エラーの抜粋
/Users/hoge-user/projects/freee-auth/vendor/bundle/ruby/2.6.0/gems/bootsnap-1.4.5/lib/bootsnap/load_path_cache/core_ext/kernel_require.rb:22:in `require': dlopen(/Users/hoge-user/projects/freee-auth/vendor/bundle/ruby/2.6.0/gems/mysql2-0.4.10/lib/mysql2/mysql2.bundle, 9): Library not loaded: /usr/local/opt/openssl/lib/libssl.1.0.0.dylib (LoadError)
Referenced from: /Users/hoge-user/projects/freee-auth/vendor/bundle/ruby/2.6.0/gems/mysql2-0.4.10/lib/mysql2/mysql2.bundle
Reason: image not found - /Users/hoge-user/projects/freee-auth/vendor/bundle/ruby/2.6.0/gems/mysql2-0.4.10/lib/mysql2/mysql2.bundle
Library not loaded: /usr/local/opt/openssl/lib/libssl.1.0.0.dylib (LoadError)
と言っているのでbundle doctor
The following gems are missing OS dependencies:
* mysql2: /usr/local/opt/openssl/lib/libcrypto.1.0.0.dylib
* mysql2: /usr/local/opt/openssl/lib/libssl.1.0.0.dylib
mysqlが依存しているopenssl系の何かが足りないと言っている。
rubyのバージョンアップに伴ってopensslを入れ替えたからか。
ということでmysqlをinstallしなおして依存しているgemライブラリを入れ直す
bundle exec gem uninstall mysql2
bundle install # mysqlのgemも一緒に入るはず
rails s すると正常に動いた
$ bundle exec rails s -p 3099
=> Booting Puma
=> Rails 5.2.4.3 application starting in development
=> Run `rails server -h` for more startup options
Puma starting in single mode...
* Version 4.3.1 (ruby 2.6.6-p146), codename: Mysterious Traveller
* Min threads: 5, max threads: 5
* Environment: development
* Listening on tcp://127.0.0.1:3099
* Listening on tcp://[::1]:3099