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Fix the flakey UDP channel tests #20729

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Fix the flakey UDP channel tests #20729

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@zeroSteiner zeroSteiner commented Nov 26, 2025 •
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Should fix most of the Meterpreter acceptance tests. This whole things was a giant exercise in CI whack a mole where almost all of the issues were related to the runners and not actually in Meterpreter.

Requires rapid7/metasploit-payloads#787 for the one issue that was due to Meterpreter.

  • Drops PHP 5 from the test suite, for whatever reason it's not working on Windows despite working locally
  • Updates the mac runners from 13 to 15 to fix PHP
    • Drops the railgun tests on the mac runners because they're ARM now and railgun doesn't support ARM
  • Drops Java 8, Java 8 isn't installing on the new mac runners
  • Adds Java 11 as an older version for testing

@zeroSteiner zeroSteiner force-pushed the fix/issue/socket-channels-udp-flakies branch 3 times, most recently from 61489f0 to d733ed8 Compare December 1, 2025 20:13
@zeroSteiner zeroSteiner mentioned this pull request Dec 3, 2025
Merged
@zeroSteiner zeroSteiner force-pushed the fix/issue/socket-channels-udp-flakies branch from d733ed8 to 2bbcd7d Compare December 3, 2025 16:21
@smcintyre-r7 smcintyre-r7 added the payload-testing-branch Runs framework and custom payloads PRs - https://github.com/rapid7/metasploit-framework/pull/19390 label Dec 3, 2025
@zeroSteiner zeroSteiner force-pushed the fix/issue/socket-channels-udp-flakies branch from 2bbcd7d to 29cdc8c Compare December 3, 2025 17:30
@zeroSteiner zeroSteiner force-pushed the fix/issue/socket-channels-udp-flakies branch from 29cdc8c to da91209 Compare December 3, 2025 22:04
@zeroSteiner zeroSteiner changed the title Fix the flakey UDP channel teests Fix the flakey UDP channel tests Dec 4, 2025
@zeroSteiner zeroSteiner force-pushed the fix/issue/socket-channels-udp-flakies branch 8 times, most recently from b25ab8c to 98a21b0 Compare December 5, 2025 21:30
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zeroSteiner commented Dec 5, 2025 •
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The PHP setup task for 7.4 and 8.3 on macos 13 are failing with this output when run with setup-php@verbose. I'm noting this here because it takes a long time to run and is important debug output as we try and figure out what the issue is with this particular matrix config. Upgrading the runner to macos-15 did not fix the error, it raised a new one instead.

PHP Setup Error with macos-13 Runner

https://github.com/rapid7/metasploit-framework/actions/runs/19974896801/job/57288717145?pr=20729

/bin/bash /Users/runner/work/_actions/shivammathur/setup-php/verbose/src/scripts/run.sh
==> Setup PHP
From https://github.com/Homebrew/brew
 * branch                  main       -> FETCH_HEAD
   31fb2adc84..e0d83cebc2  main       -> origin/main
HEAD is now at e0d83cebc2 Merge pull request #21180 from Homebrew/test-typed-strict
From https://github.com/Homebrew/homebrew-core
 * branch                    main       -> FETCH_HEAD
   2e821e2d8ae..0da38834836  main       -> origin/main
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HEAD is now at 0da38834836 Merge pull request #257243 from Homebrew/bump-bruno-cli-2.15.1
==> Downloading https://ghcr.io/v2/homebrew/core/portable-ruby/blobs/sha256:b48c918b7693c6d27e8027dc803a18cf64ddce49552fb45d88f3cabb9eead0fd
#=#=#                                                                          
##O#-#                                                                         
######################################################################## 100.0%
==> Pouring portable-ruby-3.4.7.catalina.bottle.tar.gz
Warning: You are using macOS 13.
We (and Apple) do not provide support for this old version.
You may have better luck with MacPorts which supports older versions of macOS:
  https://www.macports.org

This is a Tier 3 configuration:
  https://docs.brew.sh/Support-Tiers#tier-3
You can report Tier 3 unrelated issues to Homebrew/* repositories!
Read the above document before opening any issues or PRs.


