diff --git a/main-settings/src/main/scala/sbt/std/TaskMacro.scala b/main-settings/src/main/scala/sbt/std/TaskMacro.scala
index 675e61ef0..317c3f8a0 100644
--- a/main-settings/src/main/scala/sbt/std/TaskMacro.scala
+++ b/main-settings/src/main/scala/sbt/std/TaskMacro.scala
@@ -170,25 +170,24 @@ object TaskMacro:
   ): Expr[Setting[A1]] =
     import qctx.reflect.*
     // To allow Initialize[Task[A]] in the position of += RHS, we're going to call "taskValue" automatically.
-    if TypeRepr.of[A2] <:< TypeRepr.of[Def.Initialize[Task[_]]] then
-      Type.of[A2] match
-        case '[Def.Initialize[Task[a]]] =>
-          Expr.summon[Append.Value[A1, Task[a]]] match
-            case Some(ev) =>
-              val v2 = v.asExprOf[Def.Initialize[Task[a]]]
-              '{
-                $rec.+=($v2.taskValue)(using $ev)
-              }
-            case _ =>
-              report.errorAndAbort(s"Append.Value[${Type.of[A1]}, ${Type.of[Task[a]]}] missing")
-    else
-      Expr.summon[Append.Value[A1, A2]] match
-        case Some(ev) =>
-          val init = SettingMacro.settingMacroImpl[A2](v)
-          '{
-            $rec.append1[A2]($init)(using $ev)
-          }
-        case _ => report.errorAndAbort(s"Append.Value[${Type.of[A1]}, ${Type.of[A2]}] missing")
+    Type.of[A2] match
+      case '[Def.Initialize[Task[a]]] =>
+        Expr.summon[Append.Value[A1, Task[a]]] match
+          case Some(ev) =>
+            val v2 = v.asExprOf[Def.Initialize[Task[a]]]
+            '{
+              $rec.+=($v2.taskValue)(using $ev)
+            }
+          case _ =>
+            report.errorAndAbort(s"Append.Value[${Type.of[A1]}, ${Type.of[Task[a]]}] missing")
+      case _ =>
+        Expr.summon[Append.Value[A1, A2]] match
+          case Some(ev) =>
+            val init = SettingMacro.settingMacroImpl[A2](v)
+            '{
+              $rec.append1[A2]($init)(using $ev)
+            }
+          case _ => report.errorAndAbort(s"Append.Value[${Type.of[A1]}, ${Type.of[A2]}] missing")
 
   /*
   private[this] def transformMacroImpl[A](using qctx: Quotes)(init: Expr[A])(
diff --git a/main/src/main/scala/sbt/Defaults.scala b/main/src/main/scala/sbt/Defaults.scala
index 25e39db76..38bb0083a 100644
--- a/main/src/main/scala/sbt/Defaults.scala
+++ b/main/src/main/scala/sbt/Defaults.scala
@@ -635,9 +635,9 @@ object Defaults extends BuildCommon {
     },
     unmanagedResources := (unmanagedResources / inputFileStamps).value.map(_._1.toFile),
     resourceGenerators :== Nil,
-    resourceGenerators += Def.task {
+    resourceGenerators += (Def.task {
       PluginDiscovery.writeDescriptors(discoveredSbtPlugins.value, resourceManaged.value)
-    },
+    }).taskValue,
     managedResources := generate(resourceGenerators).value,
     resources := Classpaths.concat(managedResources, unmanagedResources).value
   )