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

Receive notifications and find solutions for new or common issues

Get summarized answers and video solutions from our new AI chatbot.

Download the Esri Support App

Related Information

Discover more on this topic

Get help from ArcGIS experts

Contact technical support

Download the Esri Support App

Go to download options