Find a good team that'll let you work as an apprentice. You'll learn more in a month from a good team than you will in a year trying to go it alone. If you really want to do it yourself, the hardest part most new Rails devs face is building tests. If you focus on understanding how to build quality tests, the rest will just fall into place as you progress. The tests will help you keep your hands around the entire application as it grows in complexity and also help you build better code. Find some popular new open source Rails apps and sift through how they're handling routes. How do they organize their controller code? How do they build their models? Learning from someone else is always the best approach though. Find yourself a good team you can learn from and you'll save yourself a DIY headache.
