pboling · September 9, 2016 19:18 · Dec 21, 2015 · Dec 21, 2015 · Oct 1, 2015 · Oct 1, 2015
diff --git a/Post Upgrade to El Capitan, with Homebrew & Ruby.md b/Post Upgrade to El Capitan, with Homebrew & Ruby.md
@@ -1,19 +1,3 @@
-+++
-date = "2015-09-30T22:43:30-07:00"
-draft = false
-authorlink = "https://about.me/peter.boling"
-authorlinktarget = "_blank"
-authortwitter = "https://www.twitter.com/galtzo"
-authorlinkedin = "https://www.linkedin.com/in/peterboling"
-authorfacebook = "https://www.facebook.com/peter.boling"
-authorgoogleplus = "https://plus.google.com/+PeterBoling/posts"
-title = "Upgrade to El Capitan with Homebrew, Ruby, qt5, & Java"
-tags = [ "Development", "Ruby", "rails", "environment", "homebrew", "qt5", "java" ]
-categories = [ "Development", "howto", "Ruby" ]
-series = [ "Rails Project Setup" ]
-
-+++
-
 I upgraded to El Capitan, with Homebrew & Ruby, and this is how I did it *flawlessly*.
 
 ... and Xcode and Java, etc.

diff --git a/Post Upgrade to El Capitan, with Homebrew & Ruby.md b/Post Upgrade to El Capitan, with Homebrew & Ruby.md
@@ -1,4 +1,20 @@
-Post Upgrade to El Capitan, with Homebrew & Ruby
++++
+date = "2015-09-30T22:43:30-07:00"
+draft = false
+authorlink = "https://about.me/peter.boling"
+authorlinktarget = "_blank"
+authortwitter = "https://www.twitter.com/galtzo"
+authorlinkedin = "https://www.linkedin.com/in/peterboling"
+authorfacebook = "https://www.facebook.com/peter.boling"
+authorgoogleplus = "https://plus.google.com/+PeterBoling/posts"
+title = "Upgrade to El Capitan with Homebrew, Ruby, qt5, & Java"
+tags = [ "Development", "Ruby", "rails", "environment", "homebrew", "qt5", "java" ]
+categories = [ "Development", "howto", "Ruby" ]
+series = [ "Rails Project Setup" ]
+
++++
+
+I upgraded to El Capitan, with Homebrew & Ruby, and this is how I did it *flawlessly*.
 
 ... and Xcode and Java, etc.
 
@@ -121,11 +137,30 @@ gpg --keyserver hkp://keys.gnupg.net --recv-keys 409B6B1796C275462A1703113804BB8
 
 The main app I currently work on is using Ruby 2.1.2, so I install that first, and then go to the project directory to have the gemset created and to bundle.
 
+**Update 12/21/2015**
+
+I eventually ran into OpenSSL errors due to a certificate chain being outdated.  The error was:
+
+```
+SSL_connect returned=1 errno=0 state=SSLv3 read server certificate B: certificate verify failed:
+```
+
+I took a few additional steps to ensure Ruby would be fully operational, including disabling the binary install.
+
+```
+∴ rvm osx-ssl-certs update all
+# or whichever Ruby you need
+∴ rvm reinstall 2.2.3 --disable-binary 
+∴ rvm use 2.2.3@myproject 
+```
+
+Bundler version 1.9.7 because that's what Heroku is on, and I want to stay in sync, because 1.10* changed things that make the `Gemfile.lock` incompatible with 1.9.7 on the deployed server (for me, with multiple gem sources, private gem server, etc).
+
 ```
-rvm install 2.1.2
-cd ~/project
-gem install bundler -v 1.9.7
-bundle install
+∴ cd ~/project
+# If you use a specific gemset
+∴ gem install bundler -v 1.9.7 
+∴ bundle install
 ```
 
 ### Postgres
@@ -135,4 +170,5 @@ I also took the opportunity to upgrade to the [latest Postgres.app](http://postg
 Glorious.
 
 * [On reddit](https://www.reddit.com/r/ruby/comments/3n26gt/upgrade_to_el_capitan_with_homebrew_ruby/)
-* [On my blog](http://www.railsbling.com/posts/el-capitan-homebrew-ruby-qt5-java/)
+* [On my blog](http://www.railsbling.com/posts/el-capitan-homebrew-ruby-qt5-java/)
+* The reddit version of this post was featured in [RubyWeekly Issue #266, October 1, 2015](http://rubyweekly.com/issues/266)
diff --git a/Post Upgrade to El Capitan, with Homebrew & Ruby.md b/Post Upgrade to El Capitan, with Homebrew & Ruby.md
@@ -130,7 +130,7 @@ bundle install
 
 ### Postgres
 
-I also took the opportunity to upgrade to the [latest Postgres.app](http://postgresapp.com/).
+I also took the opportunity to upgrade to the [latest Postgres.app](http://postgresapp.com/).  Alternatively you can install postgres with `brew install postgres`.  I choose Postgres.app begause it is supported directly by Heroku, and I like to think there is a parity win there somewhere.
 
