You should consider upgrading via the 'pip install --upgrade pip' command. More on discussions.apple.com

You don't need to install pip, it comes with all recent versions of Python. (But the $ in those instructions should not be typed, it's showing you that you enter the command and the prompt.) More on reddit.com

It told you exactly what to do, in plain English. More on reddit.com

What you're seeing here isn't actually an error, it's a message telling you that 'pip' has an update available (IF you want). It's a little funny because pip is usually the thing that does updating jobs, but it doesn't have the ability to update itself, because it would have to remove itself and then install the new version, but how is it going to remove itself if it's currently running? So it's giving you a hint with how to run a pip command the low level way, so that python is running without pip being in control, and that allows you to update it by removing and installing the new version. If you are on a computer that has a Windows key (the one between your Left control and left alt buttons), you can hold down WIN and press R one time to open the 'Run' menu. Then type in cmd like this and press enter or hit OK. This opens a command prompt so you can run commands. Then in the new black window, you can simply copy paste (copy the text below, and you can right click on a cmd window to paste it) the command it gave you with one small change, since there is a space in that path (commands hate spaces) you would have to add quotes to that python path to get it to work, like this . Then press enter. Full command for either 'run' or to paste into a cmd window: "C:\Program Files\ai\stable-diffusion-webui\venv\Scripts\python.exe" -m pip install --upgrade pip Assuming everything goes right python should start up, run pip to access the update logic, remove pip itself, and then install the new version, and then it won't complain anymore. More on reddit.com