==> Fetching downloads for: [email protected]
✔︎ Bottle Manifest ca-certificates (2025-12-02)
✔︎ Bottle ca-certificates (2025-12-02)
✔︎ Formula openssl@3 (3.6.0)
✔︎ Formula cmake (4.2.0)
✔︎ Formula brotli (1.2.0)
✔︎ Formula libnghttp2 (1.68.0)
✔︎ Formula pcre2 (10.47)
✔︎ Formula httpd (2.4.66)
✔︎ Bottle Manifest aspell (0.60.8.1_1)
✔︎ Bottle aspell (0.60.8.1_1)
✔︎ Formula libnghttp3 (1.13.1)
✔︎ Formula libngtcp2 (1.18.0)
✔︎ Formula curl (8.17.0)
✔︎ Formula unixodbc (2.3.14)
✔︎ Formula freetds (1.5.10)
✔︎ Bottle Manifest gnu-sed (4.9)
✔︎ Bottle gnu-sed (4.9)
✔︎ Formula libpng (1.6.51)
✔︎ Formula freetype (2.14.1)
✔︎ Formula libunistring (1.4.1)
✔︎ Formula gettext (0.26)
✔︎ Formula imath (3.2.2)
✔︎ Formula libtiff (4.7.1)
✔︎ Formula libdeflate (1.25)
✔︎ Formula openjph (0.25.3)
✔︎ Formula openexr (3.4.4)
✔︎ Formula ninja (1.13.2)
✔︎ Formula sqlite (3.51.1)
✔︎ Bottle Manifest lzip (1.25)
✔︎ Bottle lzip (1.25)
✔︎ Formula expat (2.7.3)
✔︎ Resource [email protected]
✔︎ Resource [email protected]
✔︎ Resource [email protected]
✔︎ Patch 3.13-sysconfig.diff
✔︎ Formula [email protected] (3.14.1)
✔︎ Bottle Manifest meson (1.9.2)
✔︎ Bottle meson (1.9.2)
✔︎ Formula nasm (3.01)
✔︎ Formula dav1d (1.5.2)
✔︎ Formula icu4c@78 (78.1)
✔︎ Bottle Manifest docbook (5.1_1)
✔︎ Bottle docbook (5.1_1)
✔︎ Bottle Manifest docbook-xsl (1.79.2_1)
✔︎ Formula libpq (18.1)
✔︎ Bottle Manifest make (4.4.1)
✔︎ Bottle make (4.4.1)
✔︎ Patch gcc-15.1.0.diff
✔︎ Bottle docbook-xsl (1.79.2_1)
✔︎ Formula gcc (15.2.0)
==> Installing [email protected] from shivammathur/php
==> Installing dependencies for shivammathur/php/[email protected]: ca-certificates, openssl@3, cmake, brotli, libnghttp2, pcre2, httpd, aspell, libnghttp3, libngtcp2, curl, unixodbc, freetds, gnu-sed, libpng, freetype, libunistring, gettext, imath, libtiff, libdeflate, openjph, openexr, ninja, sqlite, lzip, expat, [email protected], meson, nasm, dav1d, icu4c@78, docbook, docbook-xsl, libpq, make and gcc
==> Installing shivammathur/php/[email protected] dependency: ca-certificates
==> Pouring ca-certificates--2025-12-02.all.bottle.tar.gz
==> Regenerating CA certificate bundle from keychain, this may take a while...
🍺  /usr/local/Cellar/ca-certificates/2025-12-02: 4 files, 236.4KB
==> Installing shivammathur/php/[email protected] dependency: openssl@3
==> perl ./Configure --prefix=/usr/local/Cellar/openssl@3/3.6.0 --openssldir=/us
==> make
==> make install MANDIR=/usr/local/Cellar/openssl@3/3.6.0/share/man MANSUFFIX=ss
==> make HARNESS_JOBS=4 test TESTS=-test_afalg
Warning: These files were overwritten during the `brew link` step:
/usr/local/bin/openssl
They have been backed up to: /Users/runner/Library/Caches/Homebrew/Backup
==> Summary
🍺  /usr/local/Cellar/openssl@3/3.6.0: 7,600 files, 38MB, built in 11 minutes 7 seconds
==> Installing shivammathur/php/[email protected] dependency: cmake
==> ./bootstrap --prefix=/usr/local/Cellar/cmake/4.2.0 --no-system-libs --parall
==> make
==> make install
🍺  /usr/local/Cellar/cmake/4.2.0: 4,016 files, 69.0MB, built in 12 minutes 38 seconds
==> Installing shivammathur/php/[email protected] dependency: brotli
==> cmake -S . -B build -DCMAKE_INSTALL_RPATH=@loader_path/../lib
==> cmake --build build --verbose
==> ctest --test-dir build --verbose
==> cmake --install build
==> cmake -S . -B build-static -DBUILD_SHARED_LIBS=OFF
==> cmake --build build-static
🍺  /usr/local/Cellar/brotli/1.2.0: 33 files, 1.9MB, built in 17 seconds
==> Installing shivammathur/php/[email protected] dependency: libnghttp2
==> ./configure --enable-lib-only
==> make -C lib
==> make -C lib install
🍺  /usr/local/Cellar/libnghttp2/1.68.0: 14 files, 774.2KB, built in 34 seconds
==> Installing shivammathur/php/[email protected] dependency: pcre2
==> ./configure --enable-pcre2-16 --enable-pcre2-32 --enable-pcre2grep-libz --en
==> make
==> make install
🍺  /usr/local/Cellar/pcre2/10.47: 244 files, 7.5MB, built in 42 seconds
==> Installing shivammathur/php/[email protected] dependency: httpd
==> ./configure --enable-layout=Slackware-FHS --sbindir=/usr/local/Cellar/httpd/
==> make
==> make install
🍺  /usr/local/Cellar/httpd/2.4.66: 1,630 files, 33.2MB, built in 1 minute 56 seconds
==> Installing shivammathur/php/[email protected] dependency: aspell
==> Pouring aspell--0.60.8.1_1.ventura.bottle.tar.gz
🍺  /usr/local/Cellar/aspell/0.60.8.1_1: 768 files, 338.5MB
==> Installing shivammathur/php/[email protected] dependency: libnghttp3
==> cmake -S . -B build -DENABLE_LIB_ONLY=1
==> cmake --build build
==> cmake --install build
🍺  /usr/local/Cellar/libnghttp3/1.13.1: 20 files, 590.9KB, built in 9 seconds
==> Installing shivammathur/php/[email protected] dependency: libngtcp2
==> ./configure --disable-silent-rules
==> make install
🍺  /usr/local/Cellar/libngtcp2/1.18.0: 21 files, 1.3MB, built in 29 seconds
==> Installing shivammathur/php/[email protected] dependency: curl
==> ./configure --disable-silent-rules --with-ssl=/usr/local/opt/openssl@3 --wit
==> make install
==> make install -C scripts
🍺  /usr/local/Cellar/curl/8.17.0: 551 files, 4.6MB, built in 2 minutes 6 seconds
==> Installing shivammathur/php/[email protected] dependency: unixodbc
==> ./configure --disable-gui --enable-static --sysconfdir=/usr/local/etc
==> make install
🍺  /usr/local/Cellar/unixodbc/2.3.14: 46 files, 2.2MB, built in 1 minute 20 seconds
==> Installing shivammathur/php/[email protected] dependency: freetds
==> ./configure --with-tdsver=7.3 --mandir=/usr/local/Cellar/freetds/1.5.10/shar
==> make
==> make install
🍺  /usr/local/Cellar/freetds/1.5.10: 1,417 files, 16.6MB, built in 1 minute 11 seconds
==> Installing shivammathur/php/[email protected] dependency: gnu-sed
==> Pouring gnu-sed--4.9.ventura.bottle.3.tar.gz
🍺  /usr/local/Cellar/gnu-sed/4.9: 13 files, 646KB
==> Installing shivammathur/php/[email protected] dependency: libpng
==> ./configure --disable-silent-rules
==> make
==> make test
==> make
==> make install
🍺  /usr/local/Cellar/freetype/2.14.1_1: 68 files, 2.8MB, built in 24 seconds
==> Installing shivammathur/php/[email protected] dependency: libunistring
==> ./configure --disable-silent-rules
Error: The operation was canceled.

