diff --git a/gradle-plugin/src/main/kotlin/xyz/wagyourtail/jvmdg/gradle/flags/DowngradeFlags.kt b/gradle-plugin/src/main/kotlin/xyz/wagyourtail/jvmdg/gradle/flags/DowngradeFlags.kt
index a51cf0ee..36309c23 100644
--- a/gradle-plugin/src/main/kotlin/xyz/wagyourtail/jvmdg/gradle/flags/DowngradeFlags.kt
+++ b/gradle-plugin/src/main/kotlin/xyz/wagyourtail/jvmdg/gradle/flags/DowngradeFlags.kt
@@ -97,7 +97,7 @@ interface DowngradeFlags : TransformParameters {
 
 fun DowngradeFlags.toFlags(): Flags {
     val flags = Flags()
-    flags.api = apiJar.orNull?.toSet()
+    flags.api = apiJar.orNull
     flags.quiet = quiet.getOrElse(false)
     flags.logAnsiColors = logAnsiColors.getOrElse(true)
     flags.logLevel = Logger.Level.valueOf(logLevel.getOrElse("INFO").uppercase())
diff --git a/src/main/java/xyz/wagyourtail/jvmdg/cli/Flags.java b/src/main/java/xyz/wagyourtail/jvmdg/cli/Flags.java
index 1fd514c9..b5d271f4 100644
--- a/src/main/java/xyz/wagyourtail/jvmdg/cli/Flags.java
+++ b/src/main/java/xyz/wagyourtail/jvmdg/cli/Flags.java
@@ -21,6 +21,7 @@
 import java.security.MessageDigest;
 import java.util.Collections;
 import java.util.HashSet;
+import java.util.List;
 import java.util.Map;
 import java.util.Set;
 import java.util.TreeMap;
@@ -36,7 +37,7 @@ public class Flags {
     /**
      * sets the api jar to use, if null will attempt to automatically find it
      */
-    public Set<File> api = null;
+    public List<File> api = null;
 
     /**
      * sets the log level to {@link Logger.Level#FATAL}
diff --git a/src/main/java/xyz/wagyourtail/jvmdg/cli/Main.java b/src/main/java/xyz/wagyourtail/jvmdg/cli/Main.java
index 16e64262..362ae1c3 100644
--- a/src/main/java/xyz/wagyourtail/jvmdg/cli/Main.java
+++ b/src/main/java/xyz/wagyourtail/jvmdg/cli/Main.java
@@ -97,7 +97,7 @@ public static void main(String[] args) throws IOException, ClassNotFoundExceptio
                     }
                     break;
                 case "--api":
-                    Set<File> api = new HashSet<>();
+                    List<File> api = new ArrayList<>();
                     for (String[] s : entry.getValue()) {
                         for (String string : s) {
                             String[] split = string.split(File.pathSeparator);
diff --git a/src/test/java/xyz/wagyourtail/jvmdg/test/integration/ClassRunner.java b/src/test/java/xyz/wagyourtail/jvmdg/test/integration/ClassRunner.java
index 2477b43f..0222dafb 100644
--- a/src/test/java/xyz/wagyourtail/jvmdg/test/integration/ClassRunner.java
+++ b/src/test/java/xyz/wagyourtail/jvmdg/test/integration/ClassRunner.java
@@ -69,7 +69,7 @@ private static <T, U> Stream<Map.Entry<T, U>> zip(Stream<T> a, Stream<U> b) {
     private static Stream<FlagsAndRunner> flags() {
         Flags flags = ClassRunner.flags.copy();
         flags.quiet = true;
-        flags.api = Set.of(javaApi.toFile());
+        flags.api = List.of(javaApi.toFile());
 
         return Stream.of(
             new FlagsAndRunner(flags.copy(e -> e.classVersion = JavaRunner.JavaVersion.V1_8.toOpcode()), JavaRunner.JavaVersion.V1_8)