The Hydra Project - A distributed, private BitTorrent tracker framework with goals of user privacy, anonymity, survivability & distributed ratio maintainability.

Blog Comment Autofill - A greasemonkey script which will automagically fill your name, email and website url on blog post pages. Based on the DRY principle.

Dynamic File Store - A Ruby on Rails plugin that makes it braindead simple to fragment cache elements of your page, using a simple time-based expiry per fragment.

RailsMyAdmin - A Ruby on Rails plugin that bolts on a phpMyAdmin-esque backend admin interface for managing your rails apps models and database. (no longer supported as of Rails 2.x)

WhoLinksToMe.com - An easy way for bloggers and webmasters to see who’s linking to them from a variety of sources.

Sexy Temp Passwords - A Ruby on Rails plugin which allows you to easily give your users sexy temporary passwords like ‘angela6923′ and ‘lazarus1467′.

The Niner Niner Weblog Network - A collaborative weblog network where just about anyone could find a topic to blog on, getting paid a modest amount per post. This site has since been acquired by a private party for low/mid five figures in an all cash transaction. At the time of the sale, it had 27 weblogs, 250 writers and thousands of blog postings on a diverse range of topics.

Popdex - A meta-indexer of the blogosphere and precursor to Technorati, etc. It displayed the most popular links (for the last 24 hours or so) that bloggers were linking to from their weblogs. This site was also later acquired in a stock/cash transaction, netting almost 1% of a then publicly-traded company. (sadly, could not cash out at the time! =))

MP3 Search Technologies - An old-school MP3 search engine & website, built in 1998 or so, that crawled HTTP servers for mp3s and indexed them for greater searchability. All of the other engines at the time were only indexing FTP servers, which were often password-protected or unreliable. Of course, Napster blew away sites like these. This site/service was also acquired (during the dot-com bubble).