diff --git a/packages/editor-ui/src/components/FilterConditions/Condition.vue b/packages/editor-ui/src/components/FilterConditions/Condition.vue
index b7f284da65ec6..f14c55add3c5e 100644
--- a/packages/editor-ui/src/components/FilterConditions/Condition.vue
+++ b/packages/editor-ui/src/components/FilterConditions/Condition.vue
@@ -16,6 +16,7 @@ import { type FilterOperatorId } from './constants';
 import {
 	getFilterOperator,
 	handleOperatorChange,
+	isEmptyInput,
 	operatorTypeToNodeProperty,
 	resolveCondition,
 } from './utils';
@@ -54,12 +55,20 @@ const operatorId = computed<FilterOperatorId>(() => {
 });
 const operator = computed(() => getFilterOperator(operatorId.value));
 
+const isEmpty = computed(() => {
+	if (operator.value.singleValue) {
+		return isEmptyInput(condition.value.leftValue);
+	}
+
+	return isEmptyInput(condition.value.leftValue) && isEmptyInput(condition.value.rightValue);
+});
+
 const conditionResult = computed(() =>
 	resolveCondition({ condition: condition.value, options: props.options }),
 );
 
 const allIssues = computed(() => {
-	if (conditionResult.value.status === 'validation_error') {
+	if (conditionResult.value.status === 'validation_error' && !isEmpty.value) {
 		return [conditionResult.value.error];
 	}
 
diff --git a/packages/editor-ui/src/components/FilterConditions/utils.ts b/packages/editor-ui/src/components/FilterConditions/utils.ts
index d26bcc74d1d9e..cbaee87e9695d 100644
--- a/packages/editor-ui/src/components/FilterConditions/utils.ts
+++ b/packages/editor-ui/src/components/FilterConditions/utils.ts
@@ -56,6 +56,10 @@ export const handleOperatorChange = ({
 	return condition;
 };
 
+export const isEmptyInput = (value: unknown): boolean => {
+	return value === '' || value === '=';
+};
+
 export const resolveCondition = ({
 	condition,
 	options,
diff --git a/packages/nodes-base/nodes/Filter/V2/FilterV2.node.ts b/packages/nodes-base/nodes/Filter/V2/FilterV2.node.ts
index 5163df2c5cbef..fd6ca40f9824c 100644
--- a/packages/nodes-base/nodes/Filter/V2/FilterV2.node.ts
+++ b/packages/nodes-base/nodes/Filter/V2/FilterV2.node.ts
@@ -83,7 +83,7 @@ export class FilterV2 implements INodeType {
 						set(
 							error,
 							'description',
-							"Try to change the operator, switch ON the option 'Less Strict Type Validation', or change the type with an expression",
+							"Try changing the type of comparison. Alternatively you can enable 'Less Strict Type Validation' in the options.",
 						);
 					}
 					set(error, 'context.itemIndex', itemIndex);
diff --git a/packages/nodes-base/nodes/If/V2/IfV2.node.ts b/packages/nodes-base/nodes/If/V2/IfV2.node.ts
index fb4fa7745426e..6863ef676afbd 100644
--- a/packages/nodes-base/nodes/If/V2/IfV2.node.ts
+++ b/packages/nodes-base/nodes/If/V2/IfV2.node.ts
@@ -83,7 +83,7 @@ export class IfV2 implements INodeType {
 						set(
 							error,
 							'description',
-							"Try to change the operator, switch ON the option 'Less Strict Type Validation', or change the type with an expression",
+							"Try changing the type of comparison. Alternatively you can enable 'Less Strict Type Validation' in the options.",
 						);
 					}
 					set(error, 'context.itemIndex', itemIndex);
diff --git a/packages/nodes-base/nodes/Switch/V3/SwitchV3.node.ts b/packages/nodes-base/nodes/Switch/V3/SwitchV3.node.ts
index cc0eb852ae3b3..c8f37c6cf99f3 100644
--- a/packages/nodes-base/nodes/Switch/V3/SwitchV3.node.ts
+++ b/packages/nodes-base/nodes/Switch/V3/SwitchV3.node.ts
@@ -350,7 +350,7 @@ export class SwitchV3 implements INodeType {
 						} catch (error) {
 							if (!options.looseTypeValidation) {
 								error.description =
-									"Try to change the operator, switch ON the option 'Less Strict Type Validation', or change the type with an expression";
+									"Try changing the type of comparison. Alternatively you can enable 'Less Strict Type Validation' in the options.";
 							}
 							set(error, 'context.itemIndex', itemIndex);
 							set(error, 'node', this.getNode());
diff --git a/packages/workflow/src/NodeParameters/FilterParameter.ts b/packages/workflow/src/NodeParameters/FilterParameter.ts
index 4f09b49948967..5bbeaea569d63 100644
--- a/packages/workflow/src/NodeParameters/FilterParameter.ts
+++ b/packages/workflow/src/NodeParameters/FilterParameter.ts
@@ -32,11 +32,16 @@ function parseSingleFilterValue(
 	type: FilterOperatorType,
 	strict = false,
 ): ValidationResult {
-	return type === 'any' || value === null || value === undefined || value === ''
+	return type === 'any' || value === null || value === undefined
 		? ({ valid: true, newValue: value } as ValidationResult)
 		: validateFieldType('filter', value, type, { strict, parseStrings: true });
 }
 
