1. Whose information is this?
Mine, my employer's, a customer, an employee, a client or a third party?
2. How sensitive is it?
Public, internal, confidential, personal, highly restricted or a secret credential?
3. Am I authorised to share it?
Possession is not the same as permission.
4. Where is it going?
Which AI system, account or environment will receive it? Is that environment approved?
5. What happens if this information is exposed?
Could it create privacy harm, commercial damage, legal exposure or a security problem?