diff --git a/packages/http-client-java/generator/http-client-generator-core/src/main/java/com/microsoft/typespec/http/client/generator/core/template/example/ModelExampleWriter.java b/packages/http-client-java/generator/http-client-generator-core/src/main/java/com/microsoft/typespec/http/client/generator/core/template/example/ModelExampleWriter.java
index 40240379e3d..ba437432638 100644
--- a/packages/http-client-java/generator/http-client-generator-core/src/main/java/com/microsoft/typespec/http/client/generator/core/template/example/ModelExampleWriter.java
+++ b/packages/http-client-java/generator/http-client-generator-core/src/main/java/com/microsoft/typespec/http/client/generator/core/template/example/ModelExampleWriter.java
@@ -108,8 +108,16 @@ public static class ExampleNodeAssertionVisitor {
 
         private final List<String> assertions = new ArrayList<>();
 
-        private void addEqualsAssertion(String expected, String code) {
-            assertions.add(String.format("Assertions.assertEquals(%1$s, %2$s);", expected, code));
+        private void addEqualsAssertion(String expected, String code, boolean booleanAssertion) {
+            if (booleanAssertion) {
+                if (Boolean.parseBoolean(expected)) {
+                    assertions.add(String.format("Assertions.assertTrue(%s);", code));
+                } else {
+                    assertions.add(String.format("Assertions.assertFalse(%s);", code));
+                }
+            } else {
+                assertions.add(String.format("Assertions.assertEquals(%1$s, %2$s);", expected, code));
+            }
         }
 
         public void accept(ExampleNode node, String getterCode) {
@@ -117,7 +125,7 @@ public void accept(ExampleNode node, String getterCode) {
                 node.getClientType().addImportsTo(imports, false);
 
                 addEqualsAssertion(node.getClientType().defaultValueExpression(((LiteralNode) node).getLiteralsValue()),
-                    getterCode);
+                    getterCode, node.getClientType().asNullable() == ClassType.BOOLEAN);
             } else if (node instanceof ObjectNode) {
                 // additionalProperties
             } else if (node instanceof ListNode) {
diff --git a/packages/http-client-java/generator/http-client-generator-mgmt/src/main/java/com/microsoft/typespec/http/client/generator/mgmt/template/FluentMethodMockTestTemplate.java b/packages/http-client-java/generator/http-client-generator-mgmt/src/main/java/com/microsoft/typespec/http/client/generator/mgmt/template/FluentMethodMockTestTemplate.java
index bed8b2758a7..edbd80796d0 100644
--- a/packages/http-client-java/generator/http-client-generator-mgmt/src/main/java/com/microsoft/typespec/http/client/generator/mgmt/template/FluentMethodMockTestTemplate.java
+++ b/packages/http-client-java/generator/http-client-generator-mgmt/src/main/java/com/microsoft/typespec/http/client/generator/mgmt/template/FluentMethodMockTestTemplate.java
@@ -4,6 +4,7 @@
 package com.microsoft.typespec.http.client.generator.mgmt.template;
 
 import com.azure.core.credential.AccessToken;
+import com.azure.core.http.HttpMethod;
 import com.azure.core.http.HttpResponse;
 import com.azure.core.management.profile.AzureProfile;
 import com.azure.json.JsonProviders;
@@ -72,6 +73,8 @@ public void write(ClientMethodInfo info, JavaFile javaFile) {
             fluentReturnType = FluentUtils.getValueTypeFromResponseType(fluentReturnType);
         }
         final boolean hasReturnValue = fluentReturnType.asNullable() != ClassType.VOID;
+        final boolean isCheckExistence = fluentReturnType.asNullable() == ClassType.BOOLEAN
+            && clientMethod.getProxyMethod().getHttpMethod() == HttpMethod.HEAD;
 
         // method invocation
         String clientMethodInvocationWithResponse;
@@ -148,7 +151,13 @@ public void write(ClientMethodInfo info, JavaFile javaFile) {
                     methodBlock.line();
                     // verification
                     if (hasReturnValue) {
-                        assertionVisitor.getAssertions().forEach(methodBlock::line);
+                        if (isCheckExistence) {
+                            // checkExistence operation will have 200/204 as its normal response status code.
+                            // Here we could ignore the randomly generated response and assert accordingly.
+                            methodBlock.line("Assertions.assertTrue(" + verificationObjectName + ");");
+                        } else {
+                            assertionVisitor.getAssertions().forEach(methodBlock::line);
+                        }
                     }
                 });