To the executive ladies out there, or actually, anyone who has subordinates, be honest: what do you think of your subordinates with an equally nice/expensive or even more expensive bag than your own? And why?
And has anyone ever had the experience of being judged negatively?
In over 20 years of professional life, I personally never judged anyone on my staff for how they dressed or what bag they carried, but I have been present when other executives did the judging. It wasn't nice and it did cost people promotions if the employee was perceived as "shallow" or "not hungry enough to work hard." And to be fair, I never judged the more "casually dressed" employees by their clothing, either. Professional demeanor and strong skills was all that mattered to me, if the employee wasn't client-facing.
Some may say "I work hard for my bags and I deserve to carry them whenever I want." That's definitely true, but your boss and the gossips in your office may have a very different attitude.
I have had the experience of being judged negatively for carrying expensive bags, and I still am in some circles. The difference is that now I'm not in a position for it to affect my career.
Hope that helps.
ETA: One memorable event was a woman who interviewed for a management position who 1. showed up in a chaffeur-driven Bentley, and 2. wore a diamond solitaire that was over 4 carats. I remember the executives who interviewed her all saying "she can't possibly want to work for a living."
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