Unable to import a certificate in ArcGIS Enterprise

Last Published: April 20, 2022


When attempting to import a certificate via ArcGIS Server Administrator Directory or Portal Administrator Directory, the following error is returned:

Unable to import certificate. Code: 500
The error message in Portal Administrator Directory

Attempting to import the same certificate via Internet Information Services (IIS) Manager returns the error message:

The password you entered is incorrect.
The error message in IIS Manager


This issue occurs when the following conditions are true:

  • The ArcGIS Enterprise software is deployed on a Windows Server 2012 (R2) or Windows Server 2016 machine.
  • The SSL certificate is created as a PFX file using the AES256-SHA256 encryption algorithm.

Solution or Workaround

Perform the workaround below to resolve.

  1. Export the SSL certificate as a PFX file. Refer to Microsoft: To export the .pfx and .cer files for steps to do this.
  2. When prompted to create a password in the Security window, select TripleDES-SHA1 from the Encryption drop-down list.
In the Security window, select TripleDES-SHA1 from the Encryption drop-down menu.

Once the export operation is successful, the PFX file can be imported into ArcGIS Enterprise and IIS Manager.

Article ID:000024722

  • Portal for ArcGIS
  • ArcGIS Server

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