"The request was aborted: Could not create SSL/TLS secure channel" after installing Windows Updates
Challenge
The request was aborted: Could not create SSL/TLS secure channel.
Any other HTTPS connections may be affected as well.
Cause
2012 R2 and Windows 8
KB3185331
KB3188743
KB3174644
2008 R2 and Windows 7
KB3185278
KB3185330
KB3192391
KB3175024
KB3172605
Please note that Windows Monthly Quality Rollups may replace the aforementioned updates. For more information consult Microsoft Update Catalog.
If the public key length is shorter than 2048 bytes (e.g. RSA 512), Windows may cancel the HTTPS connection.
Solution
Please note that KB3172605 update causes issues with SHA-1 certificates even with the longer public key. For that one, you may want to generate the SHA-2 certificate.
As a workaround, you can uninstall the updates if you have them installed.
More information
Vmware docs: Create Self-Signed Certificates
NetApp docs: security certificate create
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