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Home/ Questions/Q 117393
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Editorial Team
Asked: May 11, 20262026-05-11T03:19:44+00:00 2026-05-11T03:19:44+00:00

I’m trying to create a self-signed wildcard SSL certificate for use on a number

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I’m trying to create a self-signed wildcard SSL certificate for use on a number of development and test servers running IIS 6. Following various guides has led to a couple ways of generating the certificates, but I haven’t had any luck getting it to work. The most successful ways I’ve had were following this OpenSSL guide and using makecert.exe like so:

makecert.exe -r -b 01/01/2009 -e 01/01/2042 -sr LocalMachine -ss MY -a sha1 -n CN='*.example.com' -sky exchange -pe -eku 1.3.6.1.5.5.7.3.1 -sy 12 -sp 'Microsoft RSA SChannel Cryptographic Provider' wildcard.cer 

 

Both of which generate certificates that IIS 6 will accept, but when I actually try to view the site I get the following error in firefox:

Data Transfer Interrupted

The connection to dev.example.com was interrupted while the page was loading.

IE just gives:

Internet Explorer cannot display the webpage

Most likely causes:

  • You are not connected to the Internet.
  • The website is encountering problems.
  • There might be a typing error in the address.

This error happens whether I try to access it by domain name, machine name, localhost, local ip, or loopback ip.

So…how can I create a self-signed wildcard cert that IIS 6 will work with? Or how can I fix the problems I’m experiencing with the ones I’ve already created?

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  1. 2026-05-11T03:19:45+00:00Added an answer on May 11, 2026 at 3:19 am

    You can use the IIS 6 Resource Kit provided by MS, an command line app called SelfSSL. It can generate the SSL key and import it into your IIS installation.

    IIS 6 Resource Kit

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