Here are various software packages to help internet radio dj's broadcast. Remember there are a different types of internet broadcasting, so not every package will apply to what you want to do.

Prices range from free to thousands of dollars. So as always, buyer beware.

We recommend Live365's broadcast software, which is free when you become a Live365 Broadcaster, and includes all the software you need to broadcast 24/7, even do live shows.

"DeeJay" software
broadcasting software that runs on top of winamp, written by LaidBackBill, Live365 broadcaster for Live365 broadcasters
http://laidbackradio.net/deejay.htm

DRS 2006
"The Radio Automation Software" - 21 day trial download available, price unknown
http://www.drs2006.com/

Loudeye
Digital rebroadcasting for terrestrial bums
http://www.loudeye.com/

MP3Gain
Normalizes and tags mp3's
http://www.geocities.com/mp3gain

Maestro
From Computer Concepts Corp, Maestro is a digital audio system used by terrestrial radio stations to automate studio management.
http://www.ccc-dcs.com/

Native Instruments DJ'ing software

http://www.nativeinstruments.de/index.php?djline_us

OMT Technologies
various software/hardware
http://www.omt.net/

OTS Juke DJ MP3 Software
$29.95 - $189.95
http://www.otsjuke.com/

Radio Destiny Broadcast Software
For windows or mac, free to download, poor quality sound.
http://www.radiodestiny.com/broadcast/index.html

Raduga
"Automation software for the radio industry" - designed with Live365 broadcasting in mind - $649.00 to buy, lease for $85/mth
http://www.raduga.net/

SonicSpot's DJ Tools
Directory of tools for dj's
http://www.sonicspot.com/dj.html

Stream Jack
Access your computer-stored music from the office or while traveling.
http://www.streamjack.com/

Streamer - stealth P2P software

http://www.streamerp2p.com/

Tobasco's Amazing Clock Wheel
Organize playlists for broadcast
http://riograndemud.com/clockwheel/

Total Recorder
Total Recorder records streaming audio, Mic input, Line-in input as well as CDs and DVDs.
http://www.highcriteria.com/

WinAmp and Shoutcast
We've used these free tools for years and here's a full section devoted to Winamp and Shoutcat broadcasting. There's a version of the broadcast software for the mac, too.