I am pondering whether I can write a program that scrapes this site for all its font files and the compiling a zip. Is this allowable? Will DaFont.com care if I do this?

As far as I know Dafont is spider-proof but there is a rar around with all Dafont up till December 2008.

Read at the bottom of the dafont FAQ, there's a link to a big torrent file.
The archive is from october 2009

Nothing is spider proof.

@styler1972 What about Mars? No spiders on Mars.

What about Ziggy Stardust and The Spiders from Mars?

88888888 - ) martian spider