Exactly this. I’m successful a cybersecurity compliance analyst today because whenever I got around my IT father he laughed and was impressed with me. If he yelled and made a stink about me circumvented firewalls or gained admin privileges, it would have turned me off of this path real quick.
If no one is getting hurt, foster that shit! Make ‘em think and make ‘em work! They’re always smart enough to know when you let them win versus when they impress the pants off you!