Instead I could try building it on other platforms like Ruby on Rails, MySQL and Apache and learn as I go. I love the idea of learning all that but I don't feel comfortable because I don't know how exactly it's going to work out for my app.
Picture this: you have (as I do) a MacBook Pro running OS X and all the tools needed for the experimental approach. Only a reboot away on the same drive is a Bootcamp partition running Windows 7 with the very familiar and free (for 3 years) Microsoft tools. Which one would you choose, the red pill or the blue pill?