+const withIndefiniteArticle = (noun: string): string => {
+	const article = 'aeiou'.includes(noun.charAt(0)) ? 'an' : 'a';
+	return `${article} ${noun}`;
+};
+
 function parseFilterConditionValues(
 	condition: FilterConditionValue,
 	options: FilterOptionsValue,
@@ -63,50 +68,29 @@ function parseFilterConditionValues(
 			condition.rightValue.startsWith('='));
 	const leftValueString = String(condition.leftValue);
 	const rightValueString = String(condition.rightValue);
-	const errorDescription = 'Try to change the operator, or change the type with an expression';
-	const inCondition = errorFormat === 'full' ? ` in condition ${index + 1} ` : ' ';
-	const itemSuffix = `[item ${itemIndex}]`;
-
-	if (!leftValid && !rightValid) {
-		const providedValues = 'The provided values';
-		let types = `'${operator.type}'`;
-		if (rightType !== operator.type) {
-			types = `'${operator.type}' and '${rightType}' respectively`;
-		}
-		if (strict) {
-			return {
-				ok: false,
-				error: new FilterError(
-					`${providedValues} '${leftValueString}' and '${rightValueString}'${inCondition}are not of the expected type ${types} ${itemSuffix}`,
-					errorDescription,
-				),
-			};
-		}
-
-		return {
-			ok: false,
-			error: new FilterError(
-				`${providedValues} '${leftValueString}' and '${rightValueString}'${inCondition}cannot be converted to the expected type ${types} ${itemSuffix}`,
-				errorDescription,
-			),
-		};
-	}
-
-	const composeInvalidTypeMessage = (field: 'left' | 'right', type: string, value: string) => {
-		const fieldNumber = field === 'left' ? 1 : 2;
+	const suffix =
+		errorFormat === 'full' ? `[condition ${index}, item ${itemIndex}]` : `[item ${itemIndex}]`;
 
+	const composeInvalidTypeMessage = (type: string, fromType: string, value: string) => {
+		fromType = fromType.toLocaleLowerCase();
 		if (strict) {
-			return `The provided value ${fieldNumber} '${value}'${inCondition}is not of the expected type '${type}' ${itemSuffix}`;
+			return `Wrong type: '${value}' is ${withIndefiniteArticle(
+				fromType,
+			)} but was expecting ${withIndefiniteArticle(type)} ${suffix}`;
 		}
-		return `The provided value ${fieldNumber} '${value}'${inCondition}cannot be converted to the expected type '${type}' ${itemSuffix}`;
+		return `Conversion error: the ${fromType} '${value}' can't be converted to ${withIndefiniteArticle(
+			type,
+		)} ${suffix}`;
 	};
 
+	const invalidTypeDescription = 'Try changing the type of comparison.';
+
 	if (!leftValid) {
 		return {
 			ok: false,
 			error: new FilterError(
-				composeInvalidTypeMessage('left', operator.type, leftValueString),
-				errorDescription,
+				composeInvalidTypeMessage(operator.type, typeof condition.leftValue, leftValueString),
+				invalidTypeDescription,
 			),
 		};
 	}
@@ -115,8 +99,8 @@ function parseFilterConditionValues(
 		return {
 			ok: false,
 			error: new FilterError(
-				composeInvalidTypeMessage('right', rightType, rightValueString),
-				errorDescription,
+				composeInvalidTypeMessage(rightType, typeof condition.rightValue, rightValueString),
+				invalidTypeDescription,
 			),
 		};
 	}
@@ -301,7 +285,7 @@ export function executeFilterCondition(
 
 			switch (condition.operator.operation) {
 				case 'empty':
-					return !!left && Object.keys(left).length === 0;
+					return !left || Object.keys(left).length === 0;
 				case 'notEmpty':
 					return !!left && Object.keys(left).length !== 0;
 			}
diff --git a/packages/workflow/test/FilterParameter.test.ts b/packages/workflow/test/FilterParameter.test.ts
index 37ffe4c57c9bd..b8cd8bac7eb5a 100644
--- a/packages/workflow/test/FilterParameter.test.ts
+++ b/packages/workflow/test/FilterParameter.test.ts
@@ -116,7 +116,7 @@ describe('FilterParameter', () => {
 							}),
 						),
 					).toThrowError(
-						"The provided values '15' and 'true' in condition 1 are not of the expected type 'number' [item 0]",
+						"Wrong type: '15' is a string but was expecting a number [condition 0, item 0]",
 					);
 				});
 
@@ -136,7 +136,7 @@ describe('FilterParameter', () => {
 							}),
 						),
 					).toThrowError(
-						"The provided value 1 '[]' in condition 1 is not of the expected type 'array' [item 0]",
+						"Wrong type: '[]' is a string but was expecting an array [condition 0, item 0]",
 					);
 				});
 
@@ -155,7 +155,7 @@ describe('FilterParameter', () => {
 							}),
 						),
 					).toThrowError(
-						"The provided value 1 '{}' in condition 1 is not of the expected type 'object' [item 0]",
+						"Wrong type: '{}' is a string but was expecting an object [condition 0, item 0]",
 					);
 				});
 			});
@@ -201,7 +201,7 @@ describe('FilterParameter', () => {
 							}),
 						),
 					).toThrowError(
-						"The provided values 'a string' and '15' in condition 1 cannot be converted to the expected type 'boolean'",
+						"Conversion error: the string 'a string' can't be converted to a boolean [condition 0, item 0]",
 					);
 				});
 			});
@@ -1011,8 +1011,8 @@ describe('FilterParameter', () => {
 				it.each([
 					{ left: {}, expected: true },
 					{ left: { foo: 'bar' }, expected: false },
-					{ left: undefined, expected: false },
-					{ left: null, expected: false },
+					{ left: undefined, expected: true },
+					{ left: null, expected: true },
 				])('object:empty($left) === $expected', ({ left, expected }) => {
 					const result = executeFilter(
 						filterFactory({