diff --git a/components/docs-chef-io/content/automate/configuration.md b/components/docs-chef-io/content/automate/configuration.md
index aeed02a47f..d72c8c7e1b 100644
--- a/components/docs-chef-io/content/automate/configuration.md
+++ b/components/docs-chef-io/content/automate/configuration.md
@@ -505,6 +505,41 @@ and then run `chef-automate config patch </path/to/your-file.toml>` to deploy yo
   x_xss_protection = "0"
 ```
 
+### Legacy Cipher Support
+
+Automate Dex can be configured to support legacy RSA and 3DES ciphers to connect with an LDAP/SAML server through the Dex client.
+
+#### Supported Ciphers
+
+When legacy cipher support is enabled, the following ciphers are allowed:
+
+- TLS_RSA_WITH_AES_128_GCM_SHA256 (0x009C)
+- TLS_RSA_WITH_AES_256_GCM_SHA384 (0x009D)
+- TLS_RSA_WITH_AES_128_CBC_SHA (0x002F)
+- TLS_RSA_WITH_AES_256_CBC_SHA (0x0035)
+- TLS_RSA_WITH_AES_128_CBC_SHA256 (0x003C)
+
+#### How to Enable Legacy Cipher Support
+
+Add the following section to your Automate configuration TOML:
+
+```toml
+[dex.v1.sys.cipher]
+enable_legacy_rsa = true
+enable_legacy_3des = true
+```
+
+Set the following values:
+
+- `enable_legacy_rsa`: Enable legacy RSA key exchange ciphers. Set to true to enable. Default: false.
+- `enable_legacy_3des`: Enable legacy 3DES ciphers. Set to true to enable. Default: false.
+
+When both are true, legacy RSA and 3DES ciphers are enabled (GODEBUG=tlsrsakex=1,tls3des=1).
+
+When one is true, that cipher type is enabled (GODEBUG=tlsrsakex=1 or GODEBUG=tls3des=1).
+
+When both are false or unset, legacy ciphers are not enabled (GODEBUG is unset).
+
 ### Troubleshooting
 
 Common syntax errors may cause issues in configuration files:
diff --git a/components/docs-chef-io/content/automate/ldap.md b/components/docs-chef-io/content/automate/ldap.md
index ab04027a3e..ed62e7d54b 100644
--- a/components/docs-chef-io/content/automate/ldap.md
+++ b/components/docs-chef-io/content/automate/ldap.md
@@ -956,6 +956,20 @@ With an additional `group_query_filter`, the final filter is
 Note: if the user entry contains more than one `filter_groups_by_user_attr`
 attribute, multiple queries will be executed, and their results combined.
 
+#### TLS Handshake Failure After Upgrade
+
+If you encounter errors like the following one after upgrading Chef Automate, and you can still authenticate using `ldapsearch` but not through Automate, your LDAP server may require legacy RSA or 3DES ciphers for TLS connections:
+
+```
+automate-dex.default(O): time="..." level=error msg="Failed to login user: failed to connect: LDAP Result Code 200 \"Network Error\": remote error: tls: handshake failure"
+```
+
+**Solution:**
+
+Enable legacy cipher support in Automate Dex by following the instructions in the [Chef Automate Configuration Documentation: Legacy Cipher Support](https://docs.chef.io/automate/configuration/#legacy-cipher-support).
+
+This allows Automate Dex to connect to older LDAP servers using the required ciphers. See the configuration documentation for supported ciphers and step-by-step instructions.
+
 #### Other Common Issues
 
 If a user, following a sign in through LDAP or SAML, sees a