If you want to store this information as a dedicated custom field, I recommend you to try our app Extension for Jira Service Desk. This app has a lot of features, one of them is named Bundled Fields. Thanks to it, you can create two custom fields "Security" and "Help Desk" and inside them create sub-fields which are "Disabled Network, Verified disabled Network etc.". Every sub-field will be a checkbox with options Completed, N/A, Exceptions. I prepared a test configuration for you:
On the Customer Portal you will see:
On the Request Detail View:
On the Issue View:
I guess that very important is possibility to using dedicated JQL to search values from this custom field (Bundled Field type).
In case of any questions or problems with configuration, don't hesitate to ask me directly (email@example.com).
One way to achieve this would be to use a checklists app that supports customizable statuses. Multiple Checklists for Jira that we have developed seems to fit into your requirements and can be used with Jira Service Desk. You can define your own statuses "Completed", "N/A", and "Exception" and have checklist templates with your predefined items added to each service desk issue. This is how it would look like in the issue view:
Elements Checklist would also allow you to make a checklist with multiple columns. You can set it up so that your multiple column checklist is added to issues that have certain criteria (for example, a certain issue type), which can save time when creating the issue.
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