Perlbal is a Perl-based reverse proxy load balancer and Web server. It processes hundreds of millions of requests a day just for LiveJournal, Vox, and TypePad, and dozens of other "Web 2.0" applications. One of the defining things about Perlbal is that almost everything can be configured or reconfigured on the fly without needing to restart the software.
sec-wall is a feature-packed security proxy that supports SSL/TLS, WS-Security, HTTP Auth Basic/Digest, extensible authentication schemes based on custom HTTP headers and XPath expressions, powerful URL matching/rewriting, and an optional header enrichment. It's a security wall with which you can conveniently fence otherwise defenseless backend servers.
Sendooway is a multi-user and multi-target ESMTP proxy that acts as mail transfer agent. Instead of configuring SMTP servers and authentication data for every mail identity on every device, it allows you to configure them centrally. Sendooway automatically uses the correct smarthost, logs on with the user's account data, and sends their mail.