While I'm not going to rehash the entire setup and all steps taken to get there I do want to include some high level steps that were not exactly clear after reading the Puppet labs docs on multi-master setups. Hopefully this helps others trying to accomplish the same thing.
For my setup I used a standalone CA and 2 masters. Follow the Puppet labs guides/docs to build out your CA and masters with whatever software you like. I used the blessed Apache + Passenger setup. For multi-masters there is no special setup required on the Apache/Passenger side of things, just set them up as usual with the exception of your config.ru file (see below).
If you are upgrading from a single master 2.X setup you also need to remove any $servername references from your manifests. Most likely this will be in manifests/site.pp file.
Don't just copy your config.ru from your old setup if you ran Puppet 3.x or older.
Use the new config.ru.passenger.3 in the Puppet labs github repo. If you skip this step you will have a series of odd problems that you won't be able to resolve any other way. Make sure you chown the config.ru file as puppet:puppet since Passenger uses the owner of the file as the user to run as.
Before you start your new CA or master servers you have to generate the SSL certs properly.
On the CA: make sure your /etc/puppet/puppet.conf contains the lines below (adjust config as needed to support your setup):
[main]
pluginsource = puppet:///plugins
pluginsync = true
use_srv_records = true
srv_domain = mydomain.com
[master]
ca = true
dns_alt_names=myca1.mydomain.com,myca1
# Bits for Passenger/Apache
certname=puppetca.mydomain.com
ssl_client_header=SSL_CLIENT_S_DN
ssl_client_verify_header=SSL_CLIENT_VERIFY
puppet cert generate puppetca.mydomain.com --dns_alt_names=myca1.mydomain.com,myca1
Verify that your cert looks correct with the command below, it should list your puppetca plus the alternate DNS names you specified.
puppet cert list puppetca.mydomain.com
[main]
pluginsource = puppet:///plugins
pluginsync = true
use_srv_records = true
srv_domain = mydomain.com
[master]
ca = false
# Bits for Passenger/Apache
certname=master1.mydomain.com
ssl_client_header=SSL_CLIENT_S_DN
ssl_client_verify_header=SSL_CLIENT_VERIFY
puppet master --no-daemonize --verbose
Once that cert is signed you can hit CTRL-C and stop your master, now start it back up using the real web service. Once again check the weblogs for any errors. Try running the puppet agent by hand on this master now and see how it goes. You should get a clean run.
Now head over to your 2nd or 3rd master and repeat the steps above for the masters.
With your masters and your CA server working you can now tackle the clients.
Using your existing puppet master (if you have one) add all the lines in the [main] section above to your clients. You can safely do this ahead of time because the 2.X clients don't support those features and will just ignore them.
Now upgrade your packages via whatever tools you use to do package upgrades, for my setup I have a custom build of Ruby 2.0 packaged as an RPM using a fairly standard SPEC file.
I then used the FPM utility to package up Puppet, Facter and all dependancies (don't forget about Augeas if you use it).
Now on my hosts I can do a 'yum install ruby20-puppet' and everything gets upgraded. Make sure your Puppet.conf file has those srv_domain bits above and then delete your clients 'ssl' directory. Run the agent, it should automatically switch over to the new CA and masters and generate a cert, go sign it (or turn on autosigning), once signed the client should finish it's run as usual.
One final note: Currently Puppet pluginsync is broken with 3.4.2 (and below) when using DNS SRV records. This should be fixed in a later version but the simple workaround for now is to remove the implied $servername portion in pluginsync and instead let it use the server that the client connected to by putting this line in each and EVERY puppet.conf file for both agents and masters in the [main] section.
[main]
pluginsource = puppet:///plugins
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