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Home/ Questions/Q 941407
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Editorial Team
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Editorial Team
Asked: May 15, 20262026-05-15T22:06:52+00:00 2026-05-15T22:06:52+00:00

I’m writing a Ruby on Rails app that normally runs on Heroku or a

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I’m writing a Ruby on Rails app that normally runs on Heroku or a Linux Box, but I’d need to deploy it to a Windows Server as well.

The Server is a 64-Bit Win2008 Server with IIS 7.0 installed, so normally I’d prefer using IIS instead of setting up an Apache next to it.

I just don’t know if Ruby/Rails works with IIS? Do Gems work? Is 64-Bit an issue?

I’m thinking of using Ruby 1.9.1 and Rails 2.3.

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  1. Editorial Team
    Editorial Team
    2026-05-15T22:06:53+00:00Added an answer on May 15, 2026 at 10:06 pm

    you must like pain because this deployment is going to hurt. I don’t know if this is a solution for you, but at my old job we were deploying web apps on windows tablets (over 200 of them) and decided to use virtual box and deploy the app in the vm. One of our old apps on the pc tablets we deployed on windows without iis, just using ruby and rubygems with mongrel as the app server and mysql as the database but it was not pleasurable.

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