diff --git a/lib/src/main/groovy/com/jessebrault/ssg/task/SpecialPageToHtmlFileTask.groovy b/lib/src/main/groovy/com/jessebrault/ssg/task/SpecialPageToHtmlFileTask.groovy
index 22beae8..fc4eed6 100644
--- a/lib/src/main/groovy/com/jessebrault/ssg/task/SpecialPageToHtmlFileTask.groovy
+++ b/lib/src/main/groovy/com/jessebrault/ssg/task/SpecialPageToHtmlFileTask.groovy
@@ -12,6 +12,7 @@ final class SpecialPageToHtmlFileTask extends AbstractTask<SpecialPageToHtmlFile
 
         @Override
         void execute(SpecialPageToHtmlFileTask task, TaskExecutorContext context) {
+            task.output.file.createParentDirectories()
             task.output.file.write(task.output.getContent(
                     context.allTasks, context.allTypes, context.onDiagnostics
             ))
diff --git a/lib/src/main/groovy/com/jessebrault/ssg/task/TextToHtmlFileTask.groovy b/lib/src/main/groovy/com/jessebrault/ssg/task/TextToHtmlFileTask.groovy
index dae969c..f89a063 100644
--- a/lib/src/main/groovy/com/jessebrault/ssg/task/TextToHtmlFileTask.groovy
+++ b/lib/src/main/groovy/com/jessebrault/ssg/task/TextToHtmlFileTask.groovy
@@ -12,6 +12,7 @@ final class TextToHtmlFileTask extends AbstractTask<TextToHtmlFileTask> {
 
         @Override
         void execute(TextToHtmlFileTask task, TaskExecutorContext context) {
+            task.output.file.createParentDirectories()
             task.output.file.write(task.output.getContent(
                     context.allTasks, context.allTypes, context.onDiagnostics
             ))