diff --git a/build.gradle b/build.gradle
index 4ebb865..2ef472e 100644
--- a/build.gradle
+++ b/build.gradle
@@ -1,3 +1,12 @@
+buildscript {
+    repositories {
+        mavenCentral()
+    }
+    dependencies {
+        classpath 'net.sf.proguard:proguard-gradle:6.2.2'
+    }
+}
+
 plugins {
     id 'java'
     id 'application'
@@ -7,6 +16,32 @@ plugins {
 group 'com.annimon'
 version '1.0-SNAPSHOT'
 mainClassName = 'com.annimon.imagetagger.Main'
+def archiveName = "${rootProject.name}"
+def shadowFileName = "$archiveName-all.jar"
+def proguardFileName = "$archiveName-proguard.jar"
+
+shadowJar {
+    mergeServiceFiles()
+    archiveFileName = shadowFileName
+}
+
+task proguard(dependsOn: shadowJar, type: proguard.gradle.ProGuardTask) {
+    configuration "$rootProject.projectDir/proguard.pro"
+    injars "${file(jar.destinationDirectory)}/$shadowFileName"
+    outjars "${file(jar.destinationDirectory)}/$proguardFileName"
+
+    // Automatically handle the Java version of this build.
+    if (System.getProperty('java.version').startsWith('1.')) {
+        // Before Java 9, the runtime classes were packaged in a single jar file.
+        libraryjars "${System.getProperty('java.home')}/lib/rt.jar"
+    } else {
+        // As of Java 9, the runtime classes are packaged in modular jmod files.
+        def jmods = files { file("${System.getProperty('java.home')}/jmods").listFiles() }
+        jmods.each {
+            libraryjars it, jarfilter: '!**.jar', filter: '!module-info.class'
+        }
+    }
+}
 
 repositories {
     mavenCentral()
diff --git a/proguard.pro b/proguard.pro
new file mode 100644
index 0000000..a5bf165
--- /dev/null
+++ b/proguard.pro
@@ -0,0 +1,29 @@
+-keepattributes Signature,InnerClasses
+-keepattributes *Annotation*
+
+-keep class com.annimon.imagetagger.beans.** { *; }
+-keep class com.github.benmanes.caffeine.cache.** { *; }
+
+# Jackson 2
+-keep class com.fasterxml.jackson.databind.ObjectMapper {
+    public protected <methods>;
+}
+-dontwarn com.fasterxml.jackson.databind.**
+-keepclassmembers class * {
+     @com.fasterxml.jackson.annotation.* *;
+}
+
+# Java
+-keepclasseswithmembers public class * {
+    public static void main(java.lang.String[]);
+}
+-keepclassmembers enum  * {
+    public static **[] values();
+    public static ** valueOf(java.lang.String);
+}
+-keep class * extends javax.swing.plaf.ComponentUI {
+    public static javax.swing.plaf.ComponentUI createUI(javax.swing.JComponent);
+}
+-keepclasseswithmembers,includedescriptorclasses,allowshrinking class * {
+    native <methods>;
+}