https://github.com/rapid7/metasploit-framework/actions/runs/19976548277/job/57294121174?pr=20729

This occurred in the Setup Ruby task:

> bundle install
/Users/runner/hostedtoolcache/Ruby/3.4.3/arm64/bin/bundle config --local path /Users/runner/work/metasploit-framework/metasploit-framework/metasploit-framework/vendor/bundle
/Users/runner/hostedtoolcache/Ruby/3.4.3/arm64/bin/bundle config --local deployment true
Cache key: setup-ruby-bundler-cache-v6-macos-15-arm64-ruby-3.4.3-wd-/Users/runner/work/metasploit-framework/metasploit-framework/metasploit-framework-with--without-coverage development-only--v-5-Gemfile.lock-112c4e0c37d8455c107bf642a99e9775d0cc8a6a6005e255c33034edf5bf25d8
Warning: Cache not found for keys: setup-ruby-bundler-cache-v6-macos-15-arm64-ruby-3.4.3-wd-/Users/runner/work/metasploit-framework/metasploit-framework/metasploit-framework-with--without-coverage development-only--v-5-Gemfile.lock-112c4e0c37d8455c107bf642a99e9775d0cc8a6a6005e255c33034edf5bf25d8, setup-ruby-bundler-cache-v6-macos-15-arm64-ruby-3.4.3-wd-/Users/runner/work/metasploit-framework/metasploit-framework/metasploit-framework-with--without-coverage development-only--v-5-Gemfile.lock-
/Users/runner/hostedtoolcache/Ruby/3.4.3/arm64/bin/bundle install --jobs 4
Fetching gem metadata from https://rubygems.org/..........
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Installing rake 13.3.0
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Gem::Ext::BuildError: ERROR: Failed to build gem native extension.

