diff --git a/git-p4.py b/git-p4.py
index 3991e7d1a7..60c73b6a37 100755
--- a/git-p4.py
+++ b/git-p4.py
@@ -1160,13 +1160,11 @@ class LargeFileSystem(object):
             if contentsSize <= gitConfigInt('git-p4.largeFileCompressedThreshold'):
                 return False
             contentTempFile = self.generateTempFile(contents)
-            compressedContentFile = tempfile.NamedTemporaryFile(prefix='git-p4-large-file', delete=False)
-            zf = zipfile.ZipFile(compressedContentFile.name, mode='w')
-            zf.write(contentTempFile, compress_type=zipfile.ZIP_DEFLATED)
-            zf.close()
-            compressedContentsSize = zf.infolist()[0].compress_size
+            compressedContentFile = tempfile.NamedTemporaryFile(prefix='git-p4-large-file', delete=True)
+            with zipfile.ZipFile(compressedContentFile, mode='w') as zf:
+                zf.write(contentTempFile, compress_type=zipfile.ZIP_DEFLATED)
+                compressedContentsSize = zf.infolist()[0].compress_size
             os.remove(contentTempFile)
-            os.remove(compressedContentFile.name)
             if compressedContentsSize > gitConfigInt('git-p4.largeFileCompressedThreshold'):
                 return True
         return False
@@ -3525,8 +3523,9 @@ class P4Sync(Command, P4UserMap):
         self.updateOptionDict(details)
         try:
             self.commit(details, self.extractFilesFromCommit(details), self.branch)
-        except IOError:
+        except IOError as err:
             print("IO error with git fast-import. Is your git version recent enough?")
+            print("IO error details: {}".format(err))
             print(self.gitError.read())
 
     def openStreams(self):