diff --git a/common/src/commonMain/kotlin/entity/optional/Optional.kt b/common/src/commonMain/kotlin/entity/optional/Optional.kt
index 561a6bd85e7..a9e43971c4f 100644
--- a/common/src/commonMain/kotlin/entity/optional/Optional.kt
+++ b/common/src/commonMain/kotlin/entity/optional/Optional.kt
@@ -325,3 +325,8 @@ public fun Optional<Boolean>.toPrimitive(): OptionalBoolean = when (this) {
     is Value -> OptionalBoolean.Value(value)
     is Missing, is Null<*> -> OptionalBoolean.Missing
 }
+
+public fun <T> Optional<List<T>>.missingOnEmpty(): Optional<List<T>> = when (this) {
+    is Value -> if (value.isEmpty()) Missing() else this
+    is Missing, is Null<*> -> Missing()
+}
diff --git a/rest/src/commonMain/kotlin/builder/interaction/InputChatBuilders.kt b/rest/src/commonMain/kotlin/builder/interaction/InputChatBuilders.kt
index 76cc48d66ce..efa654f92ff 100644
--- a/rest/src/commonMain/kotlin/builder/interaction/InputChatBuilders.kt
+++ b/rest/src/commonMain/kotlin/builder/interaction/InputChatBuilders.kt
@@ -9,6 +9,7 @@ import dev.kord.common.entity.Permissions
 import dev.kord.common.entity.optional.Optional
 import dev.kord.common.entity.optional.delegate.delegate
 import dev.kord.common.entity.optional.mapList
+import dev.kord.common.entity.optional.missingOnEmpty
 import dev.kord.rest.json.request.ApplicationCommandCreateRequest
 import dev.kord.rest.json.request.ApplicationCommandModifyRequest
 import kotlin.contracts.InvocationKind
@@ -171,8 +172,8 @@ internal class ChatInputCreateBuilderImpl(
             state.defaultMemberPermissions,
             state.dmPermission,
             @Suppress("DEPRECATION") state.defaultPermission,
-            integrationTypes = Optional.missingOnEmpty(state.integrationTypes),
-            contexts = missingOnEmpty(state.contexts),
+            integrationTypes = state.integrationTypes.missingOnEmpty(),
+            contexts = state.contexts.missingOnEmpty(),
             nsfw = state.nsfw,
         )
 
diff --git a/rest/src/commonMain/kotlin/builder/interaction/MessageCommandBuilders.kt b/rest/src/commonMain/kotlin/builder/interaction/MessageCommandBuilders.kt
index bc118bea53c..224ea88f385 100644
--- a/rest/src/commonMain/kotlin/builder/interaction/MessageCommandBuilders.kt
+++ b/rest/src/commonMain/kotlin/builder/interaction/MessageCommandBuilders.kt
@@ -7,6 +7,7 @@ import dev.kord.common.entity.ApplicationIntegrationType
 import dev.kord.common.entity.InteractionContextType
 import dev.kord.common.entity.Permissions
 import dev.kord.common.entity.optional.delegate.delegate
+import dev.kord.common.entity.optional.missingOnEmpty
 import dev.kord.rest.json.request.ApplicationCommandCreateRequest
 import dev.kord.rest.json.request.ApplicationCommandModifyRequest
 
@@ -86,8 +87,8 @@ internal class MessageCommandCreateBuilderImpl(override var name: String) : Glob
             dmPermission = state.dmPermission,
             defaultMemberPermissions = state.defaultMemberPermissions,
             defaultPermission = @Suppress("DEPRECATION") state.defaultPermission,
-            integrationTypes = state.integrationTypes,
-            contexts = state.contexts,
+            integrationTypes = state.integrationTypes.missingOnEmpty(),
+            contexts = state.contexts.missingOnEmpty(),
             nsfw = state.nsfw,
         )
     }
diff --git a/rest/src/commonMain/kotlin/builder/interaction/UserCommandBuilders.kt b/rest/src/commonMain/kotlin/builder/interaction/UserCommandBuilders.kt
index bfead739ed1..17f4a55427e 100644
--- a/rest/src/commonMain/kotlin/builder/interaction/UserCommandBuilders.kt
+++ b/rest/src/commonMain/kotlin/builder/interaction/UserCommandBuilders.kt
@@ -7,6 +7,7 @@ import dev.kord.common.entity.ApplicationIntegrationType
 import dev.kord.common.entity.InteractionContextType
 import dev.kord.common.entity.Permissions
 import dev.kord.common.entity.optional.delegate.delegate
+import dev.kord.common.entity.optional.missingOnEmpty
 import dev.kord.rest.json.request.ApplicationCommandCreateRequest
 import dev.kord.rest.json.request.ApplicationCommandModifyRequest
 
@@ -81,8 +82,8 @@ internal class UserCommandCreateBuilderImpl(override var name: String) : GlobalU
             defaultMemberPermissions = state.defaultMemberPermissions,
             dmPermission = state.dmPermission,
             defaultPermission = @Suppress("DEPRECATION") state.defaultPermission,
-            integrationTypes = state.integrationTypes,
-            contexts = state.contexts,
+            integrationTypes = state.integrationTypes.missingOnEmpty(),
+            contexts = state.contexts.missingOnEmpty(),
             nsfw = state.nsfw,
         )
     }