Really looking forward to seeing this move forward. I'll be sure to hang around to help with workarounds on Windows systems.
Another way to do this is to put the ActionMailer configuration pieces into the relevant
config/initializers/development.rb files. Either way works, this way is nice if you have some shared configurations between the two.
And if your repo is public, or you want to leave the configuration on the machine you can use ENV variables, or dynamically read in the configuration through a YAML file or something similar.
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