duffkiligan (bin)$ pwd
/usr/local/bin
duffkiligan (bin)$ ls
2to3 apollo fuzzy_match lzcmp nettle-pbkdf2 pkcs1-conv pyvenv-3.7 xzdec
2to3-3.7 asn1Coding gdbm_dump lzdiff node pod sandbox-pod xzdiff
ansible asn1Decoding gdbm_load lzegrep npm psktool sexp-conv xzegrep
ansible-config asn1Parser gdbmtool lzfgrep npx pydoc3 srptool xzfgrep
ansible-connection brew gnutls-certtool lzgrep ocsptool pydoc3.7 terraform xzgrep
ansible-console cask gnutls-cli lzless op python3 unlzma xzless
ansible-doc easy_install-3.7 gnutls-cli-debug lzma p11-kit python3-config unxz xzmore
ansible-galaxy ebrowse gnutls-serv lzmadec p11tool python3.7 wheel3
ansible-inventory emacs goldin lzmainfo packagesbuild python3.7-config xcodeproj
ansible-playbook emacs-26.1 idle3 lzmore packagesutil python3.7m xz
ansible-pull emacsclient idle3.7 nettle-hash pip3 python3.7m-config xzcat
ansible-vault etags lzcat nettle-lfib-stream pip3.7 pyvenv xzcmp
duffkiligan (bin)$ sw_vers
ProductName: Mac OS X
ProductVersion: 10.15
BuildVersion: 19A471t
/usr/local/bin is there after the upgrade, it even contains things I have installed in it before the upgrade.