Hi,
This is strange, the Dradis installer uses the standard Ruby for Windows package which should be the only prerequisite:
http://rubyforge.org/frs/download.php/47082/ruby186-27_rc2.exeThe check that it does to verify the install is probably not the most elegant, but there you go

It verifies the installation path ("Inno Setup: App Path") in Ruby's uninstall properties:
HKLM "SOFTWARE\Microsoft\Windows\CurrentVersion\Uninstall\{CE65B110-8786-47EA-A4A0-05742F29C221}_is1"
Do you have that key in the registry?
If you don't you can try uninstalling Ruby and downloading from the location above, maybe you are getting a slightly different version or something.
If all goes bad, then you can always do a
manual install:
- download and uncompress the tar.gz
- in a console, go to the uncompressed folder and inside the
server directory type these commands:
gem install sqlite3-ruby -v=1.2.3 --no-ri --no-rdoc
gem install rake -v=0.8.7 --no-ri --no-rdoc
gem install rack -v=1.1.0 --no-ri --no-rdoc
gem install RedCloth -v=4.2.2 --no-ri --no-rdoc
rake dradis:reset
That should be it. Whenever you want to start the server type:
ruby script\server -b <IP address, default: 127.0.0.1> -p <port, default: 3004>
HTH,
Daniel