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Editorial Team
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Editorial Team
Asked: May 21, 20262026-05-21T03:40:54+00:00 2026-05-21T03:40:54+00:00

I’m trying to get Redmine working on Windows/IIS 7. I’ve found several walkthroughs online,

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I’m trying to get Redmine working on Windows/IIS 7. I’ve found several walkthroughs online, but none of them work on my Windows Server 2008 R2 box. I got a simple app (create app, no customization) to get as far as RoR error, but Redmine itself shows a 500 error (ruby.exe exited unexpectedly). I installed sqlite since some guides mention that, though Redmine uses MySQL by default. I started with the Bitnami installer and tried to customize for IIS, RorIIS, FastCGI, lots of things that look like they should work, but this problem is killing me.

If I run ruby.exe from the command line, passing it the path to the dispath.fcgi file I get an error: “The procedure entry point SetMagickMemoryMethods could not be located in the dynamic link library CORE_RL_magick_.dll”. I had to install the rmagick gem myself which seemed strange since everything worked perfectly under Apache. I really thought it would be a smooth cut-over since it’s up and running already and just changing web server.

Any help is much appreciated.

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  1. Editorial Team
    Editorial Team
    2026-05-21T03:40:54+00:00Added an answer on May 21, 2026 at 3:40 am

    I’ve tried a lot to install Redmine on Windows environment under IIS. There’s very little (or none) documentation about it. Lost many days on this. In the end, I decided to stick to the Bitnami stack of Redmine. The only caveat is that we had to use another port (8080, in our case), that’s it. I gave up the idea of integrating Redmine/RoR with IIS and never looked back. Everything is working great in production now and everyone is happy about it around here.

    Sorry I can’t give a better answer than that, I’m just sharing some recent experience. I was obsessed about integrating RoR/ISS until I realized it was not a real requirement, it was just something I stuck into my mind. Think about it.

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