diff --git a/modules/codegen-plugin/src/smithy4s/codegen/JsonConverters.scala b/modules/codegen-plugin/src/smithy4s/codegen/JsonConverters.scala
index c571ae3deb..20190d640a 100644
--- a/modules/codegen-plugin/src/smithy4s/codegen/JsonConverters.scala
+++ b/modules/codegen-plugin/src/smithy4s/codegen/JsonConverters.scala
@@ -61,13 +61,17 @@ private[smithy4s] object JsonConverters {
     )
 
   // format: off
-  type GenTarget = List[os.Path] :*: os.Path :*: os.Path :*: Set[FileType] :*: Boolean:*: Option[Set[String]] :*: Option[Set[String]] :*: List[String] :*: List[String] :*: List[String] :*: List[os.Path] :*: LNil
+  type GenTarget = List[os.Path] :*: String :*: String :*: Set[FileType] :*: Boolean:*: Option[Set[String]] :*: Option[Set[String]] :*: List[String] :*: List[String] :*: List[String] :*: List[os.Path] :*: LNil
   // format: on
+
+  // `output` and `resourceOutput` are intentionally serialized as strings
+  // instead paths. This is to avoid hashing the directories that are generated by smithy4s anyway
+  // See https://github.com/disneystreaming/smithy4s/issues/1495 for reference on this decision
   implicit val codegenArgsIso = LList.iso[CodegenArgs, GenTarget](
     { ca: CodegenArgs =>
       ("specs", ca.specs) :*:
-        ("output", ca.output) :*:
-        ("resourceOutput", ca.resourceOutput) :*:
+        ("output", ca.output.toString) :*:
+        ("resourceOutput", ca.resourceOutput.toString) :*:
         ("skip", ca.skip) :*:
         ("discoverModels", ca.discoverModels) :*:
         ("allowedNS", ca.allowedNS) :*:
@@ -92,8 +96,8 @@ private[smithy4s] object JsonConverters {
           (_, localJars) :*: LNil =>
         CodegenArgs(
           specs,
-          output,
-          resourceOutput,
+          os.Path(output),
+          os.Path(resourceOutput),
           skip,
           discoverModels,
           allowedNS,
diff --git a/modules/codegen-plugin/src/smithy4s/codegen/Smithy4sCodegenPlugin.scala b/modules/codegen-plugin/src/smithy4s/codegen/Smithy4sCodegenPlugin.scala
index 4f2c625ad9..c12c0a4baa 100644
--- a/modules/codegen-plugin/src/smithy4s/codegen/Smithy4sCodegenPlugin.scala
+++ b/modules/codegen-plugin/src/smithy4s/codegen/Smithy4sCodegenPlugin.scala
@@ -403,8 +403,8 @@ object Smithy4sCodegenPlugin extends AutoPlugin {
       (inputDirs ++ generatedFiles)
         .filter(_.exists())
         .toList
-    val outputPath = (conf / smithy4sOutputDir).value
-    val resourceOutputPath = (conf / smithy4sResourceDir).value
+    val outputPath = (conf / smithy4sOutputDir).value / "smithy4s"
+    val resourceOutputPath = (conf / smithy4sResourceDir).value / "smithy4s"
     val allowedNamespaces =
       (conf / smithy4sAllowedNamespaces).?.value.map(_.toSet)
     val excludedNamespaces =
@@ -424,7 +424,7 @@ object Smithy4sCodegenPlugin extends AutoPlugin {
 
     val filePaths = inputFiles.map(_.getAbsolutePath())
     val codegenArgs = CodegenArgs(
-      filePaths.map(os.Path(_)).toList,
+      filePaths.sorted.map(os.Path(_)).toList,
       output = os.Path(outputPath),
       resourceOutput = os.Path(resourceOutputPath),
       skip = skipSet,
@@ -433,8 +433,8 @@ object Smithy4sCodegenPlugin extends AutoPlugin {
       excludedNS = excludedNamespaces,
       repositories = res,
       dependencies = List.empty,
-      transformers = transforms,
-      localJars = localJars
+      transformers = transforms.sorted,
+      localJars = localJars.sorted
     )
 
     val cached =
@@ -443,14 +443,16 @@ object Smithy4sCodegenPlugin extends AutoPlugin {
       ) {
         Function.untupled {
           Tracked.lastOutput[(Boolean, CodegenArgs), Seq[File]](
-            s.cacheStoreFactory.make("output")
+            s.cacheDirectory / "smithy4s-output"
           ) { case ((inputChanged, args), outputs) =>
             if (inputChanged || outputs.isEmpty) {
+              s.log.debug("Regenerating sources since")
               val resPaths = smithy4s.codegen.Codegen
                 .generateToDisk(args)
                 .toList
               resPaths.map(path => new File(path.toString))
             } else {
+              s.log.debug("Using cached version of outputs")
               outputs.getOrElse(Seq.empty)
             }
           }