You need to clean your usb c port. Get a match, and carve it down go a thin flat end that will fit between the blade of the usb c. Then clean out the lint. The charging cable should click into place if it’s cleaned out.

It sounds like you’ve been working for Mom and pop shops then, and they’re not having audits done. Companies with millions of customers will usually either have in house secops or an mssp handle everything. Point being is, without audits then insurance usually will not be approved for PII loss or they flat out will not work with the company at all. It even more so with HIPAA laws.

Sounds like they didn’t spend any money on Cyber security’s team to properly implement it then…data exfil %100 would have been picked up by any real DLP solution and even barebones heuristics based EDR would have thrown a red flag as well.