Everyday Usage homebrew upgrade after a while crashes

[fzj-jschaefer]

Output of brew config

HOMEBREW_VERSION: 5.0.16
ORIGIN: https://github.com/Homebrew/brew
HEAD: a0bd077aafa7dcdf3562fa39afd0eb70f36af08c
Last commit: 2 months ago
Branch: stable
Core tap JSON: 13 May 09:56 UTC
Core cask tap JSON: 13 May 09:56 UTC
HOMEBREW_PREFIX: /opt/homebrew
HOMEBREW_CASK_OPTS: []
HOMEBREW_DOWNLOAD_CONCURRENCY: 16
HOMEBREW_FORBID_PACKAGES_FROM_PATHS: set
HOMEBREW_MAKE_JOBS: 8
Homebrew Ruby: 3.4.8 => /opt/homebrew/Library/Homebrew/vendor/portable-ruby/3.4.8/bin/ruby
CPU: octa-core 64-bit arm_firestorm_icestorm
Clang: 17.0.0 build 1700
Git: 2.50.1 => /Library/Developer/CommandLineTools/usr/bin/git
Curl: 8.7.1 => /usr/bin/curl
macOS: 15.7.4-arm64
CLT: 26.1.0.0.1.1761104275
Xcode: N/A
Rosetta 2: false

Output of brew doctor

Please note that these warnings are just used to help the Homebrew maintainers
with debugging if you file an issue. If everything you use Homebrew for is
working fine: please don't worry or file an issue; just ignore this. Thanks!

Warning: /usr/bin occurs before /opt/homebrew/bin in your PATH.
This means that system-provided programs will be used instead of those
provided by Homebrew. Consider setting your PATH so that
/opt/homebrew/bin occurs before /usr/bin. Here is a one-liner:
  echo 'export PATH="/opt/homebrew/bin:$PATH"' >> ~/.zshrc

The following tools exist at both paths:
  openssl
  pip3
  python3

Description of issue

After a long time of not upgrading homebrew on my work Mac, I found it crashed in the upgrade process. I was unable to resolve this issue so for now I'm unable to upgrade. Anyone know if this is a known issue or has an idea how to fix it? Otherwise I would post it on GitHub as an issue

> brew upgrade
==> `brew cleanup` has not been run in the last 30 days, running now...
Disable this behaviour by setting `HOMEBREW_NO_INSTALL_CLEANUP=1`.
Hide these hints with `HOMEBREW_NO_ENV_HINTS=1` (see `man brew`).
Error: undefined method 'first' for nil
/opt/homebrew/Library/Homebrew/api/cask.rb:181:in 'block in Homebrew::API::Cask.generate_cask_struct_hash'
/opt/homebrew/Library/Homebrew/api/cask.rb:162:in 'Hash#to_h'
/opt/homebrew/Library/Homebrew/api/cask.rb:162:in 'Homebrew::API::Cask.generate_cask_struct_hash'
/opt/homebrew/Library/Homebrew/cask/cask_loader.rb:358:in 'Cask::CaskLoader::FromAPILoader#load'
/opt/homebrew/Library/Homebrew/cask/cask_loader.rb:509:in 'Cask::CaskLoader.load'
/opt/homebrew/Library/Homebrew/cleanup.rb:90:in 'Homebrew::Cleanup.stale_api_source?'
/opt/homebrew/Library/Homebrew/cleanup.rb:64:in 'Homebrew::Cleanup.stale?'
/opt/homebrew/Library/Homebrew/cleanup.rb:523:in 'block in Homebrew::Cleanup#cleanup_cache'
/opt/homebrew/Library/Homebrew/cleanup.rb:505:in 'Array#each'
/opt/homebrew/Library/Homebrew/cleanup.rb:505:in 'Homebrew::Cleanup#cleanup_cache'
/opt/homebrew/Library/Homebrew/cleanup.rb:350:in 'Homebrew::Cleanup#clean!'
/opt/homebrew/Library/Homebrew/cleanup.rb:331:in 'Homebrew::Cleanup.periodic_clean!'
/opt/homebrew/Library/Homebrew/cmd/upgrade.rb:171:in 'Homebrew::Cmd::UpgradeCmd#run'
/opt/homebrew/Library/Homebrew/brew.rb:102:in '<main>'
Please report this issue:
  https://docs.brew.sh/Troubleshooting

[ZhongRuoyu]

HOMEBREW_VERSION: 5.0.16
ORIGIN: https://github.com/Homebrew/brew
HEAD: a0bd077aafa7dcdf3562fa39afd0eb70f36af08c
Last commit: 2 months ago

Your Homebrew is outdated. Please run brew update first.

[fzj-jschaefer]

Silly mistake, thank you. That fixed everything.