Data masking is essential when working with sensitive data. It is a crucial part of maintaining a secure data environment and avoiding data breaches. While, data masking projects are seemingly simple, they are actually quite tricky. These projects are full of pitfalls and “yes, but” conditions, which aren’t flexible and dynamic enough to keep up with the changing data environment but are unfortunately common experiences of data team members. This document will cover some of the reasons why data teams struggle with data masking projects.