I hear moderator candidates talking about being around since it was on Area 51, etc. What's the story of WB's start, its naming, and its earliest definition(s)?
Most of that history can be seen on the Area51 site here:
The actual origin of the name and the site I don't think anyone can answer since the person who originally proposed it hasn't been around since before it even went into beta.
We started with definition: http://area51.stackexchange.com/proposals/63276?phase=definition
Then I joined during commitment: http://area51.stackexchange.com/proposals/63276?phase=commitment
And then there was the beta: http://area51.stackexchange.com/proposals/63276?phase=beta
During the private beta we worked to define the site's scope, and then during the public beta we worked to prove that the site had longevity and purpose.
I can provide some details on the real early area 51 activity. After Kexx proposed it the proposal was actually shut down. The description and scope were virtually non-existent. Myself, rbwhitaker (who I believe made an appearance here at one point) and a couple others lobbied Robert Cartaino for a few days and got him to open the proposal back up.
After that we reworked the description and got working on making the sample questions better and kept it open, it gathered steam rather quickly as far as proposals go...and the rest they say is history.