Issue #15220 has been updated by shyouhei (Shyouhei Urabe).


Hello,

This might not exactly be what you want but I have just enabled os: osx, whose homebrew accidentally includes openssl 1.1.1.
It seems the builds are seconds slower than linux ones, but at least faster than installing openssl every time from the tarball.
Is this sufficient for you?

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Misc #15220: Adding OpenSSL 1.1.1 on Travis CI gcc-8 case
https://bugs.ruby-lang.org/issues/15220#change-74489

* Author: jaruga (Jun Aruga)
* Status: Open
* Priority: Normal
* Assignee: 
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Currently Travis CI test cases are running on OpenSSL 1.0.1f as the default setting.

I want to add the latest version OpenSSL 1.1.1 to the gcc-8 test case on Travis CI.

I sent pull-request for that.
https://github.com/ruby/ruby/pull/1980

## Motivation

The motivation is that ruby/openssl has very good CI environment covering the supported SSL collections.

However the benefits to enable OpenSSL 1.1.1 for the main repository (ruby/ruby) are

1. To make us check the entire logic on the latest OpenSSL as early as possible. For example, I can find this kind of issue [1] as early as possible.

2. We can check it on ruby-2.5 branch too. That is related to #15219 [2]

As we are working for OpenSSL 1.1.1 on Windows CI [3] and python project is testing on the custom OpenSSL built from the source code [4], I think that we can adapt it to Travis CI.

## Detail of implementation

In the new process, the OpenSSL is built from source code.
That takes 134.63 sec = 2 min 14 sec
I could not find the better idea than that.

I found the binary openssl package that someone is managing [5].
But it might not be valid for Trusty. And it seems that the repository is quite personal one.

I am using `cache/directories` element [6].

I created `tool/install_openssl.sh` script. But some logic might be moved to `configure.ac` like [7].


How do you think?


* [1] net/http, net/ftp: fix session resumption with TLS 1.3: https://github.com/ruby/ruby/commit/1dfc377
* [2] Ruby 2.5.X supporting OpenSSL 1.1.1 and TLS 1.3: https://bugs.ruby-lang.org/issues/15219
* [3] OpenSSL 1.1.1 soon available from MSYS2: https://bugs.ruby-lang.org/issues/15171
* [4] Python with custom OpenSSL: https://github.com/python/cpython/blob/master/.travis.yml#L15
* [5] Personal(?) openssl repository: https://launchpad.net/~xnox/+archive/ubuntu/openssl
* [6] Travis cache: https://docs.travis-ci.com/user/caching/#arbitrary-directories
* [7] deduce versioned tools from CC: https://github.com/ruby/ruby/commit/f677ba8



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