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Home/ Questions/Q 6245155
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Editorial Team
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Editorial Team
Asked: May 24, 20262026-05-24T12:27:20+00:00 2026-05-24T12:27:20+00:00

I have two Web Sites running under IIS6 (Windows Server 2003R2 Standard), each bound

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I have two “Web Sites” running under IIS6 (Windows Server 2003R2 Standard), each bound to a separate IP address (one is the base address of the server).

I used SelfSSL to generate and install an SSL certificate for development purposes on one of these sites and it works great. I then run SelfSSL to generate a certificate for the second site and the second site works, but now the first site is broken over SSL.

I run SSL Diagnostics and it tells me:

WARNING: You have a private key that corresponds to this certificate but CryptAcquireCertificatePrivateKey failed

If I re-run SelfSSL on the first site (to fix it), the first site works but then the second site is broken.

It seems like SelfSSL is doing something in a way that is designed to work with only one Website, but I can’t seem to put my finger on exactly what it’s doing and figure out how to suppress it. I would manually configure SSL but I don’t have a certificate server handy, but maybe there is a way to get SelfSSL to just gen the cert and let me install it?

FWIW I have also followed the guidance of several posts that indicate changes to the permissions of the RSA directory are in order, etc. but to no avail. I don’t work with SSL everyday so I may be overlooking something that someone with more experience might notice, or perhaps there is a diagnostic process that I could follow to get to the bottom of the issue?

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  1. Editorial Team
    Editorial Team
    2026-05-24T12:27:21+00:00Added an answer on May 24, 2026 at 12:27 pm

    We had a similar problem today. Our IT guy said he solved it by basically using ssldiag instead of selfssl to generate the certs.
    See the reply from jayb123 at this URL: http://social.msdn.microsoft.com/forums/en-US/netfxnetcom/thread/15d22105-f432-4d8f-a57a-40941e0879e7

    I have to admit I don’t fully understand what happened, but I’m on the programming side rather than the network admin side.

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