No. It wasn't that brutal compared to Rails 2 to 3 that was much more painful :-)

But at the time I thought that the transition to 1.9 was handled poorly and took way too long.

Little did I know that Python 2.7 would still be supported today.

hah. try 1.8 -> 1.9 w/ Rails 2-> 3 happening at the same time :))))

I joined a project that did that, luckily I joined by the end, but I could see the toll it had on the other developers.