diff --git a/spring-boot-project/spring-boot-tools/spring-boot-loader-tools/src/main/java/org/springframework/boot/loader/tools/SizeCalculatingEntryWriter.java b/spring-boot-project/spring-boot-tools/spring-boot-loader-tools/src/main/java/org/springframework/boot/loader/tools/SizeCalculatingEntryWriter.java
index b46e06516ea4..1fbb23b8c502 100644
--- a/spring-boot-project/spring-boot-tools/spring-boot-loader-tools/src/main/java/org/springframework/boot/loader/tools/SizeCalculatingEntryWriter.java
+++ b/spring-boot-project/spring-boot-tools/spring-boot-loader-tools/src/main/java/org/springframework/boot/loader/tools/SizeCalculatingEntryWriter.java
@@ -98,8 +98,7 @@ private static class SizeCalculatingOutputStream extends OutputStream {
 
 		private OutputStream outputStream;
 
-		SizeCalculatingOutputStream() throws IOException {
-			this.tempFile = File.createTempFile("springboot-", "-entrycontent");
+		SizeCalculatingOutputStream() {
 			this.outputStream = new ByteArrayOutputStream();
 		}
 
@@ -119,11 +118,19 @@ public void write(byte[] b, int off, int len) throws IOException {
 		}
 
 		private OutputStream convertToFileOutputStream(ByteArrayOutputStream byteArrayOutputStream) throws IOException {
+			initializeTempFile();
 			FileOutputStream fileOutputStream = new FileOutputStream(this.tempFile);
 			StreamUtils.copy(byteArrayOutputStream.toByteArray(), fileOutputStream);
 			return fileOutputStream;
 		}
 
+		private void initializeTempFile() throws IOException {
+			if (this.tempFile == null) {
+				this.tempFile = File.createTempFile("springboot-", "-entrycontent");
+				this.tempFile.deleteOnExit();
+			}
+		}
+
 		@Override
 		public void close() throws IOException {
 			this.outputStream.close();