Reading through some online discussions about workplace fashion disasters has brought back memories of my two decades in IT consulting. The stories range from mildly amusing to absolutely gobsmacking, and they’ve got me thinking about how our understanding of “professional attire” has evolved over the years.

The tech industry has always been more relaxed about dress codes compared to traditional corporate environments. Working from my CBD office, I regularly see suited-up financial types walking past our building while my colleagues and I sport everything from smart casual to what could generously be described as “startup chic.” But even in our relaxed environment, there’s still an unspoken line that shouldn’t be crossed.