 Glorious.
 

diff --git a/Post Upgrade to El Capitan, with Homebrew & Ruby.md b/Post Upgrade to El Capitan, with Homebrew & Ruby.md
@@ -134,5 +134,5 @@ I also took the opportunity to upgrade to the [latest Postgres.app](http://postg
 
 Glorious.
 
-[On reddit](https://www.reddit.com/r/ruby/comments/3n26gt/upgrade_to_el_capitan_with_homebrew_ruby/)
-[On my blog](http://www.railsbling.com/posts/el-capitan-homebrew-ruby-qt5-java/)
+* [On reddit](https://www.reddit.com/r/ruby/comments/3n26gt/upgrade_to_el_capitan_with_homebrew_ruby/)
+* [On my blog](http://www.railsbling.com/posts/el-capitan-homebrew-ruby-qt5-java/)
diff --git a/Post Upgrade to El Capitan, with Homebrew & Ruby.md b/Post Upgrade to El Capitan, with Homebrew & Ruby.md
@@ -134,4 +134,5 @@ I also took the opportunity to upgrade to the [latest Postgres.app](http://postg
 
 Glorious.
 
-[On reddit](https://www.reddit.com/r/ruby/comments/3n26gt/upgrade_to_el_capitan_with_homebrew_ruby/)
+[On reddit](https://www.reddit.com/r/ruby/comments/3n26gt/upgrade_to_el_capitan_with_homebrew_ruby/)
+[On my blog](http://www.railsbling.com/posts/el-capitan-homebrew-ruby-qt5-java/)
diff --git a/Post Upgrade to El Capitan, with Homebrew & Ruby.md b/Post Upgrade to El Capitan, with Homebrew & Ruby.md
@@ -74,6 +74,7 @@ Then I was able to update Homebrew.
 I know the `capybara-webkit` gem will require qt5, and I know qt is one of the primary remaining pain points in [homebrew / El Capitan issues tracker](https://github.com/Homebrew/homebrew/issues?utf8=✓&q=is%3Aissue+is%3Aopen+Capitan), so I decided to get it out of the way first.
 
 ```
+∴ brew uninstall qt5
 ∴ brew install qt5
 ∴ brew linkapps qt5
 ∴ brew link --force qt5

diff --git a/Post Upgrade to El Capitan, with Homebrew & Ruby.md b/Post Upgrade to El Capitan, with Homebrew & Ruby.md
@@ -17,7 +17,7 @@ In order...
 
 ### Xcode
 
-The El Capitan install wiped out my Xcode install, so I had to search for it in the App Store and reinstall.
+~~The El Capitan install wiped out my Xcode install~~, so I had to search for it in the App Store and reinstall.  I now believe that I deleted Xcode awhile ago and forgot, hence the reinstall.  I did this on a machine that I rarely use.
 
 After Xcode is finished installing, open [iTerm](https://www.iterm2.com/downloads.html), which I use as a Terminal.app replacement, or Terminal.app if you are so inclined.
 

diff --git a/Post Upgrade to El Capitan, with Homebrew & Ruby.md b/Post Upgrade to El Capitan, with Homebrew & Ruby.md
@@ -131,4 +131,6 @@ bundle install
 
 I also took the opportunity to upgrade to the [latest Postgres.app](http://postgresapp.com/).
 
-Glorious.
+Glorious.
+
+[On reddit](https://www.reddit.com/r/ruby/comments/3n26gt/upgrade_to_el_capitan_with_homebrew_ruby/)
diff --git a/Post Upgrade to El Capitan, with Homebrew & Ruby.md b/Post Upgrade to El Capitan, with Homebrew & Ruby.md
@@ -127,4 +127,8 @@ gem install bundler -v 1.9.7
 bundle install
 ```
 
+### Postgres
+
+I also took the opportunity to upgrade to the [latest Postgres.app](http://postgresapp.com/).
+
 Glorious.
diff --git a/Post Upgrade to El Capitan, with Homebrew & Ruby.md b/Post Upgrade to El Capitan, with Homebrew & Ruby.md
@@ -19,7 +19,7 @@ In order...
 
 The El Capitan install wiped out my Xcode install, so I had to search for it in the App Store and reinstall.
 
