Issue Summary

We can consider this a recursion bug for https://jira.atlassian.com/browse/JRASERVER-70909.
Disabling the HTML renderer in the field description breaks the description of fields like "Team", "Parent link", etc. Based on my findings, the issue is specific to those fields where the description is hard coded in the Jira application. Let's take the custom field "Team" to illustrate the problem.
Note: The team field has the description hardcoded in the "team-management-plugin.properties" file of "team-management-plugin-10.3.3.jar".

Issue: The "Team" field description is not rendering correctly if we have "Enable HTML in field descriptions and list item values" turned OFF.
It's OFF by default from Jira release 8.7.x due to security reasons.

Steps to Reproduce

1. Spin up a Jira Software application on any supported version
2. Navigate to     > Issues > Custom fields .
3. Search for "Team" field.
4. Unlock the Team field custom fields by following unlock a custom field document.
5. Navigate to Actions > Edit Details and update the description in plain text format, as shown in the screenshot below.
   

Expected Results

The updated field description should render correctly, as shown in the screenshot below.

Actual Results

The updated field description should render correctly, as shown in the screenshot below.

Workaround

"Enable HTML in field descriptions and list item values" to ON.

• Go to Administration > System > General configuration and toggle the HTML flag for custom field description to ON:
  

Please note, this was turned off from Jira version 8.7.*, due to security reasons.
Please refer to the Jira upgrade notes for more details:

• Jira Software 8.7.x upgrade notes|