There was an error checking the latest version of pip.

There could be a few reasons why you're encountering an error while checking the latest version of pip. Here are some troubleshooting steps you can try:

1. Check your internet connection. Make sure you're connected to the internet and that your connection is stable.

2. Try updating pip using the command: `python -m pip install --upgrade pip`.

3. If you're still encountering an error, try upgrading pip using the command: `python -m pip install --upgrade pip --trusted-host pypi.python.org --trusted-host files.pythonhosted.org --trusted-host pypi.org`.

4. If none of the above steps work, you can try uninstalling and then reinstalling pip using the following commands:

python -m pip uninstall pip
curl https://bootstrap.pypa.io/get-pip.py -o get-pip.py
python get-pip.py

These steps should help you troubleshoot the error and successfully check the latest version of pip.