Mt. Gox (July 2010, First Bitcoin exchange)

The first Bitcoin exchange. Coded as a hack, and they didn't manage to fix the hacks as the site evolved in a major way, which led to massive hacks.

Their creation is clearly visible on the archive history of bitcoin.org: web.archive.org/web/20100701000000*/bitcoin.org which started having massively more archives since Mt. Gox opened.