[ruby-core:121179] [Ruby master Bug#21104] Net::HTTP connections failing in Ruby >= 3.4.0 on macOS with Happy Eyeballs enabled

Issue #21104 has been updated by shioimm (Misaki Shioi).


@radarek
Thank you very much for your cooperation.
Based on the information you provided, it seems almost certain that this issue occurs only on a specific host machine.
(An interesting point is that `ECONNRESET` does not occur at the moment when a connected Socket object is obtained via `TCPSocket.open`, but rather when attempting to call `SSL_connect` or `write`, at which point an exception is raised.)

Apart from the fact that Zscaler is being used on the Mac where the issue does not occur, is there anything else you can think of that might be different between the two machines in terms of network configuration?
Additionally, could you provide the OS versions of both machines?

One more request but if possible, could you try booting the Mac where the issue occurs in Safe Mode and check whether the script that triggers the issue runs successfully? Since Safe Mode disables third-party extensions and some system optimizations, it may help us to determine whether this issue is caused by an external factor such as a network extension.

----------------------------------------
Bug #21104: Net::HTTP connections failing in Ruby >= 3.4.0 on macOS with Happy Eyeballs enabled
https://bugs.ruby-lang.org/issues/21104#change-112117

* Author: mjt58 (Mike Thompson)
* Status: Open
* ruby -v: ruby 3.4.1 (2024-12-25 revision 48d4efcb85) +PRISM [arm64-darwin24]
* Backport: 3.1: UNKNOWN, 3.2: UNKNOWN, 3.3: UNKNOWN, 3.4: UNKNOWN
----------------------------------------
A project I work on recently upgraded Ruby to 3.4.1 from 3.3.5. Following the upgrade, and when running locally on my Mac, all attempts to connect to an external service within the project over http(s) fail.

We use `mise` for managing development tool dependencies, including Ruby, and I am using macOS 15.3.

For example running something as simple as:
```
require 'net/http'
puts Net::HTTP.get(URI('https://bbc.co.uk'))
```

Will fail with the following stack trace:
```
/path/to/.local/share/mise/installs/ruby/3.4.1/lib/ruby/3.4.0/net/protocol.rb:46:in 'OpenSSL::SSL::SSLSocket#connect_nonblock': Connection reset by peer - SSL_connect (Errno::ECONNRESET)
	from /path/to/.local/share/mise/installs/ruby/3.4.1/lib/ruby/3.4.0/net/protocol.rb:46:in 'Net::Protocol#ssl_socket_connect'
	from /path/to/.local/share/mise/installs/ruby/3.4.1/lib/ruby/3.4.0/net/http.rb:1736:in 'Net::HTTP#connect'
	from /path/to/.local/share/mise/installs/ruby/3.4.1/lib/ruby/3.4.0/net/http.rb:1636:in 'Net::HTTP#do_start'
	from /path/to/.local/share/mise/installs/ruby/3.4.1/lib/ruby/3.4.0/net/http.rb:1625:in 'Net::HTTP#start'
	from /path/to/.local/share/mise/installs/ruby/3.4.1/lib/ruby/3.4.0/net/http.rb:1064:in 'Net::HTTP.start'
	from /path/to/.local/share/mise/installs/ruby/3.4.1/lib/ruby/3.4.0/net/http.rb:824:in 'Net::HTTP.get_response'
	from /path/to/.local/share/mise/installs/ruby/3.4.1/lib/ruby/3.4.0/net/http.rb:805:in 'Net::HTTP.get'
	from request.rb:2:in '<main>'
```

I tried different versions of Ruby and confirmed that the issue appears with 3.4.0. After reading the release notes for this version, I tried setting `RUBY_TCP_NO_FAST_FALLBACK=1` and this worked, allowing me to work around the problem.

This issue has also been encountered by others, please see:
https://github.com/rubygems/rubygems/issues/8390



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