current directory:
/Users/runner/work/metasploit-framework/metasploit-framework/metasploit-framework/vendor/bundle/ruby/3.4.0/gems/pg-1.5.9/ext
/Users/runner/hostedtoolcache/Ruby/3.4.3/arm64/bin/ruby extconf.rb
Calling libpq with GVL unlocked
checking for pg_config... no
checking for libpq per pkg-config... no
Using libpq from 
checking for libpq-fe.h... no
Can't find the 'libpq-fe.h header
*****************************************************************************

Unable to find PostgreSQL client library.

Please install libpq or postgresql client package like so:
  brew install libpq

or try again with:
  gem install pg -- --with-pg-config=/path/to/pg_config

or set library paths manually with:
gem install pg -- --with-pg-include=/path/to/libpq-fe.h/
--with-pg-lib=/path/to/libpq.so/

*** extconf.rb failed ***
Could not create Makefile due to some reason, probably lack of necessary
libraries and/or headers.  Check the mkmf.log file for more details.  You may
need configuration options.

Provided configuration options:
	--with-opt-dir
	--without-opt-dir
	--with-opt-include=${opt-dir}/include
	--without-opt-include
	--with-opt-lib=${opt-dir}/lib
	--without-opt-lib
	--with-make-prog
	--without-make-prog
	--srcdir=.
	--curdir
	--ruby=/Users/runner/hostedtoolcache/Ruby/3.4.3/arm64/bin/$(RUBY_BASE_NAME)
	--with-pg
	--without-pg
	--enable-gvl-unlock
	--disable-gvl-unlock
	--enable-windows-cross
	--disable-windows-cross
	--with-pg-config
	--without-pg-config
	--with-pg_config
	--without-pg_config
	--with-libpq-dir
	--without-libpq-dir
	--with-libpq-include=${libpq-dir}/include
	--without-libpq-include
	--with-libpq-lib=${libpq-dir}/lib
	--without-libpq-lib
	--with-libpq-config
	--without-libpq-config
	--with-pkg-config
	--without-pkg-config
	--with-pg-dir
	--without-pg-dir
	--with-pg-include=${pg-dir}/include
	--without-pg-include
	--with-pg-lib=${pg-dir}/lib
	--without-pg-lib

To see why this extension failed to compile, please check the mkmf.log which can
be found here:

/Users/runner/work/metasploit-framework/metasploit-framework/metasploit-framework/vendor/bundle/ruby/3.4.0/extensions/arm64-darwin-23/3.4.0/pg-1.5.9/mkmf.log

extconf failed, exit code 1

Gem files will remain installed in
/Users/runner/work/metasploit-framework/metasploit-framework/metasploit-framework/vendor/bundle/ruby/3.4.0/gems/pg-1.5.9
for inspection.
Results logged to
/Users/runner/work/metasploit-framework/metasploit-framework/metasploit-framework/vendor/bundle/ruby/3.4.0/extensions/arm64-darwin-23/3.4.0/pg-1.5.9/gem_make.out

