diff --git a/independent-projects/tools/devtools-common/src/main/java/io/quarkus/devtools/commands/handlers/AddExtensionsCommandHandler.java b/independent-projects/tools/devtools-common/src/main/java/io/quarkus/devtools/commands/handlers/AddExtensionsCommandHandler.java
index 95126446c1975..1b4462e41cff5 100644
--- a/independent-projects/tools/devtools-common/src/main/java/io/quarkus/devtools/commands/handlers/AddExtensionsCommandHandler.java
+++ b/independent-projects/tools/devtools-common/src/main/java/io/quarkus/devtools/commands/handlers/AddExtensionsCommandHandler.java
@@ -1,6 +1,7 @@
 package io.quarkus.devtools.commands.handlers;
 
 import static io.quarkus.devtools.commands.AddExtensions.EXTENSION_MANAGER;
+import static io.quarkus.platform.tools.ConsoleMessageFormats.nok;
 
 import io.quarkus.devtools.commands.AddExtensions;
 import io.quarkus.devtools.commands.data.QuarkusCommandException;
@@ -12,6 +13,7 @@
 import io.quarkus.platform.tools.ConsoleMessageFormats;
 import io.quarkus.registry.DefaultExtensionRegistry;
 import io.quarkus.registry.ExtensionRegistry;
+import io.quarkus.registry.MultipleExtensionsFoundException;
 import java.io.IOException;
 import java.util.Collections;
 import java.util.Set;
@@ -34,11 +36,11 @@ public QuarkusCommandOutcome execute(QuarkusCommandInvocation invocation) throws
             extensionRegistry = DefaultExtensionRegistry.fromPlatform(invocation.getPlatformDescriptor());
         }
         String quarkusVersion = invocation.getPlatformDescriptor().getQuarkusVersion();
-        ExtensionInstallPlan extensionInstallPlan = extensionRegistry.planInstallation(quarkusVersion, extensionsQuery);
 
         final ExtensionManager extensionManager = invocation.getValue(EXTENSION_MANAGER,
                 invocation.getQuarkusProject().getExtensionManager());
         try {
+            ExtensionInstallPlan extensionInstallPlan = extensionRegistry.planInstallation(quarkusVersion, extensionsQuery);
             if (extensionInstallPlan.isNotEmpty()) {
                 final InstallResult result = extensionManager.install(extensionInstallPlan);
                 result.getInstalled()
@@ -47,7 +49,15 @@ public QuarkusCommandOutcome execute(QuarkusCommandInvocation invocation) throws
                                         + " has been installed"));
                 return new QuarkusCommandOutcome(true).setValue(AddExtensions.OUTCOME_UPDATED, result.isSourceUpdated());
             }
-
+        } catch (MultipleExtensionsFoundException m) {
+            StringBuilder sb = new StringBuilder();
+            sb.append(nok("Multiple extensions matching '")).append(m.getKeyword()).append("'");
+            m.getExtensions()
+                    .forEach(extension -> sb.append(System.lineSeparator()).append("     * ")
+                            .append(extension.managementKey()));
+            sb.append(System.lineSeparator())
+                    .append("     Be more specific e.g using the exact name or the full GAV.");
+            invocation.log().info(sb.toString());
         } catch (IOException e) {
             throw new QuarkusCommandException("Failed to add extensions", e);
         }
diff --git a/independent-projects/tools/devtools-common/src/main/java/io/quarkus/registry/DefaultExtensionRegistry.java b/independent-projects/tools/devtools-common/src/main/java/io/quarkus/registry/DefaultExtensionRegistry.java
index 1f2441e105b62..7b2aff278e8a7 100644
--- a/independent-projects/tools/devtools-common/src/main/java/io/quarkus/registry/DefaultExtensionRegistry.java
+++ b/independent-projects/tools/devtools-common/src/main/java/io/quarkus/registry/DefaultExtensionRegistry.java
@@ -107,6 +107,12 @@ public ExtensionInstallPlan planInstallation(String quarkusCore, Collection<Stri
                 // No extension found for this keyword. Return empty immediately
                 return ExtensionInstallPlan.EMPTY;
             }
+            // If it's a pattern allow multiple results
+            // See https://github.com/quarkusio/quarkus/issues/11086#issuecomment-666360783
+            else if (tuples.size() > 1 && !ExtensionPredicate.isPattern(keyword)) {
+                throw new MultipleExtensionsFoundException(keyword,
+                        tuples.stream().map(this::toQuarkusExtension).collect(Collectors.toList()));
+            }
             for (ExtensionReleaseTuple tuple : tuples) {
                 ArtifactKey id = tuple.getExtension().getId();
                 String groupId = id.getGroupId();
diff --git a/independent-projects/tools/devtools-common/src/main/java/io/quarkus/registry/MultipleExtensionsFoundException.java b/independent-projects/tools/devtools-common/src/main/java/io/quarkus/registry/MultipleExtensionsFoundException.java
new file mode 100644
index 0000000000000..d036b8393b1de
--- /dev/null
+++ b/independent-projects/tools/devtools-common/src/main/java/io/quarkus/registry/MultipleExtensionsFoundException.java
@@ -0,0 +1,30 @@
+package io.quarkus.registry;
+
+import io.quarkus.dependencies.Extension;
+import java.util.Collection;
+import java.util.Objects;
+
+/**
+ * Thrown when multiple extensions are found for a given extension when
+ * {@link ExtensionRegistry#planInstallation(String, Collection)} is called
+ *
+ * @see {@link ExtensionRegistry#planInstallation(String, Collection)}
+ */
+public class MultipleExtensionsFoundException extends RuntimeException {
+
+    private final String keyword;
+    private final Collection<Extension> extensions;
+
+    public MultipleExtensionsFoundException(String keyword, Collection<Extension> extensions) {
+        this.keyword = Objects.requireNonNull(keyword, "Keyword must not be null");
+        this.extensions = Objects.requireNonNull(extensions, "Extensions should not be null");
+    }
+
+    public String getKeyword() {
+        return keyword;
+    }
+
+    public Collection<Extension> getExtensions() {
+        return extensions;
+    }
+}
diff --git a/independent-projects/tools/platform-descriptor-api/src/main/java/io/quarkus/dependencies/ExtensionPredicate.java b/independent-projects/tools/platform-descriptor-api/src/main/java/io/quarkus/dependencies/ExtensionPredicate.java
index 2937990bf37e5..6655a1de710cc 100644
--- a/independent-projects/tools/platform-descriptor-api/src/main/java/io/quarkus/dependencies/ExtensionPredicate.java
+++ b/independent-projects/tools/platform-descriptor-api/src/main/java/io/quarkus/dependencies/ExtensionPredicate.java
@@ -21,6 +21,28 @@ public static Predicate<Extension> create(String keyword) {
         return new ExtensionPredicate(keyword);
     }
 
+    public static boolean isPattern(String keyword) {
+        for (char c : keyword.toCharArray()) {
+            switch (c) {
+                case '*':
+                case '?':
+                case '^': // escape character in cmd.exe
+                case '(':
+                case ')':
+                case '[':
+                case ']':
+                case '$':
+                case '.':
+                case '{':
+                case '}':
+                case '|':
+                case '\\':
+                    return true;
+            }
+        }
+        return false;
+    }
+
     @Override
     public boolean test(Extension extension) {
         if (extension.isUnlisted()) {