Hugo ese error lo solucione agregando a las variables de sistema el directorio donde esta instalado python y los script c:\Pythom27 y c:\Phyton27\Scripts
Traceback (most recent call last):
File "C:\Python27\Scripts\pip-script.py", line 9, in <module>
load_entry_point('pip==21.0.1', 'console_scripts', 'pip')()
File "C:\Python27\lib\site-packages\pkg_resources\__init__.py", line 542, in load_entry_point
return get_distribution(dist).load_entry_point(group, name)
File "C:\Python27\lib\site-packages\pkg_resources\__init__.py", line 2569, in load_entry_point
return ep.load()
File "C:\Python27\lib\site-packages\pkg_resources\__init__.py", line 2229, in load
return self.resolve()
File "C:\Python27\lib\site-packages\pkg_resources\__init__.py", line 2235, in resolve
module = __import__(self.module_name, fromlist=['__name__'], level=0)
File "C:\Python27\lib\site-packages\pip\_internal\cli\main.py", line 60
sys.stderr.write(f"ERROR: {exc}")
^
Si alguien puede darme una mano agradezco.
Slds