'pinia';
 import { createTestingPinia } from '@pinia/testing';
 import { useNodeCreatorStore } from '@/stores/nodeCreator.store';
+import { useNodeTypesStore } from '@/stores/nodeTypes.store';
 import { useWorkflowsStore } from '@/stores/workflows.store';
 import { useActions } from '../composables/useActions';
 import {
@@ -9,8 +10,10 @@ import {
 	NODE_CREATOR_OPEN_SOURCES,
 	NO_OP_NODE_TYPE,
 	SCHEDULE_TRIGGER_NODE_TYPE,
+	SLACK_NODE_TYPE,
 	SPLIT_IN_BATCHES_NODE_TYPE,
 	TRIGGER_NODE_CREATOR_VIEW,
+	WEBHOOK_NODE_TYPE,
 } from '@/constants';
 
 describe('useActions', () => {
@@ -89,5 +92,85 @@ describe('useActions', () => {
 				],
 			});
 		});
+
+		test('should connect node to schedule trigger when adding them together', () => {
+			const workflowsStore = useWorkflowsStore();
+			const nodeCreatorStore = useNodeCreatorStore();
+			const nodeTypesStore = useNodeTypesStore();
+
+			vi.spyOn(workflowsStore, 'workflowTriggerNodes', 'get').mockReturnValue([
+				{ type: SCHEDULE_TRIGGER_NODE_TYPE } as never,
+			]);
+			vi.spyOn(nodeCreatorStore, 'openSource', 'get').mockReturnValue(
+				NODE_CREATOR_OPEN_SOURCES.ADD_NODE_BUTTON,
+			);
+			vi.spyOn(nodeCreatorStore, 'selectedView', 'get').mockReturnValue(TRIGGER_NODE_CREATOR_VIEW);
+			nodeTypesStore.nodeTypes = {
+				[SCHEDULE_TRIGGER_NODE_TYPE]: {
+					1: {
+						name: SCHEDULE_TRIGGER_NODE_TYPE,
+						displayName: 'Schedule Trigger',
+						group: ['trigger'],
+						version: 1,
+						defaults: {},
+						inputs: [],
+						outputs: [],
+						properties: [],
+						description: '',
+					},
+				},
+			};
+			const { getAddedNodesAndConnections } = useActions();
+
+			expect(
+				getAddedNodesAndConnections([
+					{ type: SCHEDULE_TRIGGER_NODE_TYPE, openDetail: true },
+					{ type: SLACK_NODE_TYPE },
+				]),
+			).toEqual({
+				connections: [{ from: { nodeIndex: 0 }, to: { nodeIndex: 1 } }],
+				nodes: [{ type: SCHEDULE_TRIGGER_NODE_TYPE, openDetail: true }, { type: SLACK_NODE_TYPE }],
+			});
+		});
+
+		test('should connect node to webhook trigger when adding them together', () => {
+			const workflowsStore = useWorkflowsStore();
+			const nodeCreatorStore = useNodeCreatorStore();
+			const nodeTypesStore = useNodeTypesStore();
+
+			vi.spyOn(workflowsStore, 'workflowTriggerNodes', 'get').mockReturnValue([
+				{ type: SCHEDULE_TRIGGER_NODE_TYPE } as never,
+			]);
+			vi.spyOn(nodeCreatorStore, 'openSource', 'get').mockReturnValue(
+				NODE_CREATOR_OPEN_SOURCES.ADD_NODE_BUTTON,
+			);
+			vi.spyOn(nodeCreatorStore, 'selectedView', 'get').mockReturnValue(TRIGGER_NODE_CREATOR_VIEW);
+			nodeTypesStore.nodeTypes = {
+				[WEBHOOK_NODE_TYPE]: {
+					1: {
+						name: WEBHOOK_NODE_TYPE,
+						displayName: 'Webhook',
+						group: ['trigger'],
+						version: 1,
+						defaults: {},
+						inputs: [],
+						outputs: [],
+						properties: [],
+						description: '',
+					},
+				},
+			};
+			const { getAddedNodesAndConnections } = useActions();
+
+			expect(
+				getAddedNodesAndConnections([
+					{ type: WEBHOOK_NODE_TYPE, openDetail: true },
+					{ type: SLACK_NODE_TYPE },
+				]),
+			).toEqual({
+				connections: [{ from: { nodeIndex: 0 }, to: { nodeIndex: 1 } }],
+				nodes: [{ type: WEBHOOK_NODE_TYPE, openDetail: true }, { type: SLACK_NODE_TYPE }],
+			});
+		});
 	});
 });
diff --git a/packages/editor-ui/src/components/Node/NodeCreator/composables/useActions.ts b/packages/editor-ui/src/components/Node/NodeCreator/composables/useActions.ts
index 0e1b154627..3a49ff03e1 100644
--- a/packages/editor-ui/src/components/Node/NodeCreator/composables/useActions.ts
+++ b/packages/editor-ui/src/components/Node/NodeCreator/composables/useActions.ts
@@ -163,6 +163,18 @@ export const useActions = () => {
 		};
 	}
 
+	/**
+	 * Checks if added nodes contain trigger followed by another node
+	 * In this case, we should connect the trigger with the following node
+	 */
+	function shouldConnectWithExistingTrigger(addedNodes: AddedNode[]): boolean {
+		if (addedNodes.length === 2) {
+			const isTriggerNode = useNodeTypesStore().isTriggerNode(addedNodes[0].type);
+			return isTriggerNode;
+		}
+		return false;
+	}
+
 	function shouldPrependManualTrigger(addedNodes: AddedNode[]): boolean {
 		const { selectedView, openSource } = useNodeCreatorStore();
 		const { workflowTriggerNodes } = useWorkflowsStore();
@@ -228,6 +240,11 @@ export const useActions = () => {
 				from: { nodeIndex: 0 },
 				to: { nodeIndex: 1 },
 			});
+		} else if (shouldConnectWithExistingTrigger(addedNodes)) {
+			connections.push({
+				from: { nodeIndex: 0 },
+				to: { nodeIndex: 1 },
+			});
 		}
 
 		addedNodes.forEach((node, index) => {