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This happens when symlinks are enabled under Windows. This doesn't affect any buildbots since they don't run the tests as administrator (or they are not recent enough to have symlink support):
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FAIL: test_copymode_follow_symlinks (test.test_shutil.TestShutil)
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Traceback (most recent call last):
 File "C:\t\cpython\lib\test\test_shutil.py", line 193, in test_copymode_follow
_symlinks
 self.assertEqual(os.stat(src).st_mode, os.stat(dst).st_mode)
AssertionError: 33206 != 33060
======================================================================
FAIL: test_move_dangling_symlink (test.test_shutil.TestMove)
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Traceback (most recent call last):
 File "C:\t\cpython\lib\test\test_shutil.py", line 58, in wrap
 return func(*args, **kwargs)
 File "C:\t\cpython\lib\test\test_shutil.py", line 1136, in test_move_dangling_
symlink
 self.assertEqual(os.path.realpath(src), os.path.realpath(dst_link))
AssertionError: 'c:\\users\\antoine\\appdata\\local\\temp\\tmp8bl4eu\\baz' != 'c
:\\users\\antoine\\appdata\\local\\temp\\tmplc6h2h\\quux'
- c:\users\antoine\appdata\local\temp\tmp8bl4eu\baz
? -- ^^ ^^^^
+ c:\users\antoine\appdata\local\temp\tmplc6h2h\quux
? ^^^^^^^ ^^

(tests were added in #12715 and #9993)

Error in test_copymode_follow_symlinks is adderessed in #15411.

Error in test_move_dangling_symlink is fixed by #9949 

Ping?

Pong? I understand we have to close #15411 & #9949 first? Can't help here out due to lack of Windows.

I've asked for patch reviews on #9949 and #15411.

Issue 20055 was a duplicate of this one. Both tests have been adjusted in https://github.com/python/cpython/commit/3f48ac98c04fc17f12c63dcf593dd0c19379c7df.