-Opened [iTerm](https://www.iterm2.com/downloads.html), which I use as a Terminal.app replacement.
+After Xcode is finished installing, open [iTerm](https://www.iterm2.com/downloads.html), which I use as a Terminal.app replacement, or Terminal.app if you are so inclined.
 
 ```
 ∴ xcode-select --install

diff --git a/...grade to El Capitan, with Homebrew & Ruby → ...de to El Capitan, with Homebrew & Ruby.md b/...grade to El Capitan, with Homebrew & Ruby → ...de to El Capitan, with Homebrew & Ruby.md
diff --git a/Post Upgrade to El Capitan, with Homebrew & Ruby b/Post Upgrade to El Capitan, with Homebrew & Ruby
@@ -0,0 +1,130 @@
+Post Upgrade to El Capitan, with Homebrew & Ruby
+
+... and Xcode and Java, etc.
+
+## Prepare
+
+If you don't already have homebrew installed, do that first, so you don't have to deal with [SIP issues](https://github.com/Homebrew/homebrew/blob/master/share/doc/homebrew/El_Capitan_and_Homebrew.md#if-usrlocal-does-not-exist).
+Install all Software Updates available in the Apple Menu, up to and including El Capitan.
+
+## Hardware
+
+After the installs and forced reboots my 27" Thunderbolt display wouldn't display anything.  Unplug, replug didn't help.  One more reboot fixed it.
+
+## Software
+
+In order...
+
+### Xcode
+
+The El Capitan install wiped out my Xcode install, so I had to search for it in the App Store and reinstall.
+
+Opened [iTerm](https://www.iterm2.com/downloads.html), which I use as a Terminal.app replacement.
+
+```
+∴ xcode-select --install
+xcode-select: note: install requested for command line developer tools
+```
+
+A dialog opened, I chose "Install", which finished in about a minute.
+
+### Java
+
+Next, run `java`, which prompts with a dialog that has a button "More Info" which takes you to [a website](http://www.oracle.com/technetwork/java/javase/downloads/jdk8-downloads-2133151.html) where you can accept the license and download the Java `.dmg` file.  You need the JDK, not the JRE, if you intend to run java command-line based tools.
+
+```
+Unable to find any JVMs matching version "1.7".
+No Java runtime present, try --request to install.
+∴ java
+No Java runtime present, requesting install.
+```
+
+Once downloaded, open the `.dmg` (for me it was `jdk-8u60-macosx-x64.dmg`) and install, then restart iTerm.
+
+```
+∴ java -version
+java version "1.8.0_60"
+Java(TM) SE Runtime Environment (build 1.8.0_60-b27)
+Java HotSpot(TM) 64-Bit Server VM (build 25.60-b23, mixed mode)
+```
+
+Apps like RubyMine should work now, well, at least launch.
+
+### Homebrew
+
+The doctor informed me of several warnings which I took care of as instructed.
+
+```
+∴ brew doctor
+∴ sudo chown -R $(whoami):admin /usr/local
+∴ cd /usr/local/Library && git stash && git clean -d -f
+∴ cd ~
+∴ brew prune
+∴ brew unlink qt5
+```
+
+Then I was able to update Homebrew.
+
+```
+∴ brew update
+```
+
+### qt5
+
+I know the `capybara-webkit` gem will require qt5, and I know qt is one of the primary remaining pain points in [homebrew / El Capitan issues tracker](https://github.com/Homebrew/homebrew/issues?utf8=✓&q=is%3Aissue+is%3Aopen+Capitan), so I decided to get it out of the way first.
+
+```
+∴ brew install qt5
+∴ brew linkapps qt5
+∴ brew link --force qt5
+```
+
+That last line is required to make `qmake` available.  Check with `which qmake`.  Otherwise you will end up with this on the Capybara install later on:
+
+```
+Gem::Ext::BuildError: ERROR: Failed to build gem native extension.
+
+    /Users/pboling/.rvm/rubies/ruby-2.1.2/bin/ruby -r ./siteconf20150930-48087-1vw6bye.rb extconf.rb
+sh: qmake: command not found
+*** extconf.rb failed ***
+```
+
+### GPG
+
+Some software is now being signed with GPG, like RVM, for example, so install it.
+
+```
+brew install gpg
+```
+
+### RVM
+
+My Ruby was working, but I was having trouble with some native gem installations, so I decided to start fresh with a Ruby compiled against all the new homebrew and Xcode libraries.
+
+```
+rvm implode
+```
+
+Implode actually failed to remove the main `~/.rvm` directory due to permissions issues.  I had to `sudo` remove it.
+
+```
+sudo rm -rf /Users/pboling/.rvm
+```
+
+Follow the instructions [here for installing RVM](https://rvm.io/rvm/install), I installed the development version, hoping it would have more El Capitan fixes in it:
+
+```
+gpg --keyserver hkp://keys.gnupg.net --recv-keys 409B6B1796C275462A1703113804BB82D39DC0E3
+\curl -sSL https://get.rvm.io | bash
+```
+
+The main app I currently work on is using Ruby 2.1.2, so I install that first, and then go to the project directory to have the gemset created and to bundle.
+
+```
+rvm install 2.1.2
+cd ~/project
+gem install bundler -v 1.9.7
+bundle install
+```
+
+Glorious.