/Users/runner/hostedtoolcache/Ruby/3.4.3/arm64/lib/ruby/3.4.0/rubygems/ext/builder.rb:126:in
'Gem::Ext::Builder.run'
/Users/runner/hostedtoolcache/Ruby/3.4.3/arm64/lib/ruby/3.4.0/rubygems/ext/ext_conf_builder.rb:30:in
'Gem::Ext::ExtConfBuilder.build'
/Users/runner/hostedtoolcache/Ruby/3.4.3/arm64/lib/ruby/3.4.0/rubygems/ext/builder.rb:195:in
'Gem::Ext::Builder#build_extension'
/Users/runner/hostedtoolcache/Ruby/3.4.3/arm64/lib/ruby/3.4.0/rubygems/ext/builder.rb:229:in
'block in Gem::Ext::Builder#build_extensions'
/Users/runner/hostedtoolcache/Ruby/3.4.3/arm64/lib/ruby/3.4.0/rubygems/ext/builder.rb:226:in
'Array#each'
/Users/runner/hostedtoolcache/Ruby/3.4.3/arm64/lib/ruby/3.4.0/rubygems/ext/builder.rb:226:in
'Gem::Ext::Builder#build_extensions'
/Users/runner/hostedtoolcache/Ruby/3.4.3/arm64/lib/ruby/3.4.0/rubygems/installer.rb:844:in
'Gem::Installer#build_extensions'
/Users/runner/hostedtoolcache/Ruby/3.4.3/arm64/lib/ruby/gems/3.4.0/gems/bundler-2.5.22/lib/bundler/rubygems_gem_installer.rb:109:in
'Bundler::RubyGemsGemInstaller#build_extensions'
/Users/runner/hostedtoolcache/Ruby/3.4.3/arm64/lib/ruby/gems/3.4.0/gems/bundler-2.5.22/lib/bundler/rubygems_gem_installer.rb:28:in
'Bundler::RubyGemsGemInstaller#install'
/Users/runner/hostedtoolcache/Ruby/3.4.3/arm64/lib/ruby/gems/3.4.0/gems/bundler-2.5.22/lib/bundler/source/rubygems.rb:205:in
'Bundler::Source::Rubygems#install'
/Users/runner/hostedtoolcache/Ruby/3.4.3/arm64/lib/ruby/gems/3.4.0/gems/bundler-2.5.22/lib/bundler/installer/gem_installer.rb:55:in
'Bundler::GemInstaller#install'
/Users/runner/hostedtoolcache/Ruby/3.4.3/arm64/lib/ruby/gems/3.4.0/gems/bundler-2.5.22/lib/bundler/installer/gem_installer.rb:17:in
'Bundler::GemInstaller#install_from_spec'
/Users/runner/hostedtoolcache/Ruby/3.4.3/arm64/lib/ruby/gems/3.4.0/gems/bundler-2.5.22/lib/bundler/installer/parallel_installer.rb:133:in
'Bundler::ParallelInstaller#do_install'
/Users/runner/hostedtoolcache/Ruby/3.4.3/arm64/lib/ruby/gems/3.4.0/gems/bundler-2.5.22/lib/bundler/installer/parallel_installer.rb:124:in
'block in Bundler::ParallelInstaller#worker_pool'
/Users/runner/hostedtoolcache/Ruby/3.4.3/arm64/lib/ruby/gems/3.4.0/gems/bundler-2.5.22/lib/bundler/worker.rb:62:in
'Bundler::Worker#apply_func'
/Users/runner/hostedtoolcache/Ruby/3.4.3/arm64/lib/ruby/gems/3.4.0/gems/bundler-2.5.22/lib/bundler/worker.rb:57:in
'block in Bundler::Worker#process_queue'
  <internal:kernel>:168:in 'Kernel#loop'
/Users/runner/hostedtoolcache/Ruby/3.4.3/arm64/lib/ruby/gems/3.4.0/gems/bundler-2.5.22/lib/bundler/worker.rb:54:in
'Bundler::Worker#process_queue'
/Users/runner/hostedtoolcache/Ruby/3.4.3/arm64/lib/ruby/gems/3.4.0/gems/bundler-2.5.22/lib/bundler/worker.rb:90:in
'block (2 levels) in Bundler::Worker#create_threads'

An error occurred while installing pg (1.5.9), and Bundler cannot continue.

In Gemfile:
  metasploit-framework was resolved to 6.4.102, which depends on
    metasploit-credential was resolved to 6.0.19, which depends on
      metasploit_data_models was resolved to 6.0.9, which depends on
        pg
Error: The process '/Users/runner/hostedtoolcache/Ruby/3.4.3/arm64/bin/bundle' failed with exit code 5

@zeroSteiner zeroSteiner force-pushed the fix/issue/socket-channels-udp-flakies branch 2 times, most recently from 27c6d12 to 8fa1c94 Compare December 5, 2025 22:46
@zeroSteiner zeroSteiner force-pushed the fix/issue/socket-channels-udp-flakies branch from 4f10407 to eb001b8 Compare December 8, 2025 19:01
@zeroSteiner zeroSteiner marked this pull request as ready for review December 8, 2025 20:45
@zeroSteiner zeroSteiner force-pushed the fix/issue/socket-channels-udp-flakies branch from f1feb91 to 7c57c88 Compare December 8, 2025 21:23
@zeroSteiner zeroSteiner mentioned this pull request Dec 8, 2025
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payload-testing-branch Runs framework and custom payloads PRs - https://github.com/rapid7/metasploit-framework/pull/19390

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@zeroSteiner @smcintyre-r7