The 1.8/1.9 switch was problematic and can be seen in parallel with the python 2.7/3.x switch. Rails 2/Rails 3 was a similar big jump that reengineered the whol

The 1.8/1.9 switch was problematic and can be seen in parallel with the python 2.7/3.x switch. Rails 2/Rails 3 was a similar big jump that reengineered the whole framework. Rails 4 was a much tamer release in that regard. But one has to realize that 1.8 was the series of Ruby that was started _before_ Ruby even got popular (I started Ruby using 1.6, which was even more problematic). So being aggressive in breaking stuff with the next iteration (basically, to do it proper, with more manpower and data to work on) also opened up a lot - for example, Ruby 1.9 to 2.0 is a much simpler switch and I have many clients running 2.0 now and testing on 2.1. The fear I always have with python 2.7 is the distant future. It just irritates me to have a huge migration in front of me. The Rubyist in me wants to keep up with the current state of things.