Well, some of you geniuses decided to not even use A/C, which was completely nuts. Once ours were acquired, things were rather comfortable... so long as you didn't leave the room with 2 units in the windows!
Our "office" (read living room filled with computers) was actually sealed off with sheets in order to keep the cool air from the in-window AC confined to that room.
The real killer was the two mile hike to YC for weekly dinners and meetings. Unfortunately walking to the T, taking it a couple stops, then walking to YC was the same equivalent distance, so we ended up just hoofing it over there in the heat and humidity.
This looks like a troll post, but this is actually good advice. Don't try to force a good Ruby environment on Windows. Instead, merely edit your source code on Windows, and use PuTTy to SSH into a Linux machine that runs your development Ruby on Rails installation. This will also help enforce best practices like keeping your source code in source control instead of hacking it bits-to-metal on your local machine.
I often wonder that myself. I have a feeling my life would have been more balanced, at the expense of less work being accomplished in the short term. Much "hanging out" goes on there ;)