Recommended reading: Jason Huggins's blog
I recently stumbled on Jason's blog via the Thoughtworks RSS feed aggregator. Jason is the creator of Selenium and a true Pythonista. His latest post on using CherryPy, SQLObject and Cheetah for creating a 'Ruby on Rails'-like application is very interesting and entertaining. Highly recommended! Hopefully the Subway guys will heed Jason's advice of focusing more on "ease of installation and fancy earth-shatteringly beautiful 10 minute setup movies" -- this is one area in which it's hard to beat the RoR guys, but let's at least try it!