after doing pants cache clean up, we are running into this

Compiling with an SDK that doesn't seem to exist: /Library/Developer/CommandLineTools/SDKs/MacOSX10.14.sdk
Please check your Xcode installation

these are the available SDKs on the user machinne

$ ls -lrt /Library/Developer/CommandLineTools/SDKs 

total 0
drwxr-xr-x  8 root  wheel  256 Jul  9  2020 MacOSX10.15.sdk
drwxr-xr-x  7 root  wheel  224 Nov 30 07:33 MacOSX11.1.sdk
lrwxr-xr-x  1 root  wheel   14 Dec 23 09:54 MacOSX.sdk -> MacOSX11.1.sdk

Seems like some caching issue somewhere, any leads?

pants -v 1.11.0

Huh, what command are you running? I'm not as familiar with v1 but I wouldn't expect macOSX.sdk to be used by anything

After clearing pants cache, we are just running

./pants test <python-target>